$88 Find Cheap Flights from Canada to Illinois

1 adult
1 adult, Economy

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

 
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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Useful Info

What is the cheapest flight to Illinois?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Illinois from Canada found in the last 72 hours was to Chicago O'Hare Intl Airport, at $139 round-trip. The most popular route is Edmonton (YEG) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $139.

What is the cheapest month to fly from Canada to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Canada to Illinois is July, when tickets cost $255 (return) on average. On the other hand, the most expensive months are October and March, when the average cost of round-trip tickets is $448 and $364 respectively.

How far in advance should I book a flight from Canada to Illinois?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Canada to Illinois, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Which is the cheapest airport to fly into in Illinois?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago Midway Airport (MDW), with an average flight price of $113.


Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$88
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Toronto Pearson Airport 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 
LisaFlew with United AirlinesYWG-ORDDec 2024
Turn on your data or the wifi in case gates change.
Verified travelerFlew with WestJetYYC-ORDJun 2024
checkin luggage online as they jack up the price 100% at airport
Verified travelerFlew with United AirlinesYUL-ORDApr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment
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

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.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Friday where round-trip tickets can be as cheap as $435. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $616 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $364 on average. Morning departures are around 20% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $601.

Reviews of the 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.
8.0
Porter AirlinesOverall score based on 298 reviews
8.1Comfort
7.0Entertainment
8.2Boarding
7.7Food
8.7Crew
Airline reviews

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

8.0 ExcellentChaim, Jul 2025YYZ - LGA
Read more Porter Airlines reviews

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

Great! Personable crew. I love that they pour complimentary beer and wine.

I love the 2 seats per row. More room. The crew were excellent.

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

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

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

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

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

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

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

This was an excellent experience for a very short flight.

Registered my luggage at 5pm. Arrived at JFK at 1:00 am. Worst trip ever. Never again

Really good, super comfy flight and the stewardess was great.

Air Canada never runs on time. You’re lucky if your flight is not cancelled or diverted. Worst airline in the world for gas lighting its customers.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

Good flight, friendly crew and overall - good service on United Airlines.

Received email saying that there won’t be a seat back entertainment screen and inflight WiFi would be available. But no WiFi both ways. Say it in the email.

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.
9/9Tue
1 stopPorter Airlines
6h 39mYUL-MDW
9/14Sun
1 stopPorter Airlines
3h 55mMDW-YUL
$115
9/5Fri
nonstopPorter Airlines
1h 49mYTZ-MDW
9/8Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$130
11/17Mon
nonstopAir Canada
2h 53mYUL-ORD
11/23Sun
nonstopAir Canada
2h 07mORD-YUL
$136
11/17Mon
nonstopAir Canada
2h 53mYUL-ORD
11/23Sun
nonstopAir Canada
2h 07mORD-YUL
$137
9/8Mon
nonstopWestJet
3h 28mYYC-ORD
9/11Thu
nonstopWestJet
3h 49mORD-YYC
$143
9/17Wed
nonstopWestJet
3h 28mYYC-ORD
9/19Fri
nonstopWestJet
3h 49mORD-YYC
$146
9/1Mon
nonstopAmerican Airlines
1h 56mYYZ-ORD
9/5Fri
nonstopAmerican Airlines
1h 42mORD-YYZ
$161
8/30Sat
1 stopAmerican Airlines
13h 36mYYZ-ORD
9/5Fri
nonstopAmerican Airlines
1h 42mORD-YYZ
$178
10/30Thu
nonstopUnited Airlines
1h 59mYYZ-ORD
11/2Sun
nonstopUnited Airlines
1h 39mORD-YYZ
$182
9/5Fri
nonstopUnited Airlines
1h 59mYYZ-ORD
9/8Mon
1 stopUnited Airlines
5h 36mORD-YYZ
$185

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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.
10/4Sat
nonstopAir Canada
1h 53mYYZ-ORD
$88
10/3Fri
nonstopPorter Airlines
1h 49mYTZ-MDW
$88
9/26Fri
nonstopPorter Airlines
1h 49mYTZ-MDW
$89
9/11Thu
nonstopWestJet
3h 28mYYC-ORD
$93
10/11Sat
nonstopWestJet
3h 28mYYC-ORD
$94
9/7Sun
nonstopAir Canada
2h 31mYUL-ORD
$95
11/13Thu
nonstopUnited Airlines
2h 05mYYZ-ORD
$99
8/20Wed
nonstopUnited Airlines
2h 07mYYZ-ORD
$108
9/2Tue
nonstopAmerican Airlines
2h 36mYUL-ORD
$111
8/29Fri
1 stopAmerican Airlines
5h 50mYYZ-ORD
$124

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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.
7/8Tue
nonstopPorter Airlines
1h 50mYTZ-MDW
7/14Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$141
7/8Tue
nonstopPorter Airlines
1h 50mYTZ-MDW
7/22Tue
nonstopPorter Airlines
1h 40mMDW-YTZ
$146
7/8Tue
multi-stopAir Canada
8h 25mYYZ-ORD
7/15Tue
multi-stopAir Canada
5h 55mORD-YYZ
$261
7/8Tue
multi-stopAir Canada
5h 24mYYZ-ORD
7/22Tue
nonstopAir Canada
1h 45mORD-YYZ
$271
7/4Fri
multi-stopUnited Airlines
7h 50mYYC-ORD
7/7Mon
nonstopUnited Airlines
3h 50mORD-YYC
$298
7/4Fri
nonstopAmerican Airlines
3h 25mYYC-ORD
7/7Mon
nonstopAmerican Airlines
4h 04mORD-YYC
$308
7/4Fri
multi-stopUnited Airlines
7h 50mYYC-ORD
7/7Mon
nonstopUnited Airlines
3h 50mORD-YYC
$310
7/4Fri
nonstopAmerican Airlines
3h 25mYYC-ORD
7/6Sun
nonstopAmerican Airlines
4h 04mORD-YYC
$337
7/8Tue
multi-stopWestJet
10h 34mYYZ-ORD
7/22Tue
multi-stopWestJet
4h 45mORD-YYZ
$382
7/8Tue
multi-stopWestJet
10h 34mYYZ-ORD
7/20Sun
multi-stopWestJet
16h 10mORD-YYZ
$426

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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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