$101 Find Cheap Flights from Canada 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 5/19. 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.
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These are the airlines KAYAK users have selected most often from within our search results for flights to Illinois
These are the airlines KAYAK users have selected most often from within our search results for flights to Illinois
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Good to know

Low season

January

High season

August

Cheapest flight

$101
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Toronto Island to Chicago O'Hare Airport

Flights from Canada to Illinois: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Canada to Illinois 
Jo AnnFlew with Air CanadaYYZ-ORDJun 2024
It seemed that anyone who checked a bag was able to retrieve it quickly.
Verified travelerFlew with WestJetYYC-ORDJun 2024
checkin luggage online as they jack up the price 100% at airport
Verified travelerFlew with United AirlinesYYZ-ORDMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time
Verified travelerFlew with United AirlinesYUL-ORDApr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment

FAQs for booking flights from Canada to Illinois

  • How does KAYAK find such low prices on flights from Canada to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Canada to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Canada to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Canada to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Canada to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Canada to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Canada to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Canada to Illinois

 
See real verified KAYAK customer reviews for airlines flying to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Illinois. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.9
Porter AirlinesOverall score based on 277 reviews
8.7Crew
6.9Entertainment
7.6Food
8.2Boarding
8.0Comfort
Airline reviews

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

4.0 OkayJason, Feb 2025YHZ - YUL
Read more Porter Airlines reviews

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.

Only packaged snacks were served. It was a flight at lunchtime and a hot meal would have been a great.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

Did not even get on board. Was told I needed an esta agreement. Was not aware of this when I booked the fare and not told about them

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

it's all good nothing you can do make better 😌

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

It was so bad experience they wanted just charged passengers for any reason.

Delta was great. West Jet was not. I booked my flight in Sept (well over two months ago), but was told there were 2 reservations and NO tickets for me, my husband and 16mo daughter. We were unable to go ahold of West Jet over the phone and the kiosk was unhelpful so we had to buy completely new tickets in order to get home that day. I’ve called West Jet twice since and sat on the phone for over an hour without speaking to any representatives.

The seats were some of the most uncomfortable I've ever been on. Other similar-sized jets with the same seating arangement have been far more comfortable. This interfered with sleeping, so it was a big issue. Moreover, the lack of a digital boarding pass forced an extra trip to print one, and the overall digital experience was poor. WestJet's website could not figure out one of my flights existed.

The seats were some of the most uncomfortable I've ever been on. Other similar-sized jets with the same seating arangement have been far more comfortable. This interfered with sleeping, so it was a big issue.

If you want your flight to get delayed constantly for 13+ hours and given a 10 dollar food voucher the. I would say take air canada. Worst experience ever.

My flight was cancelled and I was left to figure out where to find a hotel, something to eat and how to get a new flight at 11:30pm. Wasted a day. Thanks, Air Canada!

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

They kept changing the gate (6 times in 30 minutes) and then left us on the plane for 4 hours before departure. Likely was the storm, which is understandable, but the lack of communication and the e constant running between gates at opposite ends of the airport really threw me and my friend for a loop.

Legitimately everything about this flight was awful, was also so delayed I never want to use air Canada again

Terrible all around. Flight was late and airplane was very uncomfortable. The crew were unhelpful and hid in the back. Did zero work. No entertainment.

Because I am quite tall a bit more leg room would have been more comfortable. Out of three seats I had the middle one, unfortunately.

I like the free beer and wine but not the delays to the departure time.

Never again flying economy on Rouge!!! Literally like sardines!!! Will try to change to better seats 3 seat arrangement only so so if traveling with family. Who wants to squished to stranger!!😖 Can’t say enough bad about this!!!

I booked and paid extra for exit door seats also pre paid for my luggage air Canada changed plains and I never got what I paid for and they made me pay for luggage again they also did this to my wife. They are the most unorganized company I have ever dealt with. I am sure I will never see the extra money I paid for the seats or the recharge for the luggage. They are subsidized by the taxpayers and don’t give a dam just a horrible way to do business

Book cheap flights from Canada to Illinois

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Illinois found on KAYAK in the last 72 hours.
4/6Sun
nonstopWestJet
3h 26mYYC-ORD
4/13Sun
nonstopWestJet
3h 51mORD-YYC
$174
4/3Thu
1 stopAir Canada
9h 24mYYC-ORD
4/5Sat
1 stopAir Canada
10h 30mORD-YYC
$175
3/15Sat
nonstopPorter Airlines
1h 50mYTZ-MDW
3/17Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$186
3/24Mon
1 stopUnited Airlines
14h 14mYYC-ORD
3/27Thu
1 stopUnited Airlines
10h 21mORD-YYC
$188
3/20Thu
nonstopPorter Airlines
1h 50mYTZ-MDW
3/23Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
$192
4/9Wed
nonstopUnited Airlines
3h 27mYYC-ORD
4/12Sat
1 stopUnited Airlines
9h 43mORD-YYC
$193
3/15Sat
nonstopAir Transat
1h 50mYTZ-MDW
3/17Mon
nonstopAir Transat
1h 42mMDW-YTZ
$227
5/6Tue
nonstopAir Transat
1h 49mYTZ-MDW
5/11Sun
nonstopAir Transat
1h 42mMDW-YTZ
$228
4/6Sun
nonstopAmerican Airlines
1h 55mYYZ-ORD
4/6Sun
1 stopAmerican Airlines
4h 34mORD-YYZ
$258
3/17Mon
nonstopAmerican Airlines
2h 00mYYZ-ORD
3/20Thu
1 stopAmerican Airlines
4h 46mORD-YYZ
$261

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Illinois found on KAYAK in the last 72 hours.
5/19Mon
1 stopAir Canada
4h 13mYTZ-ORD
$101
5/23Fri
nonstopUnited Airlines
3h 33mYYC-ORD
$105
7/9Wed
nonstopWestJet
3h 29mYYC-ORD
$108
4/13Sun
nonstopWestJet
3h 26mYYC-ORD
$109
3/24Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
$117
3/25Tue
nonstopPorter Airlines
1h 50mYTZ-MDW
$118
4/23Wed
nonstopAmerican Airlines
3h 32mYYC-ORD
$122
3/22Sat
nonstopAir Transat
1h 50mYTZ-MDW
$137
3/16Sun
nonstopAir Transat
1h 50mYTZ-MDW
$150
4/26Sat
1 stopAmerican Airlines
4h 44mYYZ-ORD
$162

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Last minute flights to Illinois

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Illinois that are departing in the next 10 days.
2/27Thu
multi-stopWestJet
8h 01mYVR-ORD
3/3Mon
multi-stopWestJet
9h 16mORD-YVR
$267
2/26Wed
nonstopUnited Airlines
4h 14mYVR-ORD
3/5Wed
multi-stopUnited Airlines
12h 09mORD-YVR
$333
2/26Wed
multi-stopDelta
7h 52mYVR-ORD
3/5Wed
multi-stopDelta
12h 40mORD-YVR
$339
2/26Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
3/5Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$384
2/26Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
3/1Sat
nonstopPorter Airlines
1h 42mMDW-YTZ
$406
2/26Wed
nonstopAmerican Airlines
2h 00mYYZ-ORD
3/5Wed
nonstopAmerican Airlines
1h 44mORD-YYZ
$434
2/27Thu
multi-stopDelta
7h 00mYUL-MDW
3/6Thu
multi-stopDelta
10h 08mMDW-YUL
$440
2/27Thu
nonstopAmerican Airlines
2h 00mYYZ-ORD
3/2Sun
nonstopAmerican Airlines
1h 30mORD-YYZ
$442
2/26Wed
multi-stopAir Canada
7h 29mYYZ-ORD
3/5Wed
nonstopAir Canada
1h 46mORD-YYZ
$453
2/27Thu
multi-stopAir Canada
7h 11mYUL-ORD
3/10Mon
multi-stopAir Canada
6h 50mORD-YUL
$458

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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