Find cheap flights from Winnipeg to Illinois

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Thu 20/4
Thu 27/4

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Best round-trip prices found by our users on KAYAK in the last 72 hours

MOST POPULARChicago
1 stop from C$ 504
1 stop from C$ 275

Good to know

Low season

January

High season

February

Cheapest flight

C$ 275

Average price round-trip

C$ 759

Good deal round-trip

C$ 759
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly (1% more expensive on average)
Flight from Winnipeg to Chicago
(avg. price over the last 2 weeks)
or less

Top tips for finding cheap flights to Illinois

  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly from Winnipeg is February.
  • Morning departure is around 34% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Illinois flights

Top 5 airlines serving Winnipeg to Illinois

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 29332 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews
Pros: "Absolutely nothing."
Cons: "Honestly everything."
Read more about Delta
Pros: "Absolutely nothing."
Cons: "Honestly everything."
Pros: "Competent crew"
Cons: "Too many people, especially children running up and down aisles during flight. Not adhering to COVID guidance. None of the crew addressed this ☹️"
Pros: "I appreciate that Delta chooses customer safety over profit by not packing flights and continuing to social distance."
Cons: "Rude crew. Dirty plane."
Cons: "Better space. Better service. Terrible directions"
Pros: "Landed on time"
Cons: "Still sitting waiting for a gate at Logan"
Cons: "Flight delay"
Pros: "Maria in Winnipeg tried to find me decent connections. She did book me into a hotel in Boston as I missed connection 3 times!!!!"
Cons: "Flights that arrive and leave on time. How can one plan a trip if flights are continually cancelled or delayed. Very frustrating and a very unhappy customer."
Pros: "Very fast and efficient boarding process. We began moving right when they closed the door. Smooth flight, friendly attendants."
Cons: "Stop charging $2 for headphones lol"
Pros: "The entire flight was excellent, on time, great friendly crew, edible food, movies and options were great, perfect in every way. It was a little chaotic at flight loading on extra security, but I assume it could have something to do with it being on 9/11 and it was ultimately bound for NYC."
Cons: "I honestly cannot think of anything."
Cons: "No sandwiches for sale just snack boxes"
Pros: "The flight was on time, the crew was pleasant and looked like they enjoyed working in the air."
Cons: "Our second time on a 787 Dreamliner across the Atlantic as about the same as the the first. The seat pitch is very tight so when a passenger reclines into the next row the seatback nearly touches your face. The Dreamliner seats seem to be very hard and it's difficult to get comfortable."
Pros: "surprisingly spacious seats. plane felt brand new. on screen entertainment was great, and relieved to have charging inputs for my device in the seat."
Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"
Pros: "Customer service on the phone."
Cons: "Delays all day on delta. On my way out and on the return flight."
Pros: "For me the boarding was of fast"
Cons: "The food"
Cons: "I really like more legs room and comfort and crew member were very good and helpful. Regarding food I say it’s just ok."
Cons: "The delayed at the gate looking for passengers, could have been avoided by doing cross checks at the counter. The snacks need to change. For someone who flies every week like me, the cookies and cheeze it’s get old. Some variety will be awesome."
Cons: "Virgin Atlantic has had better days. Living off of a long gone reputation. Great staff but old and worn out planes. Code sharing has done them no favors!"
Pros: "The crew was attentive."
Cons: "Games on the tv were okay. Tetris would be a nice addition."
Pros: "Very nice lady as part of the crew, always a cheering moment for passengers."
Cons: "The plane was not clean. Peanuts on my feet area, plastic bag in backseat pcket."
Pros: "see above"
Pros: "The service and the crew were extremely courteous polite and professional ."
Cons: "As it is an all flights just not enough leg room and a very tight chair."
Pros: "Flight attendants"
Cons: "Food"
Pros: "Very orderly."
Pros: "Snacks and drinks were yummy and very appreciated. Entertainment was great. Tons of shows and movies and all for free. There was also free iMessage only WiFi which was enjoyed while messaging friends and loved ones while in the air."
Cons: "For the amount of passengers boarding, they started the boarding process way too late which resulting in a delay taking off. The entire boarding process felt sloppy, disorganized, and hectic. They allowed passengers to board that were seated at the end of the plane while some 1 was boarding, causing tons of congestion. The boarding process was the slowest I have ever experienced in all the flights I’ve been on. The crew was ok, but slightly snappy/rude like typical New Yorkers. The flight from ft. Lauderdale to New York was much more pleasant."
Cons: "Flight delayed 2 hrs"
Pros: "After almost every airline cancelled. Delta still took me to where I needed to go with not one single problem. That pilot was amazing. I forget his name. But the plane didn't slide or anything during take off. Amazing."
Cons: "What was there not to like. We were a little bit late but I wasn't in a rush. I planned well ahead. Delta moved my flight from 10 a.m. to 6 a.m. and that was perfectly fine with me."
Pros: "My experience with Delta was excellent. Everything from checking in, boarding, flight, and landing was simple. Everyone I came into contact with was extremely helpful and courteous."
Pros: "Fast boarding, we even left early! Very kind crew. Flight was WAY shorter than it said on our itinerary!"
Cons: "No TVs and couldn’t get wifi to work. Small plane, slightly uncomfortable."
Pros: "Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!"
Cons: "The layover in Mexico City was a bit long and the airport was not so great"
Pros: "Good seat"
Cons: "Delayed by 1 hr"
Pros: "Compared to previous flight - this was so much better with upgrade to first class and extra space."
Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"
Pros: "Nothing"
Cons: "Delay and inoperative Sattelite TV"
Pros: "The crew was beyond friendly and courteous. Lots of leg room."
Cons: "I was an older plane, it was louder than our flight down to Atlanta. Nothing they could do about it, but a slight annoyance."
Pros: "Smooth flight."
Cons: "I have broad shoulders and there was a larger gentleman on the window seat. Being in the middle seat made for a very very cramped flight the whole way. Lots of skin to skin arm contact for much of the flight. There was no way to avoid it."
Pros: "Friendly and informative flight attendants kept the passengers in reasonable spirit."
Cons: "Left nearly an hour late after confusion related to oversold seats and upgrades. The gate agent entered the plane multiple times. The landing was rough, the brakes were loud."
Pros: "I love the new snack choices! Way to go Delta for offering Kind bars now!! This is awesome."
Cons: "Tiny old plane, props blocked my window view, no entertainment system."
Pros: "When I went into customer service and explained that I lost my flight because of bean at the immigration for almost 2hrs and the woman she say u going on the next flight, one hr later I was heading to my destination Richmond."
Pros: "Very new plane arrived on time no problems"
Cons: "Nothing everything was great"
Pros: "Very professional and caring."
Pros: "The crew was friendly and accommodating, and service was good"
Cons: "I purchased a basic economy ticket and upon checking in, my Delta app said my seat was unassigned and I had to get my boarding pass at the airport. I checked back later and the app had me as number 7 on the standby list. I called Delta (wait time 3+ hours... my flight was in 3), and then the Delta app support where I was able to get through to someone. She told me that the ticket I purchased over a month in advance did not guarantee me a seat on the plane (???). She said that if I was bumped from the flight they would reschedule me for the next morning. She was pretty rude and made it seem like I had a 50/50 shot of getting on this plane. I rushed to the airport in hopes that I would be the first from Standby there, and the gate agent told me that I was fine and would board right after first class and be assigned a seat then. Great. Once I got my seat assignment, I board to find out there is someone else sitting in my seat...... They eventually called the desk and had her moved, but it was the weirdest boarding experience I've had.. and I've flown Spirit. These planes that Delta fly's are SO OLD. Both times I have flown Delta the "turbulence" has been so bad and cold air was blowing right on my the whole flight with no option to turn it off (it wasn't from one of the vents, but from the side). Someone close to me works for Delta and I know for a fact that some of their engines blow mid-flight.. and they tell the passengers that it's turbulence.. so that doesn't make me feel very safe. I won't fly Delta again if there is another comparable option."
Pros: "Being interviewed as I waited in line to check my luggage. Personal touch and felt good safety screening. Bottle of water given out. The friendliness and helpfulness of the crew. I was in the back of the plane. Very cheery despite the masses of people."
Cons: "Seat size small. Although I appreciate the serving of food during the flight, felt a lot of junky carbs and sugar."
Cons: "All good"
Cons: "Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class)."
Pros: "The two native born Senegalese boys, aged about 8 or 9 were delightful, energetic, generally well behaved."
Cons: "They understood my poor French but I couldn't understand most of theirs. They needed a great deal of help with eating the adult meals they were served and using the entertainment system. At first the flight attendants did little if anything to help. Later after I pointed out the problems we were having they were better. Such young ones needed better supervision and meals easier to eat than they received. I needed less stress on the long 8 hour flight. This was not quite a Sky Priority Comfort Plus experience for me."
Pros: "Love the sofa and cookies."
Cons: "The leg room was reduced to the least I've ever seen on this flight. My knees hit and I'm 5'9'."
Pros: "Always have great experience with Delta flight attendants and staff. The entertainment on mobile phone was a really nice add-on, I had never seen before."
Cons: "Flight was delayed in taking off, waiting for connecting passengers. Plane was old, which is most Delta planes, but this one showed it. The tray table looked like it was from the 70s or 80s. Flying into Midway instead of O'hare was anticlimactic."
Pros: "Smooth flying"
Cons: "The entertainment units were terrible. Touch screens effectively impossible to operate in this 737-800."
Pros: "Everything was great"
Cons: "Nothing"
Cons: "Nothing"
Pros: "Fantastic crew!"
Pros: "They were very helpful and polite."
Cons: "Times have changed and they offer very little such as entertainment food options. but it was short trip and people need to adjust."
Cons: "We missed the connection between the two flights. They booked me for a flight the next morning. They did not provide voucher or reimbursement for food or lodging."
Pros: "The crew was very nice"
Cons: "Seats are uncomfortable and there’s no tv for entertainment."
Pros: "We were a little cramped in, but overall it was nice."
Cons: "Not much. It was a quick flight overall."
Pros: "Crew was great. Seats were not comfortable."
Cons: "Slightly wider seats."
Cons: "Missed my connection"
Cons: "Flight was delayed an hour which isnt horrible but then had to sit on the plane an additional hour waiting for take off. I barely made my connecting flight in Calgary. They should have held that plane because i know the elderlt women next to didnt make it. Staff were not attentive enough. Buzzed them servial times and no response."
Cons: "Early on first flight on arrival but late departing by 30 mins due to westjet delay of crew"
Pros: "The trip served its purpose in getting us from point A to B. Good"
Cons: "Plane was delayed. Wanted to sleep during flight but couldn’t because flight attendants were chatting loudly amongst themselves"
Pros: "Crew and staff are pleasant."
Cons: "There was a typo in my reservation (either a WJ problem or a Kayak problem). As a result I couldn't do an online checkin and ended up getting a middle seat at the airport."
Cons: "no refund at all worst outcome"
Cons: "WestJet seems unable to stick to a schedule. Three of my four flights were delayed and a connector flight through Toronto was cancelled altogether just after midnight, leaving me stranded at Pearson Airport. The ground crew were disorganized and unable to provide clear answers – other than their complete assurance that WestJet bore no responsibility for providing hotel accommodation."
Pros: "I’ve always liked WestJet and it’s services. They are my always my first airline I go to check flights."
Pros: "Fun crew. Short flight"
Cons: "Flight was late leaving. Our connecting flight was already boarding when we arrived. I would have liked the 25 mins we were supposed to have."
Cons: "I had to travel with a wedding dress. Westjet does will NOT replace lost Wedding dresses therefore they MUST be carried onto the plane. once on the plane there is no where to hang the wedding dress. The flight attendant was kind enough to take it from me and STUFF it in the over head compartment :( I was furious!"
Cons: "First flight on WestJet in 3 Years. Didn’t like not knowing I needed a tablet or laptop and an app to watch tv. Offered a drink and asked for water. Received about 2 ounces. Every body around me ordered soft drinks and got a 10 ounce can"
Pros: "Everyone was very nice"
Cons: "It was cold on the plane!"
Cons: "Cramped seating configuration."
Cons: "Thanks"
Cons: "Non comfortable cold sensation."
Pros: "GREAT CREW"
Cons: "BOARDING FROM OUTSIDE-VERY COLD OUT IF I KNEW I WAS BOOKED ON A PROP PLANE I WOULD HAVE BOOKED DIRECT SEAT SIZE-CRAMPPED-I ASK THE GUY BESIDE ME IF HE WANTED THE AILSE BECAUSE HE WAS TALL AND SQUISHED CALL ME ANYTIME 306-551-3251 THAT WAY I WILL KNOW THE VALUE OF THIS SURVEY"
Pros: "The staff and comfort."
Cons: "Overcrowded"
Pros: "Friendly crew and good entertainment"
Cons: "The delay, I don’t know if I’ll be getting a discount or not on a future flight because of it. Original flight was canceled too."
Pros: "Absolutely nothing."
Cons: "Upon my arrival in Calgary I had missed the last shuttle to Banff (my final destination) and no one at the customer service desk would do anything to help me in my stranded situation."
Pros: "Got away a little late (full flight and de-icing) but still managed to get in to Phoenix well ahead of the scheduled arrival time."
Pros: "West jet employees worked hard to fix the mess they caused. Eventually getting me a ticket for another airline."
Cons: "Changed my flights with less than 3h notice. I’d payed extra to reduce wait times as I was flying with a child just over 2. Originally had me coming in to Vancouver at 9 am and leaving at 5:40pm. Not cool with a young child. Allmost missed the 1st flight getting it fixed, they also didn’t book my child in adjacent seats, despite pre-booking the seats on the flight days before."
Pros: "Fast cheap flight"
Cons: "Nothong"
Pros: "Great crew services, as usual. Nice, smooth flight."
Cons: ""We're waiting for a pilot," doesn't exactly scream, "well oiled machine". How do you rate a bag of pretzels as " Food?""
Pros: "Getting on in Palm springs and getting off in Winnipeg. Thanks WestJet"
Cons: "Not knowing to download The app until I was on the plane"
Pros: "Quick boarding, good customer service, and friendly staff."
Cons: "When I booked online it was a little unclear that I would have to pay extra to check a bag. No problem but would make a better customer experience if I had been aware of this"
Cons: "Wi fi didn't work"
Pros: "The roominess, service, food.....all excellent"
Cons: "It would have been so much better if there was a foot rest."
Pros: "Again, staff was friendly and approachable attitude."
Cons: "Toronto airport needs proper signage. I got lost and wasted my half an hour to just find a transist to downtown."
Pros: "Pleasant staff"
Cons: "Crowded seating"
Pros: "Comfortable seat with lots of leg room"
Pros: "It was a great flight . It wasn't full so there was a lot of room . It was on time and the Crew was very friendly"
Cons: "I was able to download the WestJet Connect app on my phone which gives you access to tv shows and movies to watch on your own device during the flight. The app was free and easy to use and there was a decent selection. However, the wifi on board is not free so even though you could watch the tv show/movie - the sound did not work unless you paid for it. There are many other airlines that offers everything for free - it would have been a more pleasant if we were able to actually utilize the service."
Pros: "Great crew, West jet connect worked fabulously"
Cons: "Cramped space and airplane food"
Pros: "No stops,"
Cons: "Cramped."
Pros: "Everything was excelente very nice personal."
Cons: "It was as if the baggage fell of somewhere from the plane and came in contact with water."
Cons: "Flight was late leaving ywg"
Pros: "Awesome crew, chill experience !"
Pros: "Friendly crew"
Cons: "Uncomfortable seats and Not enough leg room, especially for tall people. I was in the middle seat and had to basically climg over a sleeping person to get to the washroom"
Pros: "I liked the whole experience.... the crew are always friendly ... they are willing to go that extra mile... I love WestJet as a company and what they stand for... I will not fly any other airline if I have a choice"
Cons: "How misrable people are ... some times I feel for the crew"
Pros: "Very nice crew"
Cons: "Limited alcohol"
Pros: "Wifi worked well. Good movie choices and food was simple but satisfactory."
Cons: "Timeliness, friendlier crew and better music choices"
Cons: "Seat confort is bad, specially for tall travelers."
Cons: ":)"
Pros: "Everything was perfect."
Pros: "Plane arrived earlier then expected. Waited for about 35 minutes before exiting the plane."
Cons: "Schedules, schedules, schedules. What is the point of having them if they are not followed. People plan around schedules, while it is always good to on a few minutes earlier, what is the point if one is trapped inside the plane. I have a returned ticket, hope the service will improve."
Cons: "This flight had hidden bag fees. Also, it took over an hours for bags to come out the carrousel."
Cons: "Price is OK"
Cons: "Everything is perfect Thanks"
Pros: "Crew was polite and welcoming. Seats were good"
Pros: "Crew was good"
Cons: "Had a 2 hour delay"
Cons: "We arrived to the airport over two hours before our departure time. We waited in line for over an hour to check our bags and get our boarding passes. When we checked our bags, we were told to hurry as our flight was boarding. We rushed through the airport to get in line to board the plane. When we got to the line to board the plane, we waited another hour before we were told to get on a bus to take us to our plane. Our plan left 45 minutes later than expected, but the airport never communicated any details about a delay. We rushed to wait in line instead of having time to get things at the airport or sit."
Pros: "Staff on board was great, super friendly & attentive!"
Cons: "Our flight was delayed by approximately 1 hour and 20 minutes & there was no mention of it from the crew. They were acting as if there was nothing going on and no reason for the delay. No actions were taken to compensate for the delayed flight."
Cons: "The flight was oversold and my daughter and I couldn't check in online and or seats were given away. We were sent to a hotel far from the airport."
Pros: "No tanta supervisión en el peso de maletas."
Cons: "N/a"
Pros: "*Food/Beverages provided *Movie/Show selection"
Cons: "*Person in front of me was reclining their seat way too far. I think flight attendants need to pay attention to this more and prevent other passengers from being an inconvenience. *Too many people using the bathroom at once. Luckily I was able to hold it in. Maybe allowing us passengers to use the bathroom on the other side of the plane might be a good idea."
Pros: "Nothing."
Cons: "I buy a flight ahead of time so I can be back home on time to work, I get it delays can happen, there was already a delay to start off well, turns out the flight is OVERBOOKED & even tho I arrived 3 hours earlier prior my flight I had to wait 9+ hours for another flight. If you don’t have enough seating available don’t sell a ticket that you know doesn’t exist. It’s not the first time it happens with Aeromexico, their airline is HORRIBLE & I didn’t expect with my first experience with Kayak to be just as bad. Never buying a flight through this website ever again nor am I planning to fly with Aeromexico."
Pros: "I appreciate the entertainment and overall comfort of Aeromexico. The flight itself was decent and got me home."
Cons: "I didn't appreciate that my flight time changed and I wasn't notified until well after the fact. Aeromexico at Benito Juarez didn't seem to know what was happening either. I didn't know which gate was flight was leaving from until after boarding the scheduled boarding time. When family in the States tried to get updates about the delays, the customer service rep gave incorrect information. I'm not sure that I'll be flying Aeromexico again."
Pros: "It wasn’t a full flight"
Cons: "The flight attendants were too loud and not as attentive"
Cons: "After being in the airport for over four hours waiting for the flight to depart, I was not allowed to board the plane because the airline had somehow given my seat to another passenger, even though I was sitting right in front of them. I have never experienced such a ridiculous situation. What is worse, the airline was completely obsolete in helping me resolve the issue."
Pros: "On time"
Cons: "They charge for luggage"
Cons: "My luggage was ripped with a box cutter or blade."
Pros: "I enjoyed being able to watch a movie on the plane. Definitely makes flying a little better!"
Cons: "We flew with AeroMexico and the customer service is horrible! No one informed us that the plane was delayed and then we heard staff talk badly about us and other customers because we asked that they give us more information. They really need to train their staff again, or replace them!"
Pros: "Everything"
Cons: "Servíces"
Pros: "I was able to get home."
Cons: "Check-in at GDL airport is completely insane! They should have a line for those who have already pre-checked themselves and just need to drop off their luggage."
Cons: "Did I have to pay for my baggage"
Cons: "Everything!!!! Í Will never fly with you again"
Pros: "On time, smooth flight."
Cons: "very uncomfortable and tight seating. Almost impossible to eat with a passenger sitting next to you. No salt, pepper or butter with food. Dried out tasteless, inedible bun served with meal. Cabin crew a little indifferent."
Pros: "On time,,sorta"
Cons: "I paid $30usd for my sister and I to have priority boarding and more spacious seats. We were boarded in zone 3 and had the same seats as the rest of economy. I contacted aeromexico for a refund and was told to email my complaint to 2 separate email addresses for a refund. I did as instructed and but did not receive a reply. I disputes the charges with my bank and they immediately paid me back. Aeromexico, you are a joke and I hope your sceem to fraud people out of their money comes to surface soon."
Pros: "No problem with the entire trip"
Cons: "Lack of quality entertainment on board"
Pros: "Everyone very nice people"
Cons: "Everything was great"
Cons: "Everytime we fly with Aeromexico our luggage is misplaced. This is the third time our luggage has been lost or forgotten. When asked for assistance not one flight member is there to help, and we end up waiting hours for assistance."
Pros: "I liked the meal and courteous attendants, however getting served at 3am was a little strange."
Cons: "We waited on the tarmac for 90 minutes waiting for 20 passengers from another flight. That's too long... we missed our bus in Chicago because of it. My seat was also broken and wouldn't lean back, making for a long, sleepless night."
Pros: "On time and comfortable."
Cons: "My fligth was dilay for 2 hours and i got charge a baggeg on a international fligth"
Pros: "Free light meal, drinks, and entertainment."
Cons: "My seat was moved even though i had paid extra for my seat."
Cons: "The lady at Aeromexico was rude and yawned in my face twice. she charged me for my luggage twice and told me to deal with it once I get home"
Cons: "Old plane, no movie played and there was no food served even though it said there was a meal included with the flight"
Pros: "Everything was perfect"
Cons: "None"
Cons: "Had trouble getting movies in English"
Pros: "Movies snacks coke very friendly"
Cons: "The reservation people at Aeromexico messed up my flight and kept trying to sell me more flights instead of resolving the issue."
Cons: "I am not sure if it's something new that you guys changed but on my way back from Guadalajara to Chicago they charged me for my luggage, but when I flew frome chicago to guadalajara they didn't charge me I don't know if it was something that change that I wasn't notified or what but I don't think that was fair that I had to pay without me being notified that there was a change if there was one , other than that everything else went great"
Pros: "Crew was very nice, food was adequate. Smooth flight!"
Cons: "The plane was old and extremely filthy. In flight entertainment was lacking, given the flight was over 3 hours I had expected more options."
Pros: "The crew was so friendly the planes are spacious and they give you a free meal and drink the movies and shows make the trip a lot smoother"
Pros: "Loved the movie selections."
Pros: "Service, media access. Crew was very kind and friendly. Boarding was well organized by row number."
Cons: "It was a bit too hot during the flight even though I used the overhead fan. Other than that, it was a pleasant ride. Thank you!"
Cons: "The crew was so unpolite they did not let me board because apparently i was late and instead of helping me connect with another flight they told me they could not do anything...the crew at the checking was so rude...i missed my flight I will never use this airline again Delta was much better"
Pros: "Most of the Staff was friendly"
Cons: "No wifi, some staff were oblivious of how often they hit you when walking through the plane disturbing you during the flight. I started to think it was intensional. But the other staff were wonderful."
Pros: "We've been flying with Aeromexico most of the time because of their customer service. They're professional, and with a smile. We'd never experience any issues or delays. We also appreciate the fact that we get food which is something you don't get with other airlines."
Cons: "No luggage space"
Pros: "Nice crew"
Cons: "Nothing"
Pros: "Service"
Cons: "All was as good as expected"
Cons: "Delays"
Cons: "No more seats, rescheduled for the next day. poor service"
Pros: "Staff were pleasant"
Cons: "Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass"
Pros: "Business class was comfortable."
Cons: "Flight was delayed 2 hours."
Pros: "The flight was on time and there was adequate foot room"
Cons: "No free snacks- biscuits or pretzels?"
Pros: "The movies on board"
Cons: "The fact the plane was late"
Pros: "Size of seats and entertainment"
Cons: "Late leaving, slow baggage claim"
Pros: "Comfortable seats, friendly crew."
Cons: "Almost two hours delay each way."
Pros: "On time, entertainment screen"
Cons: "that there is a charge for headphones"
Pros: "كل شي"
Pros: "Had extra space because plane was not full"
Cons: "Flight was delayed. Changed gate three times"
Pros: "Service flight on time food"
Cons: "No movies for 7 hour flight"
Cons: "no entertainment and poor seat selection"
Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"
Cons: "First flight was canceled, they did not get me on a flight till 4 pm the next day! Not to mention the two French Canadians I talked to were extremely rude. Finally the 3rd customer service women tried to get me home sooner but was unable to!! Have flown for years on air Canada without issues but this last trip was such an inconvenience I will not being flying with them agin!! They also did not cover my hotel or the taxi costs associated with me having my flight canceled, not even a discount!!!!!"
Cons: "Four hours of delays."
Cons: "Kiosk option wasn't supporting the baggage check policy, resulting in passenger were unable to print baggage tag and had to wait in long line over 1.5 hrs to check bag with staff. They also understated. It took me over 2 hrs to get throug check in process, not counting 45mins + through security check and custom. I had asked staff to expedite the process. C my flight was boarding. Staff could care or less and walked away. I had to run to my gate and almost miss my flight. Also, I was told that 1st checked bag was complimentary as this is a express aircraft. Staff wouldn't honor that. Come to find out as I entered the aircraft that they made many passengers do the complimentary gate check anyway. Rude and unaccompdating staff."
Cons: "The boarding lady on lines 3-5 was rude with several people."
Pros: "The crew was very friendly and attentive."
Cons: "Flight was late so I missed my connection. Then my luggage was delayed by five hours behind me. Generally poor service."
Pros: "Seats were comfortable"
Cons: "35 minute delay in departing. Sat on plane at gate waiting to depart."
Pros: "Fast loading and unloading."
Cons: "Late!"
Pros: "The entertainment offerings were good. One crew member in particular helped us get back on the flight after we had been booted."
Cons: "Gate agent for Air Canada completely unhelpful about getting us to our connecting flight. Then the Toronto Airport was just HORRIBLE: all along the way, we had to go through security again to get to the American side, and there was no warning that the drinks we had bought *at the Dublin airport* would all be thrown out. Rude security employees. They also very slowly went through the duty free bottles of whisky I bought *at the Dublin airport*. Then there was this stupid line of kiosks that no one knew how to use, then for some reason another boarding check, then another, and then finally customs, with more rude staff members. We had NO IDEA any of this was coming, and got no warning from Air Canada. Then we rushed to our connecting flight, only to find out that we had been booted from the flight anyway. (I got an email about it, which of course I didn't check because I have limited data -- not everyone is made of money who can afford unlimited data!) Then we got on finally boarded, only to sit on the tarmac forever in uncomfortable seats when they could've just let us sit in the airport. Ugh."
Pros: "The flight last less time than expected."
Pros: "Nice staff"
Cons: "Not much"
Pros: "Flight was good but there was no tv"
Cons: "There was no TV or to play games"
Pros: "Everything went smoothly. The crew was fabulous and the flight smooth."
Cons: "Not a single complaint from me!"
Cons: "The fact that my ticket said something different from my itinerary and I spent far too long at the counter to get a seat assignment."
Cons: "We were late getting into Chicago and I missed my connection to Albuquerque. I was scheduled to arrive at my destination at noon and because we were late, I didn't get home until almost midnight."
Pros: "entertainment choices"
Cons: "boarding process crew not helpful in baggage storage"
Pros: "I liked the boarding lines based on groups."
Cons: "Only was offered a small bag of mixed snacks and a drink."
Cons: "Delayed, no food, waiting time to get out of plane too long"
Pros: "Got us home safely. Confortable seats."
Cons: "Left one piece of luggage behind. Had to wait for it to be sent on next flight."
Pros: "More leg room and in flight entertainment."
Cons: "Stewardess spilled hot tea on my husband and did not apologize."
Cons: "It was so late, I almost missed my connecting flight. They were not helpful. They did not communicate well and they refused to take any responsibility."
Pros: "Again, nice selection of entertainment and great crew."
Pros: "You want comfort? this is the way to go."
Cons: "Entertainment on short flight was limited."
Cons: "Same movies"
Pros: "I . was impressed with the food and service.over all the whole trip was very good"
Cons: "there was nothing I did not like"
Pros: "The crew members in both the flights were amazing. they seemed like they enjoyed their job. Its not very common at Air Canada."
Cons: "The flight from Chicago to Toronto was delayed by half hour. But the boarding gate agents did not even mention the delay."
Pros: "On the plus side, the service was great."
Cons: "There is just not enough space in the seats! I am not a tiny person and my trip was not helped by the fact that the seats are too narrow to comfortably seat people larger than a size 10!"
Pros: "Run by united but more efficient than a recent Air Canada flight."
Cons: "3 hour flight and had to pay extra for entertainment. Only two biscuits given for food. Cramped seats for anyone 6ft tall."
Pros: "Overall it was good. The crew was very friendly. The plane was small and it was a short flight, so everything else was average as expected for a short flight."
Pros: "Everithing-----Ramesh"
Cons: "Ramesh"
Pros: "Everything was great"
Pros: "Entertainment system not working for the majority of the flight"
Pros: "Premium Plus seating"
Cons: "Flight was on an older CRJ 200, which was a little cramped and grungy-appearing."
Pros: "The crew was very accommodating, especially a flight attendant named Petra."
Cons: "We waited a long time to board. It would have been helpful if someone explained why we waiting so long."
Cons: "My name was on both reservations, i did not notice this until my wife and i tried to check in. They would not change the name on one of the tickets to my wife, Kathleen. So we had to cancel the entire reservation. I have trip insurance with Allianz, and am trying to get a refund for the tickets. If"
Pros: "Friendly service"
Cons: "Cramped seating in basic economy, the upgrade seating wasn’t much better"
Pros: "Amazing crew"
Cons: "Tight seats, no access to actual WiFi unless you purchase a yearly or monthly plan"
Cons: "Boarding could have been better. If you have 5 groups you should have 5 lines — not 2. Also the terminal in Holland was extraordinarily cold."
Pros: "The crew was very helpful and kind."
Cons: "The entertainment app did not allow me to watch any of the quality programming and my seat to Chicago was extremely cramped and did not recline."
Pros: "On time"
Cons: "Space a little cramped.for spmepne 6'3""
Pros: "Everything was really smooth sailing."
Cons: "Everything was great! The Charleston airport is small yet very nice inside"
Cons: "Charge for baggage. Pretzels - ugh!"
Pros: "Check-in process was smooth"
Cons: "No entertainment."
Pros: "Lots of leg room for a regional jet."
Cons: "AC was not very good. Very warm on flight."
Cons: "Everything was great"
Pros: "Flight left on time and attendants friendly"
Cons: "No entertainment on this flight"
Pros: "Efficient boarding and on time departure/arrival."
Cons: "No complementary food. Old plane, no great entertainment options (should also have subtitles for hard of hearing)."
Pros: "at check in - check baggage was quickly serviced"
Pros: "Great service!"
Cons: "N/a"
Pros: "Direct flight on time. The gate person help us with seat assignments."
Cons: "All the charges."
Pros: "Staff are so nice"
Pros: "Staff in Syracuse where awsome from the guy at the united check in Guest to the TSA Gal who had to give us a patdown super sweet and helpful."
Cons: "Missed connecting flight"
Pros: "Quick and friendly staff"
Cons: "Uncomfortable seating"
Cons: "Old plane, no service, TINY SEATS"
Pros: "The actual crew on the flight was lovely and apologetic, did everything they could to help us despite the delays. At least that's something."
Cons: "Delayed for over an hour but not notified of the length of the delay in a fashion which would allow me to drive the 2 hours to Chicago in order to make my connection. Repeatedly told the connecting flight was the last one out of the entire airport to my final destination. Heard other travelers discussing that they had been rebooked onto an alternate airline and then found a later flight on Kayak, walked up to podium and asked to be rebooked on that specific flight, which they grudgingly did. Of note, I was repeatedly reassured that they were "sure" I would make my connection without a problem and to stop worrying so much. My flight left out of Madison 2 minutes after my connection departed Chicago. I usually fly a different airline, whose flights out of Madison were all on time that day, and will do so in the future despite more expensive ticket. The actual crew on the flight was lovely and apologetic, did everything they could to help us despite the delays. At least that's something."
Pros: "Flight was on time and boarding was smooth."
Cons: "The crew weren’t as welcoming. No leg room at all."
Pros: "All was good. Flight attendants helpful and friendly."
Cons: "The first leg of the trip the flight crew let me carry on my purse and small overnight bag. We land in ORD and the gate team at our connecting flight was beyond rude, shaming me for having "two carry-on's". They demanded I surrender and check my overnight bag (really just a "gym bag") PLUS they charged me $50! When I challenged the charge and the luggage change mid-trip, they said if I didn't give them my bag and pay the fee, they would deny me boarding! I'll avoid United in the future when ever I can!"
Pros: "On time, pleasant crew."
Cons: "No choice of snack, magazine was missing."
Pros: "Smooth flight"
Cons: "No problems"
Pros: "All went well on on time and service was good."
Cons: "One of the crew members was late to arrive, so boarding was delayed. However, The gate crew was amazing, very communicative and apologetic. During the flight the attendants seemed very agitated, I think a smile would go along way to improve the attitude of everyone. I also work with the public, I get that it is challenging, but I do believe that the simple gesture of a smile sets the tone."
Pros: "Clean aircraft, swift flight"
Cons: "Seat was changed to last row/middle seat (not what initially booked or confirmed with online check-in). Before takeoff, attendant moved all passengers in back row to alternate seats. Which meant that I was no longer traveling with my colleague. Unfortunately, that made our intended meeting time impossible."
Pros: "On time, flight attendants were friendly"
Pros: "on time and very polite.. good flight"
Pros: "Being able to watch a movie on the screen in the seatback in front of me rather than on my phone."
Cons: "I had to go to the airport early & my bags therefore ended up on the wrong flight most likely because someone didn't actually read the tags fully. I was going Hayden-Chicago-Pgh & my bags went Hayden-Denver-Pgh. I'm fairly short & very skinny yet I felt a bit cramped."
Pros: "United Provide good service"
Cons: "The flight delayed"
Pros: "Very short flight seating was normal for what I expect as a guy my size"
Cons: "I couldnt figure out their wifi to check on my connecting flight. I could get other stuff to work on it but couldnt find flight information"
Pros: "Nothing"
Cons: "Plane didn't leave until 2.5 hours after expected departure time and we never got an actual reason why. This also made me miss my connecting flight so I had to spend an additional 6 hours in the airport waiting."
Pros: "Boeing planes are very comfortable. No pressure Really nice experience"
Pros: "Good flight overall would book again"
Cons: "O'Hare airport. Bad signage to economy parking."
Cons: "The wifi onboard was broken. There were no t.v. sets to watch."
Pros: "Comfortable seats with plenty legroom."
Cons: "No complaints!"
Pros: "The United staff I interacted with were some of the friendliest people I'd worked with all day."
Cons: "Our first flight was delayed, which meant we'd miss our connecting flight. We were moved to a flight that would leave us in the airport for 8 hours. I called and someone got my onto an earlier flight, but when we showed up at the gate, we found out she hadn't finished the transaction and now there weren't enough seats for us. We were supposed to land in RIC by 2, but by the time we got a flight (which was again delayed), it was almost 10pm. The only helpful person I dealt with was John, who took my call to get us on another flight."
Pros: "The staff was friendly and accommodating. The flight was smooth."
Cons: "Nothing"
Pros: "Some gate agents were very helpful and friendly with making (gratis) layover changes due to weather issues in my original layover city."
Cons: "They don't assign seats ahead of time, in FCA...too much "juggling" people around prior to boarding."
Pros: "guess that the only thing I liked is that there was no problem during the flight."
Cons: "When we landed un Houston it took forever to get off the plane. It was unclear where to get my luggage. I had to leave it to pass through TSA to run and try to catch my flight from Houston to Chicago. When I arrived at my gate I got there just in time because they were starting to board the plane. I was uconfortable sitting between two men. I traveled alone. When we landed in Chicago, took forever to get to the gate so we can get off the plane. There was no entertainment, at least for me. My phone was way low in battery and ai couldn't watch anything."

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6h 46mYWG-MDW
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8h 59mMDW-YWG
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Winnipeg - Illinois Flights

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Illinois - Winnipeg

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