Find cheap flights from Winnipeg to Illinois

Find cheap flights from Winnipeg to Illinois

Search hundreds of travel sites at once for deals on flights to Illinois

Round-trip
Economy
Winnipeg (YWG)
Illinois
Tue. 27/7
Tue. 3/8
Any month
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Good to know

Low season

MayBest time to beat the crowds (5% less expensive on average)

High season

AugustMost popular time to fly (12% more expensive on average)

Average price round-trip

C$ 615(avg. price over the last 2 weeks)

Good deal round-trip

C$ 494or less

Good deal one-way

C$ 313or less

Top tips for finding cheap flights to Illinois

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Illinois is January.
  • Morning departure is around 10% 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

How long is the flight to Illinois from Winnipeg?

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Can I fly to Illinois? Are there any travel restrictions when entering Illinois?

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Top 4 airlines serving Winnipeg to Illinois

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,556 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Very spacious."
Cons: "N/A"

Pros: "It was nice that the plane was not packed full."
Cons: "Box water instead of water bottles. The seat wasn’t very comfortable since it wouldn’t recline."

Pros: "Don’t go overboard"
Cons: "Cleaner"

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: "Crew was great"

Cons: "Flight cancelled with no reasonable alternative. Ended up driving."

Pros: "The crew was amazing! They were all so nice and helpful"
Cons: "The WiFi didn’t work"

Pros: "NOTHING."
Cons: "Missed the flight due to the sheer unhelpfulness and incompetence of the gate personnel. They would not let me board, since I was about 10 minutes late. THEN THE PLANE WAS DELAYED FOR ABOUT 2 HOURS!!! I was stranded in NY, overnight, and had to pay hundreds of dollars for a train ticket and a cab."

Pros: "Entertainment was awesome. Although airlines are stingy with snacks, Delta had a good overall selection and very generous."
Cons: "Something that cant be changed overnight, however, there should be a little more Aisle space for folks pass through as my shoulder was getting beat up after every passing person and cart."

Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"

Pros: "Crew was nice and funny"
Cons: "The free messaging WiFi didn’t work for me"

Pros: "Having the whole center three seats to myself. The food and beverages were really good as well."
Cons: "Both flights were significantly late to depart. Also the WiFi on the transatlantic flight was out."

Pros: "nothing- the plane took of late and AGAIN with no reason given why - pilot blamed it on ATC"
Cons: "TAKING OFF ON TIME!! AN entertainment screen that actually worked, and not the very last seat in the plane (last row)."

Cons: "No in flight entertainment"

Cons: "More comfortable seats!!!"

Pros: "The boarding was fast and very well handled."

Pros: "We had a terrific trip returning home. Yes, it was crowded but everything was organized and all went well."
Cons: "Airplanes should board back to front. Then people don’t have to get bumped as later passenger try to carry 2 items onto a packed plane."

Pros: "Entertainment choices were plentiful."
Cons: "The flight attendants were borderline rude. No eye contact, no smile, not helpful when asking a question (overhead compartments were full in my section; I asked what I should do, response: „ I don’t know either“ and walked off. I went to find a spot further up the aisle..."

Pros: "see above"

Pros: "The seats felt roomier in this smaller plan than the bigger ones and one of the flight attendants was lovely!"
Cons: "It was so dirty! The flight attendant who spoke over the PA mumbled and was not clear at all in anything she said. Maybe she was tired and had a long day but she definitely didn’t seem to want to be there. I didn’t know that you got a receipt with your seat number on it because it wasn’t explained and that was my first time flying Delta in years. Overall one of the worst flights but thankfully it was fast!"

Pros: "The crew did their best to accommodate for the hot mess."
Cons: "The temperature was unbearable. My dirt and pants were soaked with sweat. It was very hot."

Cons: "There was no rhyme nor reason for who boarded first"

Pros: "Although our flight was fully booked. The crewmembers on this flight was professional, friendly and efficient. We boarded quickly and took off on time. We even arrived ahead of schedule. Each passenger was given free headphones and complimentary beverages and snacks. I love Delta they are a cut above the rest. They are constantly striving to put the customers needs and wants top priority"
Cons: "Not enough legroom"

Pros: "The seat back screens."
Cons: "Completely full flight. Rough landing."

Pros: "Staff, service, options"

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."

Cons: "All went well"

Cons: "Flight was cancelled"

Cons: "Seatsnare ridiculously tight for a 6ft man."

Cons: "No help with baggage when boarding the plane, they hurry you up for nothing, because we had to wait 20 mi utes to take off."

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"

Cons: "The plane bathroom was old and junky"

Pros: "Flight attendants were super."
Cons: "Delta is just another cattle car"

Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"

Pros: "That I was able to sit next to my husband"
Cons: "Everything else."

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: "Food was best in a long time. Steak salad was excellent, as was the little chocolate mousse."

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 missed my flight for the first time and I was having a complete meltdown at the check in desk until the sweetest agent said "oh no worries sweetheart, let's find you another flight back home"... It seems so simple but with the morning I had, this simple act had me in tears! The kindness and patience she showed me was amazing and definitely the reason I will always fly Delta to any and every destination they are able to take me! <3"

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: "Great crew presentation of safety and other announcements, friendly anf courteous, except..."
Cons: "crew seemed to arbitrarily decide not to serve anything on the flight. Announced the flight was too short to serve anything, so they didn't even try. I've flown this hop many times and have never heard this excuse."

Pros: "Very courteous staff. Legeoom not too bad."
Cons: "Delay."

Pros: "Hospitable crew"
Cons: "Na, nothing special"

Pros: "Whoever making announcements from the cockpit seemed excited to be going to the Bahamas. Made the short trip from Atlanta very light hearted."

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."

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: "Everything was great"
Cons: "Nothing"

Cons: "Nothing"

Pros: "Fantastic crew!"

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: "It booked the wrong date and I had to repurchase the ticket. So all the savings were lost plus a ton more. Last time I use this service."
Cons: "The date and flight I picked were the right ones. I’m sure it was my own fault so it is what it is. I’ll just book through the airlines directly and pay the extra money and ensure the flight is the day I picked."

Pros: "Yes"

Pros: "Crew was great. Seats were not comfortable."
Cons: "Slightly wider seats."

Pros: "Average"
Cons: "Two of the most important things to me in travelling by air are getting through security as quick it’s possible ie the priory line; and a lounge. Traveling and paying for Plus provides neither. Back to Air Canada Business Class or AC Rouge Premium. Going to have to pick up your game WestJet"

Pros: "Our l;uggage did not make it to palmSprins, our final destination It seems they found it, but has not delivered to as as of 11:00am, 1/5//2019. We arrived Palm Springs 1/4/2019. 12:20am. Still waiting!"

Pros: "very organized crew. everything ran soothly and on time. crew was polite to parents with children on board"
Cons: "how quick it was over!"

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."

Pros: "Easy boarding and checkin."
Cons: "Entertainment doesn't work on laptop - only on phone or tablet. Westjet seating is tight."

Pros: "The trip served its purpose in getting us from point A to B. Good"

Pros: "Great price"

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"

Pros: "Airport staff went above and beyond to get my mother through the airport. We had a tight transfer and they helped us make it to the gate on time."
Cons: "There was no time to eat. Nothing other than snacks. The time allotted was *barely* sufficient to get from gate to gate. We were starving when we got to our destination."

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!"

Pros: "Everyone was very nice"
Cons: "It was cold on the plane!"

Cons: "Cramped seating configuration."

Cons: "Thanks"

Cons: "The stewardess (Stephanie was her name I think) grabbed my arm and pushed it out of her way rather than asking me to move. While it may sound dramatic, I am certainly not accustomed to a stranger putting their hands on me and it was hugely inappropriate and ruined my flight. This was my first WestJet flight after flying countless times with Air Canada. The whole experience was soured and I will never look at WestJet the same again."

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: "Fast cheap flight"
Cons: "Nothong"

Pros: "nothinggg"

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: "Some more food options"

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."

Cons: "Hard seats no padding extrely uncomfortable"

Pros: "Great crew, West jet connect worked fabulously"
Cons: "Cramped space and airplane food"

Pros: "No stops,"
Cons: "Cramped."

Pros: "On time"
Cons: "Tight seats"

Pros: "Everything was excelente very nice personal."

Cons: "Flight was late leaving ywg"

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: "Overall no issues whatsoever, which is good. Speedy check-in."

Pros: "Entertaonment did not exist....did not even have a sandwich...just junk food"

Cons: "Bathroom was disgusting. Sink and toilet clogged and filled with paper"

Pros: "Everything was fine."
Cons: "No issues."

Pros: "Service"
Cons: "All was as good as expected"

Pros: "They had a movie screen with movies available. Even though the trip was short, it was nice to have that option."

Pros: "Great crew support & well above the typical airline food."
Cons: "USB charging ports would been nice"

Cons: "More drinks, snacks"

Cons: "Delays"

Pros: "Staff were pleasant"

Pros: "Business class was comfortable."
Cons: "Flight was delayed 2 hours."

Cons: "Seats for connecting flight were given away before connecting flight boarded and rescheduled flights didn’t provide purchased level of service"

Pros: "Plesant ride"
Cons: "Flight took longer to depart due to boarding and de-icing"

Cons: "Everything was great"

Pros: "كل شي"

Cons: "Late flight No communication Had done pre register to sit with father. They changed his seat upon boarding."

Pros: "Service flight on time food"
Cons: "No movies for 7 hour flight"

Pros: "Departure was orderly and staff interactions good"

Pros: "The crew was professional and polite"

Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"

Cons: "I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not."

Pros: "Great movie selection"
Cons: "Late departing and on arrival the ground crew wasn't available so we were stuck on the plane awaiting their arrival. I can't understand scheduling issues that end up leaving jets stranded."

Pros: "Everything was perfect"

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: "The boarding lady on lines 3-5 was rude with several people."

Pros: "Nothing"
Cons: "Spent extra 12 hours at the airport"

Pros: "Fast loading and unloading."
Cons: "Late!"

Cons: "they made a bunch of people check bags for plane which normally in my past experience has just gate checked larger bags. i'm not sure why they needed to check the bags, and we got away with not having to do that, but it seemed unnecessary"

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: "The flight left almost 1 hour late because paperwork wasn't signed off"

Pros: "Legroom of seat, on demand and complimentary entertainment system and stable connection of Wifi."
Cons: "Delay of the flight..."

Pros: "Why is it ok for flights to the US to always be 20-30 mins late ?"
Cons: "Delayed flight and tv screens were not working well"

Cons: "2h and 4h30 h late"

Pros: "I liked the boarding lines based on groups."
Cons: "Only was offered a small bag of mixed snacks and a drink."

Pros: "Was arbitrarily assigned a seat with extra legroom. No excessive turbulence; landing was smooth."
Cons: "I was among the last to board and had to place my carry-on under the seat in front because there was no room in the overhead bin. This kept me cramped the entire time despite the "preferred" seating. Soft drink servings were really skimpy."

Pros: "Crew was late on first leg delayed 3 hours than nobody to close the cabin door from outside ,missed connecting flight. Than did not have inventory in Chicago to out up in hotel had to pay out of my pocket and to this day can't get hold of customer service to get claim resolved. Sent through email and nothing. Even went down to my airport in Phoenix to speak and no help. Also lost bag as well. Which later found by united not air Canada. Unbelievable"
Cons: "Everything"

Cons: "My trip was suppose to have two stops from Saint John to Louisville (one in Toronto and one in Chicago) but instead it ended up being a one stop flight from Saint John to Toronto to Cincinnati because I had to change my whole itinerary due to delays in air canada flights that caused me to miss my other connections. This made me to fly into an entirely different city and have my reception drive to get me for the only other option I was told by an air Canada representative was to take the delayed flight and miss my last connection and overnight Chicago (one of my original connections) and then fly to Louisville the next morning. This was not something I planned on doing and didn't have the time to do so had to find an alternative arrangement to get me close to where I needed to be. The first flight I was on from Saint John to Toronto was also delayed causing the flight to be late upon arrival at the Toronto airport. Not only that but then had to wait in line at the customs center for over an hour for only one customs officer was there to clear over 100+ passengers. Even if my other flights were on time I would have missed them due to the delays all around. Over all I was very displeased with how the day progressed, how I wasn't given much help from the air canada representatives at the airport other than them saying "there's nothing we can do" and for how the day continued to get worse with delays and problems all linked to air Canada."

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."

Cons: "the gate changed FOUR times and passengers were never notified as there were no crew at the gate. The flight was delayed by two hours. there was no in-flight entertainment on board as it wasn't working. upon landing, we were forced to stay in the plane for an extra 30 minutes because the gate and crew were not ready. I was NOT impressed by this flight and am very upset with how things went. I expected better of AC and will not be flying again with them."

Cons: "Flight delayed, service with discrimination, pride, specially male crew, this is a really bad flight experience."

Cons: "Very bad cabin pressure -- lots of ear pain."

Cons: "Same movies"

Cons: "Moving through security and customs in the Toronto airport was incredibly slow, with 4 or 5 checkpoints, all with lines. Staff were polite but there were not enough of them. We almost missed our connecting flight, and our bags apparently did miss it, because they have not yet arrived in Chicago (see previous comments). Air Canada should have seen the problem in terms of timing with the connecting flight and expedited better. Will try to avoid Air Canada in the future, especially if there are connections in Toronto."

Pros: "All went smoothly"

Pros: "Newer plane, tv monitors in coach class, on time departure"

Pros: "The saftey"
Cons: "Food"

Pros: "was forced to spend the night in Toronto because Air Canada didn't seem to know that there would be a huge crowd at the airport that evening. I was told as I exited my flight that I would not make the connecting flight and I had to spend the night in Toronto. I will never fly Air Canada again"

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 time or early"

Cons: "Team in Chicago at Baggage Services was not helpful."

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: "Everything was great"
Cons: "Nice trip"

Cons: "Delays, delays, delays. :("

Cons: "90 minute delay almost caused missed connection"

Cons: "Only bathroom on the plane was closed due to issues. Plane was cold and cramped."

Pros: "I know how everything works with United Airlines."
Cons: "Free Wi-Fi for everyone!"

Pros: "Efficient"
Cons: "Free wifi"

Cons: "Flight was on an older CRJ 200, which was a little cramped and grungy-appearing."

Pros: "Boarding was fast"

Cons: "Nothing"

Pros: "I did not get my luggage in Munich"

Cons: "Better snacks & more legroom"

Cons: "Gate area very crowded."

Pros: "Everything: ticketing, gate experience, boarding, service, comfort."
Cons: "No problems at all."

Cons: "A little late getting started, otherwise OK."

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: "Lost luggage’s"

Cons: "Unprofessional rude United staff"

Pros: "A bit more leg and knee room."

Cons: "Good"

Cons: "No entertainment on this flight"

Pros: "Service and respect very good"
Cons: "Nothing"

Pros: "Ok"

Pros: "comfortable and on time"

Pros: "Great"
Cons: "Nothing"

Cons: "I farted on the plane"

Pros: "On time , and good service"
Cons: "Na"

Pros: "Everything was perfect."

Cons: "AC was broken. They could at least give you a second cup of water. Tired of being treated like an animal"

Pros: "All went well on on time and service was good."

Pros: "Was on time everything was great need better snacks"

Pros: "Almost didn't make my connection."

Cons: "Easy for check-in and on time"

Cons: "Very cold"

Pros: "The staff was friendly and accommodating. The flight was smooth."
Cons: "Nothing"

Cons: "My itinerary had to completely change."

Pros: "Everyone was very friendly"

Pros: "Was nice"

Pros: "A everything was fine other than..."

Pros: "No issues."

Pros: "Excellent service."

Pros: "On time"

Pros: "I got in my final destination"
Cons: "Everything"

Pros: "Great staff"

Pros: "Free beverages"
Cons: "Crowded seating"

Pros: "They had wifi :)"

Pros: "staff on airplane"
Cons: "staff at checkin counter"

Pros: "Not much."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Winnipeg to Illinois

Airlines flying from Winnipeg to Illinois have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Winnipeg to Illinois

Mandatory masks

Masks required on board, masks provided on flights from Winnipeg to Illinois

Social distancing seating

Middle seats unavailable to book on flights from Winnipeg to Illinois

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Winnipeg to Illinois

Book cheap flights from Winnipeg to Illinois

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Air Canada
12h 15m
ORD - YWG
31/10
Sun.
2 stops
WestJet
11h 26m
YWG - ORD
4/11
Thu.
1 stop
WestJet
5h 44m
ORD - YWG
2/12
Thu.
1 stop
Delta
5h 00m
YWG - MDW
5/12
Sun.
2 stops
Delta
11h 04m
MDW - YWG
5/9
Sun.
1 stop
Air Canada
7h 34m
YWG - ORD
13/9
Mon.
1 stop
Air Canada
6h 29m
ORD - YWG
20/9
Mon.
2 stops
United Airlines
12h 55m
YWG - ORD
20/10
Wed.
2 stops
United Airlines
13h 17m
ORD - YWG
26/9
Sun.
1 stop
Delta
4h 54m
YWG - ORD
3/10
Sun.
2 stops
Delta
9h 17m
ORD - YWG
17/8
Tue.
1 stop
Multiple Airlines
13h 34m
YWG - ORD
18/8
Wed.
1 stop
Multiple Airlines
7h 30m
ORD - YWG
5/9
Sun.
1 stop
Air Canada
7h 34m
YWG - ORD
13/9
Mon.
2 stops
Air Canada
9h 07m
ORD - YWG
18/11
Thu.
1 stop
Delta
5h 00m
YWG - MDW
21/11
Sun.
1 stop
Delta
6h 42m
MDW - YWG
12/8
Thu.
1 stop
Multiple Airlines
26h 29m
YWG - ORD
18/8
Wed.
1 stop
Multiple Airlines
7h 30m
ORD - YWG
2/9
Thu.
1 stop
Air Canada
6h 00m
YWG - ORD
5/9
Sun.
2 stops
Air Canada
13h 05m
ORD - YWG
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Recent one-way flight deals

14/9
Tue.
1 stop
Air Canada
7h 20m
YWG - ORD
14/9
Tue.
2 stops
Delta
9h 04m
YWG - MDW
17/8
Tue.
2 stops
United Airlines
17h 25m
YWG - ORD
19/8
Thu.
2 stops
WestJet
29h 22m
YWG - ORD
14/9
Tue.
2 stops
Delta
8h 53m
YWG - ORD
14/8
Sat.
3 stops
Multiple Airlines
18h 39m
YWG - ORD
9/8
Mon.
1 stop
Air Canada
7h 34m
YWG - ORD
18/8
Wed.
2 stops
United Airlines
15h 30m
YWG - ORD
19/8
Thu.
1 stop
Air Canada
26h 29m
YWG - ORD
18/8
Wed.
2 stops
United Airlines
15h 30m
YWG - ORD
22/8
Sun.
2 stops
WestJet
24h 38m
YWG - ORD
12/8
Thu.
1 stop
Air Canada
26h 29m
YWG - ORD
11/8
Wed.
2 stops
United Airlines
17h 25m
YWG - ORD
12/8
Thu.
2 stops
WestJet
29h 22m
YWG - ORD
13/8
Fri.
2 stops
United Airlines
15h 30m
YWG - ORD
18/8
Wed.
2 stops
Delta
11h 30m
YWG - MDW
10/8
Tue.
1 stop
Air Canada
6h 00m
YWG - ORD
9/8
Mon.
2 stops
United Airlines
15h 30m
YWG - ORD
7/8
Sat.
2 stops
WestJet
14h 07m
YWG - MDW
11/8
Wed.
1 stop
Air Canada
7h 34m
YWG - ORD
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