$106+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYZ
Aug 16 — Aug 231
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 July 17, 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 July 17, 2026.
This Justfly.com deal was found by Cheapflights users on 7/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:25 am
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Tue 8/188:55 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$237
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Thu 9/312:15 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/13![Air Canada logo]()
$237
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Thu 8/272:10 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Thu 9/33:00 pm
YYZ
- ORD
1 stop6h 05m
Air Canada
Deal found 7/13![Air Canada logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/128:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/13![Porter Airlines logo]()
$238
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Thu 8/2710:45 am
YTZ
- ORD
1 stop4h 59m
Air Canada
Deal found 7/13![Air Canada logo]()
$238
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YYZ
1 stop7h 20m
Air Canada
Sun 8/306:55 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 7/13![Air Canada logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/178:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/12![Porter Airlines logo]()
$239
This Trip.com deal was found by Cheapflights users on 7/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Sun 8/307:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/12![Air Canada logo]()
$239
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Thu 8/278:00 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/13![Air Canada logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/121:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/16![Porter Airlines logo]()
$240
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Sat 8/17:25 am
ORD
- YTZ
Nonstop1h 53m
Air Canada
Wed 8/510:20 am
YTZ
- ORD
2 stops10h 45m
Air Canada
Deal found 7/13![Air Canada logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 8/118:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/13![Porter Airlines logo]()
$241
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 July 17, 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 July 17, 2026.
This Trip.com deal was found by Cheapflights users on 7/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Fri 8/141:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/17![Porter Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 7/12. 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.
Fri 9/115:53 pm
ORD
- YYZ
Nonstop1h 51m
United Airlines
Mon 9/1411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 7/12![United Airlines logo]()
$264
This United deal was found by Cheapflights users on 7/12. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:40 am
ORD
- YYZ
1 stop9h 22m
Multiple Airlines
Sat 8/88:05 am
YYZ
- ORD
Nonstop1h 55m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:10 pm
ORD
- YYZ
1 stop4h 49m
Delta
Sun 9/276:00 am
YYZ
- ORD
1 stop5h 37m
Delta
Deal found 7/13![Delta logo]()
$289
This FlightHub deal was found by Cheapflights users on 7/14. 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 8/610:25 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Sun 8/98:50 am
YTZ
- MDW
Nonstop1h 50m
Air Transat
Deal found 7/14![Air Transat logo]()
$320
This KAYAK deal was found by Cheapflights users on 7/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:25 am
ORD
- YTZ
Nonstop1h 53m
Air Canada
Thu 9/37:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/15![Air Canada logo]()
$351
This KAYAK deal was found by Cheapflights users on 7/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:24 pm
ORD
- YUL
Nonstop2h 26m
American Airlines
Sat 8/2912:29 pm
YUL
- ORD
Nonstop2h 40m
American Airlines
Deal found 7/14![American Airlines logo]()
$387
This FlightHub deal was found by Cheapflights users on 7/12. 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 9/1111:45 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/141:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/12![Porter Airlines logo]()
$255
This United deal was found by Cheapflights users on 7/12. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:42 am
ORD
- YYZ
1 stop9h 20m
Multiple Airlines
Mon 9/144:00 pm
YYZ
- ORD
1 stop5h 12m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 7/12. 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.
Sun 8/236:59 am
ORD
- YYZ
1 stop5h 35m
Delta
Wed 8/269:45 am
YYZ
- ORD
1 stop4h 23m
Delta
Deal found 7/12![Delta logo]()
$289
This Porter Airlines deal was found by Cheapflights users on 7/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 10/41:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/15![Porter Airlines logo]()
$264
This Alaska Airlines deal was found by Cheapflights users on 7/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:20 am
ORD
- YVR
2 stops11h 09m
Alaska Airlines
Tue 8/258:30 am
YVR
- ORD
2 stops13h 29m
Alaska Airlines
Deal found 7/16![Alaska Airlines logo]()
$599
This United deal was found by Cheapflights users on 7/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/109:20 pm
ORD
- YYZ
Nonstop1h 39m
Multiple Airlines
Tue 8/182:00 pm
YYZ
- ORD
1 stop7h 05m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 7/12. 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 7/309:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Mon 8/36:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Deal found 7/12![Delta logo]()
$289
This Porter Airlines deal was found by Cheapflights users on 7/12. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sun 9/61:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/12![Porter Airlines logo]()
$272
This United deal was found by Cheapflights users on 7/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:09 am
ORD
- YYZ
Nonstop1h 45m
Multiple Airlines
Mon 10/54:00 pm
YYZ
- ORD
1 stop5h 12m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 7/12. 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 8/271:25 pm
MDW
- YYZ
1 stop8h 38m
Delta
Sun 8/304:10 pm
YYZ
- MDW
1 stop3h 23m
Delta
Deal found 7/12![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 7/12. 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.
Fri 9/1110:50 am
ORD
- YTZ
1 stop6h 56m
United Airlines
Mon 9/1412:15 pm
YTZ
- ORD
Nonstop2h 04m
United Airlines
Deal found 7/12![United Airlines logo]()
$351
This Porter Airlines deal was found by Cheapflights users on 7/13. 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.
Tue 7/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Fri 8/71:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/13![Porter Airlines logo]()
$283
This United deal was found by Cheapflights users on 7/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:37 pm
ORD
- YYZ
1 stop8h 17m
Multiple Airlines
Sun 10/184:00 pm
YYZ
- ORD
Nonstop1h 58m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 7/15. 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 9/187:45 pm
ORD
- YYC
Nonstop3h 51m
United Airlines
Tue 9/226:00 am
YYC
- ORD
1 stop14h 30m
United Airlines
Deal found 7/15![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 7/17. 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.
Tue 10/69:29 am
MDW
- YYZ
1 stop6h 51m
Delta
Mon 10/126:00 am
YYZ
- MDW
1 stop7h 48m
Delta
Deal found 7/17![Delta logo]()
$298
This KAYAK deal was found by Cheapflights users on 7/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:00 am
ORD
- YUL
1 stop15h 42m
American Airlines
Thu 9/245:34 pm
YUL
- ORD
Nonstop2h 45m
American Airlines
Deal found 7/13![American Airlines logo]()
$412
This Porter Airlines deal was found by Cheapflights users on 7/16. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Sat 8/298:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/16![Porter Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Mon 8/312:00 pm
ORD
- YTZ
Nonstop1h 53m
United Airlines
Fri 9/2512:15 pm
YTZ
- ORD
Nonstop2h 04m
United Airlines
Deal found 7/13![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 7/14. 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.
Fri 9/115:45 pm
MDW
- YYZ
1 stop4h 14m
Delta
Fri 9/1812:08 pm
YYZ
- MDW
1 stop7h 25m
Delta
Deal found 7/14![Delta logo]()
$311
This KAYAK deal was found by Cheapflights users on 7/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:18 pm
ORD
- YUL
Nonstop2h 29m
American Airlines
Thu 8/612:30 pm
YUL
- ORD
Nonstop2h 39m
American Airlines
Deal found 7/15![American Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Tue 8/117:25 am
ORD
- YTZ
Nonstop1h 53m
United Airlines
Tue 8/187:35 pm
YTZ
- ORD
Nonstop2h 06m
United Airlines
Deal found 7/13![United Airlines logo]()
$352
This Justfly.com deal was found by Cheapflights users on 7/14. 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.
Fri 8/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/108:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/14![Porter Airlines logo]()
$295
This United deal was found by Cheapflights users on 7/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:46 pm
ORD
- YYC
Nonstop3h 51m
Multiple Airlines
Mon 8/2411:55 pm
YYC
- ORD
1 stop8h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$329
Last-minute flights from Illinois to CanadaDiscover last-minute flight deals from Illinois to Canada. Data last updated July 17, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Canada. Data last updated July 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/128:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/13![Porter Airlines logo]()
$238
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Sat 8/17:25 am
ORD
- YTZ
Nonstop1h 53m
Air Canada
Wed 8/510:20 am
YTZ
- ORD
2 stops10h 45m
Air Canada
Deal found 7/13![Air Canada logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Tue 8/118:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/13![Porter Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/710:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Wed 8/121:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/16![Porter Airlines logo]()
$240
This Justfly.com deal was found by Cheapflights users on 7/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:25 am
MDW
- YTZ
Nonstop1h 40m
Multiple Airlines
Tue 8/188:55 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/178:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/12![Porter Airlines logo]()
$239
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Thu 8/2710:45 am
YTZ
- ORD
1 stop4h 59m
Air Canada
Deal found 7/13![Air Canada logo]()
$238
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:40 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Thu 8/278:00 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/13![Air Canada logo]()
$239
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Thu 9/312:15 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/13![Air Canada logo]()
$237
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Thu 8/272:10 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Thu 9/33:00 pm
YYZ
- ORD
1 stop6h 05m
Air Canada
Deal found 7/13![Air Canada logo]()
$237
This Flightnetwork deal was found by Cheapflights users on 7/13. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YYZ
1 stop7h 20m
Air Canada
Sun 8/306:55 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 7/13![Air Canada logo]()
$238
This Trip.com deal was found by Cheapflights users on 7/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Sun 8/307:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/12![Air Canada logo]()
$239
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 July 17, 2026.
Search for one-way flight options from Illinois to Canada. Find affordable one-way fares based on user searches. Data last updated July 17, 2026.
This FlightHub deal was found by Cheapflights users on 7/15. 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.
Tue 11/36:10 pm
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/15![Porter Airlines logo]()
$106
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:37 pm
ORD
- YYZ
Nonstop1h 52m
American Airlines
Deal found 7/13![American Airlines logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 7/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/17![Porter Airlines logo]()
$107
This Mytrip deal was found by Cheapflights users on 7/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:45 am
ORD
- YTZ
1 stop6h 05m
Air Canada
Deal found 7/16![Air Canada logo]()
$107
This Mytrip deal was found by Cheapflights users on 7/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:05 am
ORD
- YYZ
1 stop6h 38m
Air Canada
Deal found 7/16![Air Canada logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/15![Porter Airlines logo]()
$108
This Mytrip deal was found by Cheapflights users on 7/13. 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 7/278:45 am
ORD
- YTZ
1 stop6h 06m
Air Canada
Deal found 7/13![Air Canada logo]()
$108
This Booking.com deal was found by Cheapflights users on 7/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:05 am
ORD
- YYZ
1 stop6h 07m
Air Canada
Deal found 7/17![Air Canada logo]()
$108
This iWofly deal was found by Cheapflights users on 7/16. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/16![Porter Airlines logo]()
$109
This Air Canada deal was found by Cheapflights users on 7/15. 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.
Tue 9/152:15 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 7/15![Air Canada logo]()
$110
This Porter Airlines deal was found by Cheapflights users on 7/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/15![Porter Airlines logo]()
$111
This Mytrip deal was found by Cheapflights users on 7/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:45 am
ORD
- YTZ
1 stop6h 05m
Air Canada
Deal found 7/14![Air Canada logo]()
$111
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 July 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Justfly.com) |
One-way from | $106 (FlightHub) |
Popular in | April |
Cheapest in | September |
Average price | $296 |
Good round-trip deal | $241 or less |
Good one-way deal | $131 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 July 17, 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
Tue 8/11
3:15 pm-5:55 pm
Nonstop1h 40m
Toronto Island
Fri 8/14
1:45 pm-2:35 pm
Nonstop1h 50m
$247
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 9/11
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Mon 9/14
1:45 pm-2:35 pm
Nonstop1h 50m
$255
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 9/11
5:53 pm-8:44 pm
Nonstop1h 51m
Toronto Pearson Intl
Mon 9/14
11:00 am-12:00 pm
Nonstop2h 00m
$264
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 10/1
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 10/4
1:45 pm-2:35 pm
Nonstop1h 50m
$264
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 9/4
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Sun 9/6
1:45 pm-2:35 pm
Nonstop1h 50m
$272
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 8/4
8:40 am-7:02 pm
1 stop9h 22m
Toronto Pearson Intl
Sat 8/8
8:05 am-9:00 am
Nonstop1h 55m
$274
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 9/11
8:42 am-7:02 pm
1 stop9h 20m
Toronto Pearson Intl
Mon 9/14
4:00 pm-8:12 pm
1 stop5h 12m
$282
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 8/10
9:20 pm-11:59 pm
Nonstop1h 39m
Toronto Pearson Intl
Tue 8/18
2:00 pm-8:05 pm
1 stop7h 05m
$283
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 10/3
7:09 am-9:54 am
Nonstop1h 45m
Toronto Pearson Intl
Mon 10/5
4:00 pm-8:12 pm
1 stop5h 12m
$283
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 7/28
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Fri 8/7
1:45 pm-2:35 pm
Nonstop1h 50m
$283
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-YTZ
ORD-YUL
ORD-YVR
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-YTZ
ORD-YUL
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 $305). Flying from Illinois to Canada in July is currently the most expensive (average of $431). 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 July 17, 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 14% 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 July 17, 2026.
The most flights from USIL to CA0 are scheduled on a Wednesday (70 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 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 38 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 July 11, 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. Monday evenings 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 July 17, 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 July 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$115 | Average$408 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$119 | Average$603 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$121 | Average$342 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$160 | Average$337 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$208 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$217 | Average$347 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$381 | Average$385 | FlexibilityNo cancel fee | On-time68% |