$93+ Cheap flights from Illinois to Canada
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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYZ
Jun 19 — Jun 261
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Canada with Cheapflights
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Cheapest flights from Illinois to CanadaExplore the most affordable flight options available from Illinois to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
Explore the most affordable flight options available from Illinois to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 6/138:20 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Sun 6/148:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/20![Air Canada logo]()
$209
This Justfly.com deal was found by Cheapflights users on 5/19. 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.
Wed 6/1710:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$214
This FlightHub deal was found by Cheapflights users on 5/20. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$216
This FlightHub deal was found by Cheapflights users on 5/19. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/158:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 9/107:00 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 9/2010:05 am
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$217
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/148:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$218
This Trip.com deal was found by Cheapflights users on 5/18. 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.
Sat 6/2010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/18![Porter Airlines logo]()
$220
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/202:00 pm
ORD
- YTZ
Nonstop1h 41m
Air Canada
Tue 6/237:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Deal found 5/16![Air Canada logo]()
$220
This Trip.com deal was found by Cheapflights users on 5/20. 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.
Thu 6/43:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/98:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Tue 9/111:45 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 9/61:40 pm
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$222
This Jettzy deal was found by Cheapflights users on 5/16. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/238:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 9/47:00 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/710:05 am
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Deal found 5/17![Porter Airlines logo]()
$223
Best flights from Illinois to CanadaDiscover carefully curated flight deals from Illinois to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
Discover carefully curated flight deals from Illinois to Canada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Sun 5/3110:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 6/41:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 5/20. 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 6/118:52 am
ORD
- YYZ
1 stop7h 32m
Delta
Sun 6/1412:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Deal found 5/20![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 5/18. 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 6/112:56 pm
ORD
- YYZ
Nonstop2h 00m
United Airlines
Tue 6/167:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/18![United Airlines logo]()
$278
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:25 am
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Wed 6/248:50 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$304
This Air Transat deal was found by Cheapflights users on 5/19. 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 Transat is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/173:20 pm
MDW
- YTZ
Nonstop1h 40m
Air Transat
Mon 8/108:50 am
YTZ
- MDW
Nonstop1h 50m
Air Transat
Deal found 5/19![Air Transat logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 5/20. 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 7/136:42 pm
ORD
- YVR
1 stop7h 17m
Alaska Airlines
Mon 7/277:30 pm
YVR
- ORD
1 stop8h 50m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Tue 6/3010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/198:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$265
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 6/124:37 pm
ORD
- YYZ
Nonstop2h 00m
United Airlines
Sun 6/1411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/15![United Airlines logo]()
$278
This Air Canada deal was found by Cheapflights users on 5/15. 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.
Mon 6/228:35 am
ORD
- YQB
1 stop4h 20m
Air Canada
Fri 6/2610:25 am
YQB
- ORD
2 stops10h 51m
Air Canada
Deal found 5/15![Air Canada logo]()
$601
This Delta deal was found by Cheapflights users on 5/19. 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 6/109:17 am
MDW
- YYZ
1 stop3h 17m
Delta
Sat 6/136:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 5/19![Delta logo]()
$303
This Porter Airlines deal was found by Cheapflights users on 5/20. 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 6/193:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/288:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Wed 6/242:56 pm
ORD
- YYZ
Nonstop2h 00m
United Airlines
Sun 6/2810:15 am
YYZ
- ORD
Nonstop2h 06m
United Airlines
Deal found 5/15![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/18. 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 6/19:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Wed 6/34:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 5/18![Delta logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 6/2610:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/281:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$282
This United Airlines deal was found by Cheapflights users on 5/20. 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 6/247:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Fri 6/268:45 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/20![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/18. 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 6/111:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Tue 6/166:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Deal found 5/18![Delta logo]()
$303
This FlightHub deal was found by Cheapflights users on 5/16. 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 6/1910:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/238:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 5/20. 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 6/2411:30 am
ORD
- YYZ
1 stop4h 54m
Delta
Fri 6/269:45 am
YYZ
- ORD
1 stop7h 41m
Delta
Deal found 5/20![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 5/17. 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 8/275:53 pm
ORD
- YYZ
Nonstop1h 51m
United Airlines
Sun 8/309:00 pm
YYZ
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/17![United Airlines logo]()
$319
This Porter Airlines deal was found by Cheapflights users on 5/17. 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.
Thu 6/113:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/148:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/17![Porter Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 5/19. 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 9/216:00 am
MDW
- YYC
2 stops15h 44m
Delta
Sat 9/267:15 am
YYC
- MDW
2 stops13h 31m
Delta
Deal found 5/19![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 5/19. 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 8/305:00 am
ORD
- YYC
1 stop14h 30m
United Airlines
Sun 9/66:00 am
YYC
- ORD
1 stop15h 00m
United Airlines
Deal found 5/19![United Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Tue 6/3010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Thu 7/238:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 5/16. 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 6/66:00 am
ORD
- YYC
1 stop16h 48m
United Airlines
Sat 6/136:00 am
YYC
- ORD
1 stop15h 49m
United Airlines
Deal found 5/16![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 5/16. 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 9/161:55 pm
ORD
- YYC
1 stop10h 11m
Delta
Sun 9/207:15 am
YYC
- ORD
1 stop9h 46m
Delta
Deal found 5/16![Delta logo]()
$323
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 8/38:02 am
ORD
- YVR
1 stop8h 23m
Alaska Airlines
Thu 8/137:30 pm
YVR
- ORD
2 stops7h 30m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$526
This Justfly.com deal was found by Cheapflights users on 5/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 7/118:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/15![Porter Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 5/17. 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 8/237:00 am
ORD
- YYC
1 stop12h 30m
United Airlines
Fri 8/289:30 am
YYC
- ORD
1 stop9h 51m
United Airlines
Deal found 5/17![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 5/17. 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 9/211:55 pm
ORD
- YYC
1 stop10h 11m
Delta
Sun 9/277:15 am
YYC
- ORD
1 stop9h 46m
Delta
Deal found 5/17![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 5/19. 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 8/155:50 am
ORD
- YYZ
1 stop4h 53m
United Airlines
Sun 8/167:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 5/19![United Airlines logo]()
$329
Last-minute flights from Illinois to CanadaDiscover last-minute flight deals from Illinois to Canada. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Canada. Data last updated May 20, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 5/20. 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.
Thu 6/43:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/98:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/148:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/18![Porter Airlines logo]()
$224
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 6/138:20 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Sun 6/148:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 5/20![Air Canada logo]()
$209
This FlightHub deal was found by Cheapflights users on 5/20. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$216
This FlightHub deal was found by Cheapflights users on 5/19. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/158:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$217
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 6/1310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/148:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$218
This Justfly.com deal was found by Cheapflights users on 5/19. 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.
Wed 6/1710:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/193:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$226
This Trip.com deal was found by Cheapflights users on 5/18. 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.
Sat 6/2010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/218:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/18![Porter Airlines logo]()
$220
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/202:00 pm
ORD
- YTZ
Nonstop1h 41m
Air Canada
Tue 6/237:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Deal found 5/16![Air Canada logo]()
$220
This Jettzy deal was found by Cheapflights users on 5/16. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 6/238:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/16![Porter Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/2010:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 6/298:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$227
One-way flights from Illinois to CanadaSearch for one-way flight options from Illinois to Canada. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
Search for one-way flight options from Illinois to Canada. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Air Canada deal was found by Cheapflights users on 5/19. 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 6/167:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 5/19![Air Canada logo]()
$93
This Air Canada deal was found by Cheapflights users on 5/19. 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 6/168:20 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 5/19![Air Canada logo]()
$93
This deal was found by Cheapflights users on 5/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$95
This Super.com deal was found by Cheapflights users on 5/19. 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.
Wed 9/97:00 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/19![Porter Airlines logo]()
$97
This Mytrip deal was found by Cheapflights users on 5/17. 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.
Sun 6/77:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 5/17![Air Canada logo]()
$98
This Trip.com deal was found by Cheapflights users on 5/20. 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.
Thu 6/410:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/20![Porter Airlines logo]()
$99
This Flightnetwork deal was found by Cheapflights users on 5/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:00 pm
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 5/15![Air Canada logo]()
$99
This Flightnetwork deal was found by Cheapflights users on 5/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 5/15![Air Canada logo]()
$99
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/67:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 5/16![Air Canada logo]()
$100
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Sat 6/68:20 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 5/16![Air Canada logo]()
$100
This Booking.com deal was found by Cheapflights users on 5/18. 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.
Wed 6/178:25 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 5/18![Air Canada logo]()
$102
This SmartFares deal was found by Cheapflights users on 5/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1610:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 5/15![Porter Airlines logo]()
$103
Find flight deals from Illinois to Canada
Keep the following information in mind while searching for Illinois to Canada flight deals. Data was last updated May 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Booking.com) |
One-way from | $93 (Air Canada) |
Popular in | April |
Cheapest in | September |
Average price | $275 |
Good round-trip deal | $218 or less |
Good one-way deal | $112 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Canada 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 May 20, 2026.
Use the filters below to find and compare flights from Illinois to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sun 5/31
10:30 am-1:10 pm
Nonstop1h 40m
Toronto Island
Thu 6/4
1:45 pm-2:35 pm
Nonstop1h 50m
$261
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 6/30
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Sun 7/19
8:50 am-9:40 am
Nonstop1h 50m
$265
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 6/11
8:52 am-5:24 pm
1 stop7h 32m
Toronto Pearson Intl
Sun 6/14
12:09 pm-6:29 pm
1 stop7h 20m
$269
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 6/11
2:56 pm-5:56 pm
Nonstop2h 00m
Toronto Pearson Intl
Tue 6/16
7:00 am-8:00 am
Nonstop2h 00m
$278
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 6/12
4:37 pm-7:37 pm
Nonstop2h 00m
Toronto Pearson Intl
Sun 6/14
11:00 am-12:00 pm
Nonstop2h 00m
$278
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 6/19
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 6/28
8:50 am-9:40 am
Nonstop1h 50m
$278
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 6/26
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Sun 6/28
1:45 pm-2:35 pm
Nonstop1h 50m
$282
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 6/19
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Tue 6/23
8:50 am-9:40 am
Nonstop1h 50m
$295
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 6/11
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 6/14
8:45 am-9:35 am
Nonstop1h 50m
$295
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 6/30
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Thu 7/23
8:50 am-9:40 am
Nonstop1h 50m
$298
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Canada
Have a flexible travel schedule? Discover the best time to fly to Canada from Illinois with our price prediction graph.
MDW-YTZ
ORD-YYZ
ORD-YVR
ORD-YQB
MDW-YYZ
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 Illinois to Canada
USIL-CA0
MDW-YTZ
ORD-YYZ
ORD-YVR
ORD-YQB
What is the cheapest month to book a flight from Illinois to Canada?
Currently, October is the cheapest month in which you can book a flight from Illinois to Canada (average of $238). Flying from Illinois to Canada in December is currently the most expensive (average of $422). 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 IL to CA?
Find hourly flight availability from Illinois to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 20, 2026.
A simple way to save on the total cost of your ticket is to fly from Illinois to Canada at noon. If you’re flexible enough to do this you can expect to save up to 5% on your trip compared to booking a flight in the evening.
Weekly flight availability from Illinois to Canada
Explore weekly flight availability from Illinois to Canada. 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 May 20, 2026.
The most flights from USIL to CA0 are scheduled on a Wednesday (69 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (8 on average).
How far ahead should I book a flight from Illinois to Canada?
The best time to book flights from Illinois to Canada is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Illinois to Canada?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Canada. Price data was last updated on May 16, 2026.
Travelers seeking maximum savings on their Illinois to Canada flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Illinois to Canada. 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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Illinois to Canada
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Canada by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Canada by cabin class
Find flights from Illinois to Canada, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Canada flights
Browse other Illinois and Canada flight options. Last updated on May 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Canada
Find the right flight back to Illinois after your stay in Canada
Illinois to Canada flights
Consider these flights traveling from Illinois to Canada.
Fly to Canada regions
Consider these flights traveling to Canada regions.
Top 9 airlines flying from Illinois to Canada
Discover the top 9 airlines that operate flights from Illinois to Canada. 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 May 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$306 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$94 | Average$407 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$98 | Average$504 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$121 | Average$339 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$160 | Average$361 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$209 | Average$435 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$328 | Average$698 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$381 | Average$385 | FlexibilityNo cancel fee | On-time68% |