$92 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 $118 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 $118.

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 $644 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 $344 on average. Morning departures are around 34% 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 $707.

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 13 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 $121.

Good to know

Low season

January

High season

August

Cheapest flight

$92
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Calgary 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
8.2Boarding
7.6Food
8.7Crew
8.1Comfort
6.9Entertainment
Airline reviews

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

8.0 ExcellentLouise, Mar 2025YYZ - YOW
Read more Porter Airlines reviews

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!

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.

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.

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.

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.

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 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.

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.

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.

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

Once again our Air Canada flight was delayed! I'm hopeful competition arrives with other airlines soon and maybe they will make a better effort to be on time!

My plane was cancelled and had to be rebook for the evening was not happy.

The flight was cancelled and we had to rebook on Porter to make our cruise the next day. Air Canada has not compensated. We won’t be flying with them again. This is the second time this has happened. Also the return flight was delayed 2 hours who knows why.

Mixed experienced. Nice staff. Spacious 787 better than cramped Airbus, though my seat was broken. The bad: Way overpriced ticket and charged for food despite 6 hr flight.

Separated me and my wife and wife’s sister in far apart different seats even though I booked them all together. Just scams after scams to make us pay more. Worst airline

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.
5/3Sat
nonstopWestJet
3h 29mYYC-ORD
5/9Fri
nonstopWestJet
3h 49mORD-YYC
$129
5/10Sat
nonstopWestJet
3h 29mYYC-ORD
5/13Tue
nonstopWestJet
3h 49mORD-YYC
$131
5/1Thu
1 stopAir Canada
7h 55mYYC-ORD
5/7Wed
1 stopAir Canada
7h 58mORD-YYC
$158
5/10Sat
1 stopAir Canada
7h 05mYYC-ORD
5/13Tue
2 stopsAir Canada
15h 18mORD-YYC
$159
6/12Thu
nonstopAmerican Airlines
3h 25mYYC-ORD
6/16Mon
nonstopAmerican Airlines
3h 59mORD-YYC
$182
8/4Mon
nonstopAmerican Airlines
3h 25mYYC-ORD
8/16Sat
nonstopAmerican Airlines
4h 04mORD-YYC
$186
4/23Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
4/30Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$199
4/24Thu
nonstopPorter Airlines
1h 50mYTZ-MDW
4/27Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
$200
4/11Fri
nonstopUnited Airlines
3h 27mYYC-ORD
4/13Sun
1 stopUnited Airlines
15h 38mORD-YYC
$210
4/11Fri
1 stopUnited Airlines
15h 47mYYC-ORD
4/13Sun
1 stopUnited Airlines
9h 53mORD-YYC
$216

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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.
6/2Mon
nonstopWestJet
3h 29mYYC-ORD
$92
5/31Sat
1 stopWestJet
7h 44mYVR-ORD
$95
5/28Wed
nonstopAir Canada
3h 33mYYC-ORD
$99
5/31Sat
1 stopAir Canada
7h 57mYYC-ORD
$105
5/17Sat
1 stopUnited Airlines
14h 02mYYC-ORD
$115
4/30Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
$120
5/26Mon
nonstopPorter Airlines
1h 49mYTZ-MDW
$121
8/16Sat
nonstopAmerican Airlines
3h 25mYYC-ORD
$130
4/11Fri
1 stopUnited Airlines
12h 45mYYC-ORD
$135
5/13Tue
nonstopAmerican Airlines
2h 35mYUL-ORD
$149

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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.
4/2Wed
multi-stopDelta
9h 58mYYC-ORD
4/8Tue
multi-stopDelta
10h 31mORD-YYC
$255
4/2Wed
nonstop
3h 27mYYC-ORD
4/8Tue
multi-stop
9h 27mORD-YYC
$256
4/1Tue
multi-stopAir Canada
8h 26mYYC-ORD
4/8Tue
multi-stopAir Canada
9h 27mORD-YYC
$262
4/2Wed
nonstopAmerican Airlines
3h 31mYYC-ORD
4/8Tue
nonstopAmerican Airlines
3h 45mORD-YYC
$280
4/2Wed
multi-stopPorter Airlines
5h 50mYUL-MDW
4/6Sun
multi-stopPorter Airlines
5h 47mMDW-YUL
$295
4/3Thu
multi-stopAmerican Airlines
19h 42mYYC-ORD
4/6Sun
nonstopAmerican Airlines
3h 45mORD-YYC
$316
4/5Sat
multi-stopPorter Airlines
6h 10mYUL-MDW
4/25Fri
multi-stopPorter Airlines
5h 47mMDW-YUL
$342
4/2Wed
multi-stopUnited Airlines
8h 32mYYC-ORD
4/6Sun
nonstopUnited Airlines
3h 49mORD-YYC
$350
4/5Sat
nonstopAir Canada
2h 47mYUL-ORD
4/25Fri
multi-stopAir Canada
4h 50mORD-YUL
$360
4/2Wed
nonstopUnited Airlines
4h 13mYVR-ORD
4/9Wed
nonstopUnited Airlines
4h 41mORD-YVR
$660

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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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