$106+ Cheap flights from Canada to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
May 15 — May 221
Round-trip
1 adult, Economy
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Cheapest flights from Canada to IllinoisExplore the most affordable flight options available from Canada to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2026.
Explore the most affordable flight options available from Canada to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2026.
This Justfly.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 5/315:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$175
This FlightHub deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Sun 6/710:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$181
This Justfly.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Fri 6/510:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 5/315:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2512:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Fri 5/295:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$197
This SmartFares deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Sun 5/1010:30 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 4/13![Air Transat logo]()
$204
This Air Canada deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Tue 5/129:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/15![Air Canada logo]()
$205
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:15 am
YYC
- ORD
Nonstop3h 30m
American Airlines
Fri 6/58:50 pm
ORD
- YYC
Nonstop3h 52m
American Airlines
Deal found 4/14![American Airlines logo]()
$205
This Mytrip deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/1010:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$205
This FlightHub deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:05 am
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Sun 9/1311:45 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$205
This Air Canada deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Wed 5/279:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/15![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/1010:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$206
Best flights from Canada to IllinoisDiscover carefully curated flight deals from Canada to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2026.
Discover carefully curated flight deals from Canada to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2026.
This Trip.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/68:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 5/73:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/11![Porter Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:15 pm
YYZ
- ORD
Nonstop2h 03m
United Airlines
Wed 6/177:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 4/13![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:45 am
YYC
- ORD
1 stop10h 05m
Delta
Tue 5/122:11 pm
ORD
- YYC
1 stop9h 46m
Delta
Deal found 4/15![Delta logo]()
$249
This Air Canada deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/267:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Fri 9/42:00 pm
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/15![Air Canada logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:10 pm
YYZ
- STL
1 stop9h 44m
American Airlines
Sat 5/306:00 am
STL
- YYZ
1 stop10h 44m
American Airlines
Deal found 4/15![American Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:30 am
YUL
- MDW
1 stop4h 10m
Porter Airlines
Sun 6/710:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$213
This Mytrip deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:40 pm
YTZ
- ORD
2 stops30h 35m
Multiple Airlines
Thu 5/77:33 pm
ORD
- YTZ
2 stops18h 32m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$451
This FlightHub deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 7/133:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Tue 6/95:00 am
ORD
- YYZ
1 stop5h 43m
United Airlines
Deal found 4/12![United Airlines logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:25 pm
YVR
- ORD
1 stop10h 55m
Alaska Airlines
Thu 6/42:10 pm
ORD
- YVR
2 stops11h 57m
Alaska Airlines
Deal found 4/10![Alaska Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:15 am
YYC
- ORD
1 stop9h 46m
Delta
Wed 8/261:55 pm
ORD
- YYC
1 stop10h 11m
Delta
Deal found 4/14![Delta logo]()
$253
This FlightHub deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:10 am
YYZ
- STL
1 stop4h 19m
WestJet
Sun 5/2411:25 am
STL
- YYZ
2 stops11h 45m
WestJet
Deal found 4/11![WestJet logo]()
$519
This Porter Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 5/1410:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:43 pm
YYZ
- ORD
1 stop4h 43m
United Airlines
Wed 6/109:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 4/11![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:49 am
YYZ
- ORD
1 stop4h 12m
Delta
Mon 5/252:00 pm
ORD
- YYZ
1 stop7h 59m
Delta
Deal found 4/10![Delta logo]()
$254
This Porter Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Tue 5/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:43 pm
YYZ
- ORD
1 stop4h 43m
United Airlines
Fri 6/269:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 4/10![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1512:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Sat 6/202:35 pm
ORD
- YYZ
1 stop7h 27m
Delta
Deal found 4/15![Delta logo]()
$270
This Porter Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/3110:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Sun 6/77:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 4/12![United Airlines logo]()
$263
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:40 am
YYC
- ORD
1 stop9h 24m
Delta
Mon 5/112:11 pm
ORD
- YYC
1 stop9h 46m
Delta
Deal found 4/12![Delta logo]()
$274
This United Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:50 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Fri 6/267:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 4/10![United Airlines logo]()
$263
This Air Canada deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:30 am
YTZ
- ORD
1 stop6h 25m
Air Canada
Thu 7/98:45 am
ORD
- YTZ
1 stop6h 06m
Air Canada
Deal found 4/13![Air Canada logo]()
$414
This FlightHub deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 7/133:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$261
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:30 am
YYZ
- ORD
1 stop6h 38m
United Airlines
Sat 6/135:55 pm
ORD
- YYZ
Nonstop1h 49m
United Airlines
Deal found 4/14![United Airlines logo]()
$263
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Sun 6/79:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Deal found 4/12![Delta logo]()
$291
This FlightHub deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 6/173:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$262
This Air Canada deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Thu 7/2311:05 am
ORD
- YTZ
1 stop5h 46m
Air Canada
Deal found 4/10![Air Canada logo]()
$426
This Delta deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Mon 6/89:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Deal found 4/10![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:00 pm
YYZ
- ORD
1 stop7h 54m
United Airlines
Thu 6/49:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 4/12![United Airlines logo]()
$269
Last-minute flights from Canada to IllinoisDiscover last-minute flight deals from Canada to Illinois. Data last updated April 15, 2026 and is based on user searches.
Discover last-minute flight deals from Canada to Illinois. Data last updated April 15, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Sun 5/1010:30 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 4/13![Air Transat logo]()
$204
This Mytrip deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/1010:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$205
This Booking.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fri 5/153:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/11![Porter Airlines logo]()
$207
This Air Canada deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Tue 5/129:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/15![Air Canada logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 5/1310:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$206
This Justfly.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Fri 6/510:25 am
MDW
- YUL
1 stop5h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$194
This Air Canada deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Wed 5/279:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/15![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 5/315:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2512:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Fri 5/295:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$197
This American Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:15 am
YYC
- ORD
Nonstop3h 30m
American Airlines
Sun 5/318:55 pm
ORD
- YYC
Nonstop3h 48m
American Airlines
Deal found 4/15![American Airlines logo]()
$189
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:15 am
YYC
- ORD
Nonstop3h 30m
American Airlines
Fri 6/58:50 pm
ORD
- YYC
Nonstop3h 52m
American Airlines
Deal found 4/14![American Airlines logo]()
$205
This Justfly.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Sun 5/315:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 4/14![WestJet logo]()
$175
One-way flights from Canada to IllinoisSearch for one-way flight options from Canada to Illinois. Find affordable one-way fares based on user searches. Data last updated April 15, 2026.
Search for one-way flight options from Canada to Illinois. Find affordable one-way fares based on user searches. Data last updated April 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Deal found 4/11![WestJet logo]()
$106
This Mytrip deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:30 am
YUL
- MDW
1 stop4h 15m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$114
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:35 am
YUL
- MDW
1 stop5h 00m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$115
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:15 am
YYC
- ORD
Nonstop3h 30m
American Airlines
Deal found 4/14![American Airlines logo]()
$120
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:30 am
YYC
- ORD
Nonstop3h 37m
United Airlines
Deal found 4/15![United Airlines logo]()
$121
This Justfly.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/13![Porter Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:05 am
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Deal found 4/15![Porter Airlines logo]()
$124
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$125
This FlightHub deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/171:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/12![Porter Airlines logo]()
$126
This Super.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$127
This FlightHub deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/14![Porter Airlines logo]()
$128
This FlightHub deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/11![Porter Airlines logo]()
$129
Find flight deals from Canada to Illinois
Keep the following information in mind while searching for Canada to Illinois flight deals. Data was last updated April 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $175 (Justfly.com) |
One-way from | $106 (Kiwi.com) |
Popular in | April |
Cheapest in | July |
Average price | $317 |
Good round-trip deal | $183 or less |
Good one-way deal | $96 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Canada to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 15, 2026.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 5/6
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Thu 5/7
3:20 pm-6:00 pm
Nonstop1h 40m
$211
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 6/4
6:30 am-9:40 am
1 stop4h 10m
Chicago Midway
Sun 6/7
10:25 am-5:15 pm
1 stop5h 50m
$213
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 7/9
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Mon 7/13
3:20 pm-6:00 pm
Nonstop1h 40m
$217
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 5/10
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Thu 5/14
10:30 am-1:10 pm
Nonstop1h 40m
$217
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 5/9
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Tue 5/12
3:20 pm-6:00 pm
Nonstop1h 40m
$224
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 5/29
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Sun 5/31
10:30 am-1:10 pm
Nonstop1h 40m
$224
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 6/10
5:15 pm-6:18 pm
Nonstop2h 03m
Chicago O'Hare Intl
Wed 6/17
7:09 am-9:54 am
Nonstop1h 45m
$237
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 6/6
11:00 am-12:00 pm
Nonstop2h 00m
Chicago O'Hare Intl
Tue 6/9
5:00 am-11:43 am
1 stop5h 43m
$247
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Fri 5/8
7:45 am-6:50 pm
1 stop10h 05m
Chicago O'Hare Intl
Tue 5/12
2:11 pm-10:57 pm
1 stop9h 46m
$249
CalgaryChicago
YYC - ORD
YYCORD
Calgary
Wed 8/19
7:15 am-6:01 pm
1 stop9h 46m
Chicago O'Hare Intl
Wed 8/26
1:55 pm-11:06 pm
1 stop10h 11m
$253
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Canada to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Canada with our price prediction graph.
YYC-ORD
YUL-MDW
YTZ-MDW
YYZ-ORD
YTZ-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Canada to Illinois
CA0-USIL
YYC-ORD
YUL-MDW
YTZ-MDW
YYZ-ORD
What is the cheapest month to book a flight from Canada to Illinois?
Currently, June is the cheapest month in which you can book a flight from Canada to Illinois (average of $81). Flying from Canada to Illinois in March is currently the most expensive (average of $164). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CA to IL?
Find hourly flight availability from Canada to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 15, 2026.
It’s typically best to fly out from Canada to Illinois in the afternoon. Doing so could potentially save you 22% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from Canada to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Canada to Illinois. Price data was last updated on April 11, 2026.
Travelers seeking maximum savings on their Canada to Illinois flight should consider departing on Thursday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Canada to Illinois
Explore weekly flight availability from Canada to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 15, 2026.
The most flights from CA0 to USIL are scheduled on a Monday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated April 15, 2026.
Read through reviews of airlines operating flights from Canada to Illinois, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Food
7.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Related info for your journey
Find useful and relevant information for your journey from Canada to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Airlines flying to Illinois
Alternative routes for Canada to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Canada to Illinois by cabin class
Find flights from Canada to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Canada and Illinois flights
Browse other Canada and Illinois flight options. Last updated on April 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Canada after your stay in Illinois
Canada to Illinois flights
Consider these flights traveling from Canada to Illinois.
Top 5 airlines flying from Canada to Illinois
Discover the top 5 airlines that operate flights from Canada to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$333 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$90 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$101 | Average$397 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$137 | Average$297 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$167 | Average$364 | FlexibilityNo cancel fee | On-time71% |