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C$ 140 Find cheap flights to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Canada to Illinois departing on 21/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 18/7
Thu 25/7

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Best Illinois Flight Deals

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

Chicago
ChicagodirectC$ 227
Peoria
Peoria2 stopsC$ 659
Bloomington
Bloomington1 stopC$ 642

Good to know

Low season

January

High season

May

Cheapest flight

C$ 140
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly and prices are also 7% lower on average.
Flight from Calgary to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How long is the flight to Illinois?

    An average direct flight from Canada to Illinois takes 7h 20m, covering a distance of 2778 km. The most popular route is Toronto - Chicago with an average flight time of 1h 53m.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Canada found in the last 72 hours was C$ 160 one-way, and C$ 275 round-trip. The most popular route is Toronto Pearson Intl to Chicago O'Hare Intl and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 321.

  • Which airlines fly to Illinois?

    Air Canada, United Airlines & Air New Zealand fly the most frequently from Canada to Illinois. The most popular route is from Toronto to Chicago, and Air Canada, United Airlines and Air New Zealand fly this route the most.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (95% of total searches to Illinois). The next most popular destinations are St. Louis (4%) and Peoria (0.2%). Searches for flights to Moline (0.1%), to Bloomington (0.1%) and to Champaign (0.1%) are also popular.

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.

See more FAQs

Top tips for finding cheap flights to Illinois

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Illinois flight deals.

Top 5 airlines flying to Illinois

Need help choosing which airline to fly with from Canada to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.5
Korean AirOverall score based on 1123 reviews
8.1Food
8.3Comfort
8.8Crew
8.6Boarding
8.2Entertainment
Airline reviews

On time departure and exceptional customer service during the entire flight.

10.0 ExcellentAnonymous, Jun. 2024ICN - JFK
Read more about Korean Air reviews

On time departure and exceptional customer service during the entire flight.

The flight crews were extremely professional, helpful, and courteous. Departure and arrival times were accurate. No delay. I will use K airline again. Thanks

Not very comfortable seated in the back plane due to turbulence

We were seated at the back and that was very uncomfortable for me with the turbulence we experienced on our way to Chicago.

I enjoyed flying on Korean Air. The service was great and the food was yummy, especially the bibimbap and cold spicy noodles. The only thing that bummed me out on this red-eye flight was that my seat did not properly recline so I was not able to sleep.

Ford not that great the seat not to big for leg room like other airline

On time and flight crew are always so happy to help and always smiling unlike other airlines.

Crew was ok, but some passengers were a bit rude. Again, all outlets were not working, only the really slow charging usb plug on the entertainment system. Entertainment system was also bugged, some features just crash, the touch screen wasn't working and when trying to watch a movie the onscreen display kept flashing off and on making it very difficult to watch.

It was ok. Not good and not a bad experience

not too bad but not too great either. Service on all airlines declined ever since covid. Your Delta Stewardess are not that friendly at all. :-(

Don’t actually know how this flight would have been since we missed it.

It was fine. I had a lot of trouble trying to buy a seat. The Westjet website charged me and then didn’t give me my seat. I ended up keeping the seat I was assigned and hope that the charges didn’t go through.. they didn’t. But this problem with the website (trying to purchase a seat at check in) has happened a few times before. But overall the flight was good.

Terrible! Delayed three times, landed at some corner of airport, walked in bitter cold night, took a bus, bad experience

My wife and I had an uncomfortable experience with your WestJet ticket counter rep at the WestJet Priority Member ticket counter at YYC (Calgary) on May 15, 2024. I not knowing this individual’s exact name, however, in order to easily identify her, she was one (of only two at the time) ticket counter reps at your Priority members ticket counter check-in, upon our arrival around 12:15 p.m. She was a Caucasian woman with blonde hair, and wore spectacles, approximate age being probably somewhere in her 30’s or 40’s. Background: After arriving in to the West Jet terminal in Calgary (YYC), I asked a terminal employee where the West Jet check-in ticket counter was. He told me, “Column 16”. My wife and I continuing to walk through the terminal, we finally arrived at the Column 16 area, i.e. this woman’s ticket counter area, which we discovered later was the Priority Member ticket counter. However, I was simply going by the directions given to me by the previous employee, i.e. “Walk to column 16.” Standing in her line (my wife and I being the only people in her line at the time), I tried to get her attention, and I then gestured to her, motioning to her as if to ask her if I should then possibly leave the waiting line in order to then proceed to walk up to her ticket counter. She never really motioned me to come forward. I sort of had to figure this out on my own, as my wife and I then finally decided to walk forward to her station. From this point on, after I arrived at her ticket counter, never once did she ever look me in the eye. She was always looking at her computer screen, or down at the ground, as she and I occasionally exchanged conversation with one another in order for me to be able to acquire my boarding passes from her. Shortly after she began servicing us, she commented that her work section is for Priority members only. Fair enough. I did not realize this at the time. Wishing to be polite, I then mentioned to her that, if I should, I could then walk over to the regular West Jet check-in ticket counter in order to complete the check-in process. She remained quiet, never responding to this goodwill gesture of mine. She continued to work in order to print out my boarding passes, and then finally handed them to me, never at all the entire time looking at me. I told her, “Thank you.” Never once did she respond. My wife and I then walked away. Even my wife commented to me afterward that this woman absolutely never looked at us. I cannot say that this attendant was outright rude. However, she certainly was not at all warm, congenial, nor friendly. Additionally, … After getting on the plane, we then discovered that she had needlessly assigned us seats in the very last row of the plane, these being the seats adjacent to the restroom back wall, thus, unfortunately not at all reclinable. I think that the row number of this last row of seats was 30. [However, I am not sure.] How strangely awkward that we were assigned these uncomfortable row of seats when in fact the row immediately ahead of us, i.e. I think that was row 29, had two vacancies, which could have otherwise easily seated my wife and me. That is, my wife and I could have easily been assigned these more comfortable seats, which would be reclinable, and then row 30 could have otherwise had instead our two vacancies. After our flight departed, and the fasten seatbelt sign was turned off, my wife and I had hoped to “jump seats”, that is, to leave row 30 and instead sit in row 29 to utilize the reclinable seats. However, another couple apparently had the same idea as us. That is, these other two people, for whatever reason, decided to leave their previously assigned seats, and instead, seat themselves in row 29. Thus, my wife and I were stuck with these miserably cramped row 30 seats for the entire 3.5 hour flight. To reiterate, the WestJet rep we originally encountered, knowledgeable of the plane lay-out as it appeared on her computer screen, could have easily assigned us the more comfortable row 29 seats, instead of the non-reclinable row 30 seats.

It was very, very cold extremely uncomfortable almost unbearable I was sitting at the front of the cabin

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

Seats and leg room were tight but then all airline flights are like that unless you pay extra juice. Flying is no longer to be enjoyed ... only endured. Sad.

Great communication from pilot on 1st half of flight. Shitty communication on 2nd half. I tried a personal screening device for the first time which meant I couldn't hear any announcements. I don't think this is a safe option.

Overall, great experience. Check-in and boarding procedure was smooth and orderly, check-in staff were very pleasant and there were no issues with the expected additional payment for check-in baggage (we knew about it beforehand because it was somewhat clearly listed at purchase time). Improvements: unfortunately with drip pricing becoming a more and more common corporate practice, at every step of the process there should be a clear indicator of anything that should cost money in addition to the price of the ticket and is commonly accepted as part of travel (i.e.--check-in baggage and/or food service on a 6 hour+ flight). This price transparency helps customers make informed decision and not feel like they are being ripped off, especially for something like a flight where you cannot easily change plans at the last second. Also, flight attendants seated in the back of the aircraft (rearmost row, 36, I think on that flight from Vancouver to Honolulu) didn't seem to have a dedicated area and were rather chatty with each other the entire flight. Not really a big deal, but I hadn't seen (or heard) that previously, and the flight was fairly quiet overall, except for a crying child or two.

I could not check in on my AC app. You have a glitch in the system for multi dual passports. When entering Canada from NY I have to use my CDN passport. When I go back home from TO to USA I I have to use my US passport. Your check in system for my return flight would not let me enter my US passport and was not flexible. Demanded a resident number or another alien number That could not change to my US passport number. This did not happen before. Annoying had to check in with an agent. Please fix

The flight was very turbulent. The who 3 hours we mostly needed seat belts. Plane is older and does not have tv screens so no entertainment.

Experienced flight cancelations and delays in 5 days. They seem pretty common to AC. Experienced with one of AC's check-in agents at the counter of a big liar. She lied and acted (yes like acting in a movie) that an early flight was fully booked and refused to rebook me, but my flight was delayed two hours so I could not make my connection. Later, I got help at the gate to switch the early flight (Big thanks to that agent). Ater boading, I found the early flight was only 2/3 full meaning there was almost one vacant seat in a 3-person seater, and multiple empty 3-seaters. AC is wired that it is filled with good and bad employees. BTW, AC employees seem never smile, or they don't know how.

Not much food/snacks. I had just tea and it was so bitter.

My husbands flight last night Vancouver/Sydney was 90 minutes late in leaving. My flight tonight Vancouver/Seattle was also late in departing.

My mother, 80years old, had arranged for wheelchair assist to and from the aircraft cabin and in the airport but, no one showed up for her to de-plane. Apart from Air Canada having a reputation of being late for every leg of its flight so nothing was new this time so this time they did worse by not assisting seniors. I guess our whole family is done with this airline

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

The flight was delayed and I would have missed my connection so I had to be rerouted on a much earlier flight.

Other than problems with checking in and uploading passport info everything was great. It would be nice to be able to manually input passport info. Often while traveling the bandwidth has problems uploading pictures

The trip was good except for the delay that caused a connection issue in Chicago.

They canceled our flight last minute and we had to get another flight with twice the cost

Efficient boarding. Good flight but seats were quite uncomfortable considering we'd already been sitting on two flights, total 13 hours or so. Would have liked to have prices on the menu of amenities on the plane. We could have used more water. Restrooms and nonalcoholic beverages at no extra cost, not much else. I realize these were discount tickets, and the airline has to break even, so I can't say we were expecting amenities to be plentiful. Still, it's nice with long flights to discover a few. Very pleasant crew though.

Will try to not fly with them again. Delays because of weather but got redirected to an airport where I could not make connection.

my flight was at 3:45 after that they delayed to 4:40 I have transit from Chicago to Frankfurt and Frankfurt to vina airport from vina to Erbil buy the Time I come to Frankfort my other flight left me I have to stay at airport all day with my 5 kids ask for help no one help me I spent at airport almost $450 just for food was horrible flight ever I call and ask for hotel from united customer service they been telling me we can’t provide any hotel I need some refund or fixed my flight when I return to America need some one respond my email

The crew member put her luggage and boxes behind my seat so I was able to recline while the passenger in front of me did for 8 hours. My knees were forced against the seat for hours :(. Dude sitting next to me hasn't showered in weeks so I almost threw up.

I always try to book flights that don’t charge for baggage. Yet I was charged $75 for this flight.

Our flight to Chicago O'Hare was delayed an hour, causing us to miss our connection to MSP and spend an extra 3 hours at O'Hare so we could board a plane with a damaged door and wait another 45 minutes or so. The crew was great, the food decent, The drinks were great: 2 glasses of a nice South African Shiraz, an ice cold can of Beck's Beer, and Dewar's White Label on the rocks.

Book Cheap Illinois Plane Tickets

Recent round-trip flight deals

17/8Sat
directWestJet
3h 27mYYC-ORD
24/8Sat
directWestJet
3h 45mORD-YYC
C$ 227
22/8Thu
directWestJet
3h 27mYYC-ORD
25/8Sun
directWestJet
3h 45mORD-YYC
C$ 228
22/8Thu
directWestJet
3h 27mYYC-ORD
25/8Sun
directWestJet
3h 45mORD-YYC
C$ 245
28/7Sun
directUnited Airlines
1h 56mYYZ-ORD
31/7Wed
1 stopUnited Airlines
10h 00mORD-YYZ
C$ 309
17/8Sat
directAir Canada
1h 56mYYZ-ORD
28/8Wed
directAir Canada
1h 48mORD-YYZ
C$ 320
16/7Tue
1 stopAir Canada
5h 45mYYZ-ORD
22/7Mon
directAir Canada
1h 48mORD-YYZ
C$ 327
4/7Thu
directUnited Airlines
1h 56mYYZ-ORD
7/7Sun
directUnited Airlines
1h 48mORD-YYZ
C$ 332
19/9Thu
directLufthansa
2h 30mYUL-ORD
22/9Sun
directLufthansa
2h 10mORD-YUL
C$ 348
16/7Tue
directAir Transat
1h 47mYTZ-MDW
23/7Tue
directAir Transat
1h 42mMDW-YTZ
C$ 349
19/7Fri
1 stopAir Transat
4h 27mYUL-MDW
31/7Wed
1 stopAir Transat
5h 55mMDW-YUL
C$ 378

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21/8Wed
directWestJet
3h 27mYYC-ORD
C$ 140
3/7Wed
directWestJet
3h 27mYYC-ORD
C$ 146
16/9Mon
1 stopAir Canada
8h 11mYYC-ORD
C$ 169
17/7Wed
1 stopUnited Airlines
15h 30mYYC-ORD
C$ 174
17/7Wed
1 stopUnited Airlines
15h 30mYYC-ORD
C$ 181
2/7Tue
directAir Canada
1h 57mYYZ-ORD
C$ 194
2/7Tue
directAir Transat
1h 47mYTZ-MDW
C$ 203
9/8Fri
directLufthansa
1h 56mYYZ-ORD
C$ 205
24/9Tue
directAir Transat
1h 47mYTZ-MDW
C$ 206
18/8Sun
directLufthansa
2h 06mYYZ-STL
C$ 379

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Recent domestic flight deals

5/10Sat
directFrontier
2h 39mDFW-ORD
9/10Wed
directFrontier
2h 37mORD-DFW
C$ 89
6/10Sun
directFrontier
2h 41mDFW-ORD
9/10Wed
directFrontier
2h 37mORD-DFW
C$ 103
22/7Mon
directJetBlue
2h 43mJFK-ORD
30/7Tue
directJetBlue
2h 25mORD-JFK
C$ 148
10/7Wed
directDelta
2h 29mLGA-ORD
11/7Thu
directDelta
2h 16mORD-LGA
C$ 150
9/7Tue
directJetBlue
2h 43mJFK-ORD
11/7Thu
directJetBlue
2h 25mORD-JFK
C$ 150
10/7Wed
directDelta
2h 46mJFK-ORD
10/7Wed
directDelta
2h 41mORD-JFK
C$ 162
25/7Thu
directAmerican Airlines
2h 40mLGA-ORD
31/7Wed
directAmerican Airlines
2h 21mORD-LGA
C$ 223
16/7Tue
directUnited Airlines
2h 37mEWR-ORD
17/7Wed
directUnited Airlines
2h 22mORD-EWR
C$ 242
26/9Thu
directAmerican Airlines
4h 04mSEA-ORD
30/9Mon
directAmerican Airlines
4h 31mORD-SEA
C$ 245
16/7Tue
directUnited Airlines
2h 37mEWR-ORD
23/7Tue
directUnited Airlines
2h 22mORD-EWR
C$ 246

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Last minute flights to Illinois

Last minute flight, train and bus deals

19/6Wed
directWestJet
3h 27mYYC-ORD
24/6Mon
directWestJet
3h 45mORD-YYC
C$ 393
20/6Thu
directUnited Airlines
4h 12mYVR-ORD
24/6Mon
directUnited Airlines
4h 38mORD-YVR
C$ 404
21/6Fri
directAir Canada
4h 01mYVR-ORD
25/6Tue
directAir Canada
4h 38mORD-YVR
C$ 407
21/6Fri
directUnited Airlines
4h 01mYVR-ORD
25/6Tue
multi-stopUnited Airlines
6h 47mORD-YVR
C$ 408
20/6Thu
multi-stopUnited Airlines
9h 25mYVR-ORD
24/6Mon
directUnited Airlines
4h 38mORD-YVR
C$ 411
21/6Fri
multi-stopAmerican Airlines
15h 35mYVR-ORD
23/6Sun
multi-stopAmerican Airlines
17h 18mORD-YVR
C$ 466
21/6Fri
multi-stopAmerican Airlines
13h 40mYYC-ORD
25/6Tue
multi-stopAmerican Airlines
16h 48mORD-YYC
C$ 473
19/6Wed
directWestJet
3h 27mYYC-ORD
23/6Sun
directWestJet
3h 45mORD-YYC
C$ 526
22/6Sat
directAir Canada
1h 54mYYZ-ORD
25/6Tue
directAir Canada
1h 43mORD-YYZ
C$ 621
19/6Wed
multi-stopAir Transat
4h 27mYUL-MDW
25/6Tue
multi-stopAir Transat
4h 45mMDW-YUL
C$ 664

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