Find cheap flights from Illinois to Canada from $98

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 8/16. 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.
Round-trip
1 adult
Economy
0 bags
Fri 7/7
Fri 7/14

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Good to know

Low season

January

High season

December

Cheapest flight

$98

Average price round-trip

$554

Good deal round-trip

$210

Good deal one-way

$111
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago O'Hare Airport to Calgary
(avg. price over the last 2 weeks)
or less
or less

FAQs for booking flights from Illinois to Canada

Top 5 airlines serving from Illinois to Canada

Scores according to KAYAK customer reviews
8.3
Alaska AirlinesOverall score based on 29427 reviews
79entertainment
85boarding
79food
83comfort
85overall
88crew
Airline reviews
Pros: "Flight crew was nice"
Cons: "They were careless with our suitcases. When we got to Vancouver, we were missing wheels on our suitcases. 2 wheels on my husband's and 1 on mine. It made it horrible to pull the suitcases."
Read more about Alaska Airlines
Pros: "Flight crew was nice"
Cons: "They were careless with our suitcases. When we got to Vancouver, we were missing wheels on our suitcases. 2 wheels on my husband's and 1 on mine. It made it horrible to pull the suitcases."
Pros: "Timing of the flight was always good. Efficient flying. Crew was super helpful too even when passengers were a bit too much."
Cons: "For an hour long flight, it seemed like enough time to serve more than just 4 choices; 1 beer, 1 wine, juice or water. I’ve been on flights that were 45 minutes and served an entire meal. Of course, what they do is still great and I am very grateful."
Pros: "The crew did very well. The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable."
Cons: "The seats could have been a little more comfortable, the lumbar could have been a bit more stiff for lower back support, the arm rest up and down function did not work, and a little more space between rows and seats would have made it more comfortable. The bathroom was too narrow."
Pros: "The Crew from check in to flight was amazing! Service with a Big huge smile."
Cons: "Nothing to dislike."
Cons: "Delayed. Flue season folks. If your sick just don’t travel!"
Pros: "I missed my initial flight to Portland and people with Alaska immediately booked me for the next flight out. It was incredibly reassuring to have their help and patience. Even when there was a mixup with seating, the stewardesses took care of me and made sure I had a seat. Thank you Alaska, you made it right."
Pros: "Had the chance to watch interactions with boarding attendants and other passengers and flight crew. Was always very informative and friendly to passengers, flight crew and ground crew and always seemed informed on what was going on. Flight was great and stewardess' were super friendly and helpful."
Cons: "N/A"
Cons: "Auxiliary generator broken so plan got hot very quickly. Flight was 2.5 hrs delayed due to another mechanical failure. And then once we were in air they generously notified us that the WiFi was broken. Utter garbage."
Pros: "Seats, movie selection, drinks"
Cons: "No headphones available both ways and my AirPods don’t work with system. Flight attendants this leg were not so friendly."
Cons: "A quick drink service would have been nice, it was provided on the same flight going the opposite direction"
Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"
Pros: "Delta flight took extra precaution to keep all passengers safe before during and after the flight. They communicate effectively during the flight. I will be flying Delta again and again."
Cons: "The trip was great"
Pros: "We normally get nothing better than a 717 on ATL-OKC, but the 737-800 was an incredible aircraft that made everything better owning to COVID 19 factors."
Cons: "DL needs to find a better way to manage food and drinks for FC during the COVID 19 era."
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "Super friendly and helpful with connections."
Cons: "The music on the plane was a bit much. Lol"
Pros: "The airplane seats and entertainment were 150% bettter than American"
Cons: "The check in area felt cramped, understaffed and like a 4th rate airline"
Pros: "Got to my destination without any issues"
Cons: "Seats/seating area are too small, and I'm not a big person."
Cons: "Really packed together seats...more room. Crew spoke very loudly on plane...jarring"
Pros: "we could not get a seat until we arrived at the airport."
Pros: "seat space was great and I was lucky enough to have medium size passenger next to me :-)"
Cons: "Can't really think of anything . . . my expectations were exceeded"
Cons: "The aircraft was old and in need of some work. Nice crew and smooth flight. Just aging equipment."
Pros: "Free open seats"
Cons: "Opd plane. USB ports only in Comfort Plus and above"
Pros: "Preflight announcement on smart bags. Beverage servive god. Snack could be more than 2 cookies."
Cons: "2 flights need more than 2 cookies."
Pros: "Staff was great and service friendly. The flight attendants were truly exceptional."
Pros: "Good flight. Nice staff."
Cons: "Old plane with obviously dated cabin, questionable cleanliness, smaller than average seats. Short flight without beverage service (understandably so)"
Cons: "SeAts too close to each other. The girl next to me kept hitting me with her elbow the whole time."
Cons: "I missed my outbound flight from Chicago to Dallas, and although I called to inform Delta, my return trip was cancelled and i did not find out until the day of my return to Chicago. When I called Delta to figure out what was going on, I was put on hold for two and a half hours. I'm not giving the flight a bad review, since I never got on the plane, but I'm disappointed with the accuracy and care for customers that I've experienced with Delta service. Delta was the first company I've ever flown with when I first started travelling when I was twelve years old, and it is unfortunate that I will probably never book with Delta again."
Pros: "I've done many flights this distance, and just take for granted that there will be entertainment. There wasn't."
Pros: "Unfortunately there were unavoidable delays due to weather but the staff gave regular updates and were very honest. Also, they brought out food and drinks for people bc they knew people wouldn't feel comfortable leaving the gate in case of changes. Staff handled the whole situation very well."
Cons: "It would be nice if the pilot would tell us what state we are flying over or give us information about what we are looking at out the windows. We only get -we are experiencing a bit of turbulence or we will begin our descent in about 20 minutes. They may see the view all the time and know where they are but we don’t fly much and would like to know."
Pros: "Onboarding was easy and smooth. The plane was clean and the seats were comfortable. WiFi easily connected, too. Much better than expected for a budget airline."
Cons: "Nothing."
Pros: "Nothing. Delayed for 4 hours. No time change updates were ever provided at the airport. No communications provided as to why our flight was delayed. No other options given. No food or drink vouchers given & of course, no discounts provided for future travel. Not that would EVER fly Sun Country again"
Cons: "Communication and updates. At the very least, food and drink vouchers. 4 hours is a LONG time to be delayed. Extra points had the airline reimbursed their $40 ONE WAY bag fee regardless whether it’s a carry on or checked luggage."
Cons: "It was delayed 3 hours due to rain that lasted about 30 minutes"
Pros: "Crew and gate staff very helpful (see below)."
Cons: "I needed wheelchair assist at both ends. In each case I was waiting over 30 min. At the departure end there was a danger of missing the flight so one of the gate staff wheeled me, Amina was amazing. Another long wait at SFO. I spent almost as much time waiting for wheelchairs as I did on the flight!"
Pros: "Seats were great, loved that there were movies to watch."
Cons: "I didn’t care for the snack but glad there was ginger ale. The snack really didn’t affect my experience and I’m okay."
Pros: "I got to change my seat"
Cons: "The flight attendants were rude. Our flight was delayed and we were not updated nor given a reason as to why."
Cons: "Don’t advertise onboard WiFi/entertainment if you don’t have it"
Cons: "$40 carry on each way, garbage. Would have bought ticket elsewhere if I knew that"
Pros: "Very professional, genial, and efficient gate agents and flight crew."
Cons: "Stripped down no frills, uncomfortable plane and services."
Pros: "On time; easy boarding check-in"
Cons: "It would be such a nice touch if you could set up coffee and breakfast snack in the terminal waiting area."
Cons: "Honestly, even if the aircraft was delayed, there is nothing one can do and just be patient. Lunch and dinner vouchers were issued, that was well appreciated!"
Cons: "After boarding had to deplane and go on another aircraft."
Cons: "Gate checked bags sent to baggage claim instead of given back at the gate safely because flight was 95 minutes late and they were in a hurry. Flight was 95 minutes late because of inability to balance weight. Spent 50 minutes on runway “burning fuel”. I will never fly Porter again."
Pros: "The crew is really good. Super nice and attentive."
Cons: "Honestly, while the flight delay was a hassle. Probably nothing because flight delays happen. My bag was placed on the next flight. But your crew’s attitude made it all better."
Pros: "Thank you for using glasses and not plastic!!!!!!"
Cons: "Wish I could fly them all the time. Really a great experience."
Pros: "The snacks were great and crew was friendly!"
Cons: "My seat was covered in crumbs, cleanliness overall could have been better."
Pros: "Flight was late but importamt is, it was safe take off and landing. Very nice service, good welcome staff and there was free snaks and drinks. Wonderfull overall"
Cons: "May be proper update online or more announcements. But because of weather it is understable."
Cons: "Couldn't figure out my frequent flier number and the call-in centre wanted me to wait for some crazy amount of time to figure it out. Kind of insulting."
Pros: "The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices"

Book cheap flights from Illinois to Canada

Recent round-trip flight deals

9/26Tue
nonstopWestJet
3h 39mORD-YYC
10/3Tue
nonstopWestJet
3h 28mYYC-ORD
$224
9/19Tue
nonstopWestJet
3h 39mORD-YYC
10/3Tue
nonstopWestJet
3h 28mYYC-ORD
$226
9/24Sun
nonstopAir Canada
3h 47mORD-YYC
10/2Mon
nonstopAir Canada
3h 24mYYC-ORD
$239
9/3Sun
nonstopAir Canada
3h 46mORD-YYC
9/6Wed
nonstopAir Canada
3h 23mYYC-ORD
$241
9/7Thu
nonstopWestJet
3h 39mORD-YYC
9/14Thu
nonstopWestJet
3h 28mYYC-ORD
$242
9/12Tue
nonstopWestJet
3h 39mORD-YYC
9/14Thu
nonstopWestJet
3h 28mYYC-ORD
$243
8/16Wed
nonstopAir Canada
3h 46mORD-YYC
8/23Wed
1 stopAir Canada
7h 38mYYC-ORD
$244
10/1Sun
nonstopAir Canada
3h 48mORD-YYC
10/15Sun
nonstopAir Canada
3h 24mYYC-ORD
$249
6/28Wed
1 stopMultiple Airlines
11h 55mORD-YYZ
7/12Wed
1 stopMultiple Airlines
9h 06mYYZ-ORD
$263
7/5Wed
1 stopMultiple Airlines
10h 07mMDW-YYZ
7/12Wed
2 stopsMultiple Airlines
14h 03mYYZ-MDW
$274
9/26Tue
1 stopMultiple Airlines
8h 44mORD-YYC
10/3Tue
nonstopMultiple Airlines
3h 28mYYC-ORD
$276
9/12Tue
1 stopUnited Airlines
8h 05mORD-YYC
9/19Tue
nonstopUnited Airlines
3h 23mYYC-ORD
$277
9/24Sun
nonstopUnited Airlines
3h 47mORD-YYC
9/25Mon
1 stopUnited Airlines
16h 38mYYC-ORD
$283
9/25Mon
1 stopDelta
8h 44mORD-YYC
10/3Tue
1 stopDelta
9h 25mYYC-ORD
$290
8/29Tue
1 stopDelta
10h 11mMDW-YYC
9/3Sun
1 stopDelta
9h 17mYYC-MDW
$291
9/30Sat
1 stopDelta
9h 10mORD-YYC
10/4Wed
1 stopDelta
9h 25mYYC-ORD
$291
7/13Thu
nonstopPorter Airlines
1h 42mMDW-YTZ
7/21Fri
nonstopPorter Airlines
1h 47mYTZ-MDW
$308
7/17Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
7/22Sat
nonstopPorter Airlines
1h 47mYTZ-MDW
$309
9/12Tue
1 stopAmerican Airlines
4h 21mORD-YYZ
9/16Sat
nonstopAmerican Airlines
1h 57mYYZ-ORD
$322
9/1Fri
1 stopAeromexico
10h 11mMDW-YYC
9/6Wed
2 stopsAeromexico
13h 41mYYC-MDW
$387

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Recent one-way flight deals

8/16Wed
nonstopAir Canada
3h 46mORD-YYC
$98
9/19Tue
nonstopWestJet
3h 39mORD-YYC
$108
9/3Sun
nonstopAir Canada
3h 46mORD-YYC
$109
6/20Tue
1 stopMultiple Airlines
23h 45mORD-YYZ
$110
6/28Wed
1 stopMultiple Airlines
11h 55mORD-YYZ
$111
8/18Fri
2 stopsAir Canada
12h 04mORD-YYC
$113
7/5Wed
1 stopMultiple Airlines
10h 32mORD-YYZ
$113
7/12Wed
1 stopMultiple Airlines
9h 42mMDW-YYZ
$116
7/12Wed
1 stopMultiple Airlines
9h 42mMDW-YYZ
$117
8/14Mon
1 stopDelta
10h 11mMDW-YYC
$120
8/14Mon
1 stopDelta
8h 51mORD-YYC
$120
9/20Wed
2 stopsDelta
11h 59mORD-YYC
$125
6/20Tue
nonstopPorter Airlines
1h 42mMDW-YTZ
$134
6/28Wed
1 stopUnited Airlines
8h 12mORD-YUL
$142
7/6Thu
nonstopPorter Airlines
1h 42mMDW-YTZ
$147
10/2Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$148
9/22Fri
nonstopAmerican Airlines
1h 40mORD-YYZ
$155
6/20Tue
1 stopSun Country Air
16h 34mORD-YVR
$178
9/3Sun
2 stopsFrontier
23h 53mORD-YYC
$192
7/24Mon
1 stopAlaska Airlines
8h 00mORD-YVR
$222

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Flights to Canada

Return flight deals:

Canada - Illinois

Cabin classes:

$785
$521
$768
$192

Browse origins: