$87 Find Cheap Flights from Canada to Illinois

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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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KAYAK's insights & trends for flights to Illinois

Get data-powered insights and trends for flights to Illinois to help you find the cheapest flights, the best time to fly and much more.

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 $100 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 $100.

What is the cheapest day to fly to Illinois?

The average price of all flights from Canada to Illinois clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Illinois is Friday where round-trip tickets can be as cheap as $427. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $645 on average.

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 May, 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 $431 and $364 respectively.

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

The average price for all round-trip flights from Canada to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $350 on average. Morning departures are around 32% 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 $691.

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 16 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 $252.

Good to know

Low season

January

High season

August

Cheapest flight

$87
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Toronto Island to Chicago Midway 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.
8.0
Porter AirlinesOverall score based on 284 reviews
7.6Food
8.1Comfort
8.2Boarding
7.0Entertainment
8.8Crew
Airline reviews

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. :)

10.0 ExcellentDiane, Apr 2025YYZ - TPA
Read more Porter Airlines reviews

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

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!

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.

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.

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

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.

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

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.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

There is not enough space between two chairs and raws.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

It was a lovely flight. Very attentive crew, comfortable seats, good food and entertainment. Highly recommended. Only difficulty was with their app.

Terrible. Flight was delayed for hours and we ended up arriving at our home at 4am after 20+ hours flying.

Flight was cancelled around 45 -1hr minutes before scheduled take off time due to mechanical issues we hadn’t even boarded yet. Had to reroute to Orlando so someone had to drive 2 1/2 to come and get me… the alternative was go through Toronto and get a later flight which didn’t work for my schedule. The flight attendants barely gave anyone a smile…not the same as flying when a client/passenger was important. Very disappointed. By the way I have never ever made a complaint online about any company with feedback…even when I probably should have. The only good experience was the boarding desk associates who were very professional and got me on another flight with my checked bags…very nice team.

Actually as my experience with air Canada from Canada to Newark it was crazy for me because it was a lot of delays which for me it shouldn’t be like that, but I was able to coup with it so that was my experience I hope next time they will do good on that thanks.

Boarding was challenging as we had to use the stairs from the tarmac. Stairs are okay but a roller bag makes it challenging.

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.
5/23Fri
nonstopPorter Airlines
1h 50mYTZ-MDW
5/26Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$130
6/3Tue
nonstopPorter Airlines
1h 49mYTZ-MDW
6/8Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
$131
6/11Wed
nonstopAir Canada
1h 55mYYZ-ORD
6/12Thu
nonstopAir Canada
1h 42mORD-YYZ
$146
6/7Sat
nonstopAir Canada
1h 55mYYZ-ORD
6/14Sat
nonstopAir Canada
1h 42mORD-YYZ
$149
6/2Mon
1 stopWestJet
7h 44mYVR-ORD
6/10Tue
1 stopWestJet
7h 05mORD-YVR
$157
6/2Mon
1 stopWestJet
7h 44mYVR-ORD
6/10Tue
1 stopWestJet
7h 05mORD-YVR
$161
5/22Thu
nonstopUnited Airlines
3h 31mYYC-ORD
5/26Mon
1 stopUnited Airlines
9h 51mORD-YYC
$186
6/7Sat
1 stopUnited Airlines
7h 12mYYZ-ORD
6/10Tue
1 stopUnited Airlines
5h 13mORD-YYZ
$187
8/6Wed
nonstopAmerican Airlines
3h 25mYYC-ORD
8/13Wed
nonstopAmerican Airlines
4h 04mORD-YYC
$218
5/6Tue
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/8Thu
nonstopAmerican Airlines
1h 40mORD-YYZ
$223

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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.
6/9Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
$87
5/15Thu
nonstopPorter Airlines
1h 50mYTZ-MDW
$88
5/9Fri
1 stopWestJet
7h 44mYVR-ORD
$96
6/2Mon
1 stopWestJet
7h 44mYVR-ORD
$98
5/20Tue
nonstopAir Canada
3h 27mYYC-ORD
$102
6/6Fri
nonstopAir Canada
1h 55mYYZ-ORD
$103
5/21Wed
nonstopAmerican Airlines
1h 55mYYZ-ORD
$106
5/17Sat
1 stopUnited Airlines
15h 52mYYC-ORD
$117
8/5Tue
nonstopAmerican Airlines
3h 25mYYC-ORD
$118
6/16Mon
1 stopUnited Airlines
15h 26mYYC-ORD
$122

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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.
4/28Mon
nonstop
1h 50mYTZ-MDW
5/5Mon
nonstop
1h 42mMDW-YTZ
$286
4/28Mon
multi-stopDelta
10h 39mYYC-ORD
7/31Thu
multi-stopDelta
10h 08mORD-YYC
$328
4/28Mon
nonstopUnited Airlines
4h 16mYVR-ORD
5/3Sat
multi-stopUnited Airlines
8h 34mORD-YVR
$348
4/28Mon
multi-stopUnited Airlines
6h 22mYVR-ORD
5/4Sun
multi-stopUnited Airlines
9h 09mORD-YVR
$354
4/26Sat
nonstopPorter Airlines
1h 50mYTZ-MDW
4/30Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$357
4/25Fri
nonstopPorter Airlines
1h 50mYTZ-MDW
4/28Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$366
4/26Sat
multi-stopAir Canada
5h 55mYYZ-ORD
5/27Tue
nonstopAir Canada
1h 42mORD-YYZ
$382
4/28Mon
multi-stopAir Canada
7h 20mYYC-ORD
7/31Thu
nonstopAir Canada
3h 50mORD-YYC
$394
4/26Sat
nonstopAmerican Airlines
1h 55mYYZ-ORD
4/30Wed
nonstopAmerican Airlines
1h 40mORD-YYZ
$402
4/25Fri
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/2Fri
multi-stopAmerican Airlines
7h 35mORD-YYZ
$412

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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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