$89 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 3/3. 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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Search 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
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

August

Cheapest flight

$89
Best time to beat the crowds with an average 7% drop 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 to Illinois from Canada 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 to Illinois with an airline and back to Canada 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 to Illinois from Canada 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 283 reviews
8.7Crew
7.6Food
7.0Entertainment
8.1Boarding
8.0Comfort
Airline reviews

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

10.0 ExcellentJoan, Nov 2024YOW - YYZ
Read more Porter Airlines reviews

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

Lavatories broke with an hour to go. At least we were on time.

Chaotic boarding, but mostly my issues are with Toronto airport

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

Cramped seats. Audio jack for the in -flight entertainment was broken.

Flight was great albeit the long line before the int’l immigration given the timing of the year.

They canceled our flight and left us stranded to figure it out

We appreciated the friendly, efficient, and professional flight attendants. A wider selection of hot foods would be nice.

Did not have enough time from Venice seaport at Ravenna to get to Venice airport in order to make the scheduled flights. Need to have at least 3+ hours from ship docking to airport.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

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.

flight was delayed and stewards were preoccupied and not helping passengers. The pilot was very communicative which was great. The window was dirty as were the back of the front seats with chewed gum and slime on it. I hope this helps.

Traveling on two legs the food was identical and not very good

Agent checking me in was great. Plane was nice. Problem was with the handling of my fragile check in. They damaged my steel drum, waiting to hear back from them to see if they will take any responsibility. Think twice about travelling with something fragile, they don't seem to treat it any different than normal luggage

I had a problem checking in as I didn’t have the correct code. I had to phone BudgetAir.com. They charged me an additional 174US for some tax or something in order to provide me with my booking number. I will never use a third party seller again. Absolutely criminal activity. But I did get to where I wanted to go

Still sitting in a hotel when I'm due for work

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.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

Flights were on time both ways, such a big plus! Staff was very accommodating and friendly. Question the choice of snacks that, which on both flights was dairy based. Appreciated using bottled water.

Service was excellent, but they ran out of food options by the time they got to my seat (row 36).

The idea of needing to go outside in the winter to board in icy cold temperatures is totally a non starter for me. Seats were very uncomfortable though the leg room not too terrible. Attendants were nice

The experience was good. Flight was on time. Liked how they offered to accept carryon baggage for free before as I was checking in online.

3 hours late departure with no explanation. $160 luggage fee (two passengers) for less than 1 hour in the air!

Flight was delayed by 45 min. No problems. Everyone took it in stride.

Crew was friendly and helpful; cabin seemed roomy even in economy class.

The flight attendants that assisted me were exceptionally nice, kind and helpful

Something wrong with the plane so had to deplane and waited over 2 hours to finally leave

AC needs to update their fleet. Too many mechanical issues, dated planes and too many delays

The flight was delayed for 4 hours and the airplane was really old cuz not one thing was working.

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.
3/20Thu
nonstopWestJet
3h 26mYYC-ORD
3/30Sun
nonstopWestJet
3h 51mORD-YYC
$129
1/8Wed
1 stopAir Canada
8h 20mYYC-ORD
1/11Sat
1 stopAir Canada
7h 50mORD-YYC
$160
1/18Sat
nonstopPorter Airlines
1h 50mYTZ-MDW
1/26Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
$197
1/13Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
1/16Thu
nonstopPorter Airlines
1h 42mMDW-YTZ
$199
1/9Thu
1 stopDelta
9h 54mYYC-ORD
1/13Mon
1 stopDelta
7h 18mORD-YYC
$216
1/9Thu
1 stopDelta
9h 54mYYC-ORD
1/13Mon
2 stopsDelta
10h 38mORD-YYC
$217
1/9Thu
nonstopUnited Airlines
2h 10mYYZ-ORD
1/12Sun
nonstopUnited Airlines
1h 53mORD-YYZ
$243
1/17Fri
nonstopUnited Airlines
1h 51mYYZ-ORD
1/19Sun
nonstopUnited Airlines
1h 53mORD-YYZ
$244
1/19Sun
1 stopAmerican Airlines
5h 38mYYZ-ORD
1/30Thu
nonstopAmerican Airlines
1h 40mORD-YYZ
$246
1/11Sat
nonstopAmerican Airlines
2h 15mYYZ-ORD
1/26Sun
nonstopAmerican Airlines
1h 41mORD-YYZ
$258

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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.
3/3Mon
nonstopWestJet
3h 26mYYC-ORD
$89
3/27Thu
nonstopWestJet
3h 26mYYC-ORD
$90
1/13Mon
1 stopAir Canada
9h 04mYYC-ORD
$97
1/16Thu
1 stopAir Canada
9h 08mYYC-ORD
$98
3/17Mon
1 stopUnited Airlines
14h 59mYYC-ORD
$108
2/9Sun
nonstopPorter Airlines
1h 50mYTZ-MDW
$121
2/19Wed
nonstopAmerican Airlines
3h 31mYYC-ORD
$121
1/8Wed
nonstopPorter Airlines
1h 50mYTZ-MDW
$129
1/18Sat
nonstopAmerican Airlines
2h 15mYYZ-ORD
$146
3/19Wed
nonstopUnited Airlines
4h 14mYVR-ORD
$155

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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.
12/23Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
1/6Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$368
12/25Wed
multi-stopAmerican Airlines
15h 50mYVR-ORD
1/2Thu
multi-stopAmerican Airlines
18h 03mORD-YVR
$370
12/22Sun
nonstopPorter Airlines
1h 50mYTZ-MDW
1/3Fri
nonstopPorter Airlines
1h 42mMDW-YTZ
$371
12/23Mon
nonstopUnited Airlines
2h 13mYYZ-ORD
1/6Mon
nonstopUnited Airlines
1h 41mORD-YYZ
$428
12/22Sun
multi-stopWestJet
17h 06mYYZ-ORD
12/26Thu
multi-stopWestJet
18h 31mORD-YYZ
$433
12/23Mon
multi-stopUnited Airlines
11h 32mYYZ-ORD
1/6Mon
multi-stopUnited Airlines
8h 30mORD-YYZ
$434
12/24Tue
multi-stopAir Canada
5h 30mYTZ-ORD
1/3Fri
multi-stopAir Canada
4h 49mORD-YTZ
$441
12/24Tue
multi-stopAir Canada
8h 33mYYZ-ORD
12/30Mon
nonstopAir Canada
1h 41mORD-YYZ
$461
12/23Mon
nonstopAmerican Airlines
2h 00mYYZ-ORD
12/30Mon
multi-stopAmerican Airlines
9h 58mORD-YYZ
$464
12/25Wed
multi-stopWestJet
11h 41mYYZ-MDW
12/30Mon
multi-stopWestJet
19h 51mMDW-YYZ
$467

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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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