$136+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Find cheap flights from Canada to Illinois with Cheapflights
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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 July 29, 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 July 29, 2026.
This Trip.com deal was found by Cheapflights users on 7/26. 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 9/94:00 pm
YYZ
- ORD
1 stop5h 12m
Air Canada
Wed 9/163:45 pm
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 7/26![Air Canada logo]()
$205
This Flightnetwork deal was found by Cheapflights users on 7/24. 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 9/178:20 am
YTZ
- ORD
2 stops7h 32m
Air Canada
Tue 9/228:45 am
ORD
- YTZ
1 stop6h 05m
Air Canada
Deal found 7/24![Air Canada logo]()
$205
This Trip.com deal was found by Cheapflights users on 7/27. 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 9/106:50 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Sun 9/135:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 7/27![Air Canada logo]()
$206
This Trip.com deal was found by Cheapflights users on 7/26. 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.
Mon 8/318:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 9/213:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$206
This Kissandfly.com deal was found by Cheapflights users on 7/24. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:15 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Sun 9/272:00 pm
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 7/24![Air Canada logo]()
$206
This Trip.com deal was found by Cheapflights users on 7/25. 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 8/258:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 9/911:45 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 7/25. 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.
Fri 9/1812:25 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Mon 9/218:40 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 7/25![Air Canada logo]()
$208
This Trip.com deal was found by Cheapflights users on 7/26. 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 9/812:15 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Tue 9/158:45 am
ORD
- YTZ
1 stop6h 05m
Air Canada
Deal found 7/26![Air Canada logo]()
$208
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/411:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Wed 9/912:59 pm
ORD
- YYZ
Nonstop1h 47m
United Airlines
Deal found 7/28![United Airlines logo]()
$209
This Air Canada deal was found by Cheapflights users on 7/28. 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 9/58:30 am
YTZ
- ORD
1 stop7h 25m
Air Canada
Sun 9/137:25 am
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 7/28![Air Canada logo]()
$209
This Air Canada deal was found by Cheapflights users on 7/28. 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.
Wed 9/26:55 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Wed 9/99:55 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 7/28![Air Canada logo]()
$210
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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 8/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/233:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$211
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 July 29, 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 July 29, 2026.
This United deal was found by Cheapflights users on 7/24. 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 9/189:00 pm
YYZ
- ORD
Nonstop2h 05m
Multiple Airlines
Sun 9/2011:05 am
ORD
- YYZ
1 stop6h 48m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$218
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 9/81:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 9/133:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 7/26. 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 9/912:08 pm
YYZ
- ORD
1 stop5h 05m
Delta
Wed 9/165:10 pm
ORD
- YYZ
1 stop4h 49m
Delta
Deal found 7/26![Delta logo]()
$243
This United Airlines deal was found by Cheapflights users on 7/25. 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 9/1812:45 pm
YYZ
- ORD
1 stop11h 55m
United Airlines
Mon 9/216:25 am
ORD
- YYZ
1 stop6h 54m
United Airlines
Deal found 7/25![United Airlines logo]()
$243
This Air Canada deal was found by Cheapflights users on 7/24. 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.
Wed 8/268:30 am
YTZ
- ORD
1 stop7h 14m
Air Canada
Thu 8/278:40 am
ORD
- YTZ
1 stop6h 11m
Air Canada
Deal found 7/24![Air Canada logo]()
$330
This United deal was found by Cheapflights users on 7/25. 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 9/111:00 am
YYZ
- ORD
Nonstop2h 00m
Multiple Airlines
Wed 9/303:40 pm
ORD
- YYZ
1 stop6h 38m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$218
This Porter Airlines deal was found by Cheapflights users on 7/26. 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 9/910:10 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 9/1311:45 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$228
This FlightHub deal was found by Cheapflights users on 7/24. 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 10/16:10 pm
YHM
- ORD
1 stop23h 30m
WestJet
Sun 10/45:30 pm
ORD
- YHM
1 stop22h 45m
WestJet
Deal found 7/24![WestJet logo]()
$474
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 8/127:00 am
YOW
- ORD
1 stop6h 44m
American Airlines
Tue 8/183:40 pm
ORD
- YOW
1 stop5h 00m
American Airlines
Deal found 7/24![American Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 7/27. 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 8/2111:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Mon 8/245:53 pm
ORD
- YYZ
Nonstop1h 51m
United Airlines
Deal found 7/27![United Airlines logo]()
$251
This Porter Airlines deal was found by Cheapflights users on 7/24. 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 9/161:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 9/283:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/24![Porter Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 7/28. 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 9/1812:08 pm
YYZ
- MDW
1 stop7h 25m
Delta
Mon 9/219:29 am
MDW
- YYZ
1 stop6h 51m
Delta
Deal found 7/28![Delta logo]()
$262
This United Airlines deal was found by Cheapflights users on 7/25. 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 9/58:30 am
YYC
- ORD
Nonstop3h 35m
United Airlines
Sun 9/137:45 pm
ORD
- YYC
Nonstop3h 50m
United Airlines
Deal found 7/25![United Airlines logo]()
$251
This Justfly.com deal was found by Cheapflights users on 7/28. 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 8/181:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 8/2410:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$230
This United deal was found by Cheapflights users on 7/26. 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 10/2412:30 pm
YYC
- ORD
Nonstop3h 35m
Multiple Airlines
Mon 10/2610:15 am
ORD
- YYC
1 stop7h 39m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 7/28. 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 9/116:00 am
YYZ
- MDW
1 stop4h 07m
Delta
Fri 9/189:29 am
MDW
- YYZ
1 stop6h 51m
Delta
Deal found 7/28![Delta logo]()
$262
This Trip.com deal was found by Cheapflights users on 7/28. 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.
Fri 8/281:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 9/33:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 7/28. 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 9/86:00 am
YUL
- ORD
1 stop7h 59m
Delta
Wed 9/91:51 pm
ORD
- YUL
1 stop8h 59m
Delta
Deal found 7/28![Delta logo]()
$280
This United deal was found by Cheapflights users on 7/26. 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.
Wed 8/269:45 am
YUL
- ORD
Nonstop2h 36m
Multiple Airlines
Wed 9/28:40 am
ORD
- YUL
Nonstop2h 19m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$287
This FlightHub deal was found by Cheapflights users on 7/26. 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.
Mon 9/281:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 10/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$246
This KAYAK deal was found by Cheapflights users on 7/24. 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 8/2410:20 am
YTZ
- ORD
2 stops11h 40m
Air Canada
Wed 8/2612:56 pm
ORD
- YTZ
2 stops7h 34m
Air Canada
Deal found 7/24![Air Canada logo]()
$373
This Delta deal was found by Cheapflights users on 7/28. 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 8/1812:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Mon 8/249:24 am
MDW
- YYZ
1 stop3h 10m
Delta
Deal found 7/28![Delta logo]()
$281
This United Airlines deal was found by Cheapflights users on 7/25. 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 9/37:35 pm
YTZ
- ORD
Nonstop2h 06m
United Airlines
Sun 9/67:25 am
ORD
- YTZ
Nonstop1h 42m
United Airlines
Deal found 7/25![United Airlines logo]()
$310
This United deal was found by Cheapflights users on 7/26. 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 8/147:00 am
YYZ
- ORD
Nonstop2h 00m
Multiple Airlines
Wed 8/262:15 pm
ORD
- YYZ
Nonstop1h 46m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 7/28. 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 8/2012:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Wed 8/269:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Deal found 7/28![Delta logo]()
$281
This Cheapflightsfares deal was found by Cheapflights users on 7/27. 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 8/121:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sat 8/1510:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 7/25. 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 8/296:00 am
YYC
- ORD
1 stop8h 00m
United Airlines
Mon 8/317:46 pm
ORD
- YYC
Nonstop3h 51m
United Airlines
Deal found 7/25![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 7/28. 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 8/206:10 am
YYZ
- MDW
1 stop7h 29m
Delta
Tue 8/256:42 pm
MDW
- YYZ
1 stop3h 21m
Delta
Deal found 7/28![Delta logo]()
$281
This United deal was found by Cheapflights users on 7/25. 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.
Thu 9/312:15 pm
YTZ
- ORD
Nonstop2h 06m
Multiple Airlines
Sun 9/61:55 pm
ORD
- YTZ
1 stop6h 35m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$310
This United Airlines deal was found by Cheapflights users on 7/24. 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 10/108:50 am
YYZ
- ORD
Nonstop1h 58m
United Airlines
Tue 10/1312:55 pm
ORD
- YYZ
1 stop5h 07m
United Airlines
Deal found 7/24![United Airlines logo]()
$324
Last-minute flights from Canada to IllinoisDiscover last-minute flight deals from Canada to Illinois. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Canada to Illinois. Data last updated July 29, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 7/27. 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 8/201:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/2310:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 7/26. 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 8/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/233:15 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$211
This SmartFares deal was found by Cheapflights users on 7/24. 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 8/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fri 8/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/24![Porter Airlines logo]()
$215
This SmartFares deal was found by Cheapflights users on 7/24. 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 8/217:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Fri 8/282:00 pm
ORD
- YTZ
Nonstop1h 53m
Air Canada
Deal found 7/24![Air Canada logo]()
$215
This Super.com deal was found by Cheapflights users on 7/25. 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.
Fri 8/211:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sat 8/2910:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$217
This iWofly deal was found by Cheapflights users on 7/25. 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.
Sat 8/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sat 8/2910:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$219
This Trip.com deal was found by Cheapflights users on 7/25. 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 8/258:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 9/911:45 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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.
Thu 8/278:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/3010:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$212
This Trip.com deal was found by Cheapflights users on 7/26. 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 8/297:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Tue 9/12:00 pm
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 7/26![Air Canada logo]()
$214
This Booking.com deal was found by Cheapflights users on 7/24. 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 8/2912:00 pm
YYC
- ORD
Nonstop3h 40m
WestJet
Mon 8/315:30 pm
ORD
- YYC
Nonstop3h 55m
WestJet
Deal found 7/24![WestJet logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 8/298:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/3010:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$222
This Trip.com deal was found by Cheapflights users on 7/26. 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.
Mon 8/318:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 9/213:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 7/26![Porter Airlines logo]()
$206
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 July 29, 2026.
Search for one-way flight options from Canada to Illinois. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Air Canada deal was found by Cheapflights users on 7/27. 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 9/118:05 am
YYZ
- ORD
Nonstop1h 55m
Air Canada
Deal found 7/27![Air Canada logo]()
$136
This Trip.com deal was found by Cheapflights users on 7/24. 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 8/181:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/24![Porter Airlines logo]()
$136
This Aunt Betty deal was found by Cheapflights users on 7/26. 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 Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:20 am
YTZ
- ORD
2 stops10h 52m
Air Canada
Deal found 7/26![Air Canada logo]()
$136
This Mytrip deal was found by Cheapflights users on 7/24. 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 9/52:00 pm
YYZ
- ORD
1 stop7h 05m
Air Canada
Deal found 7/24![Air Canada logo]()
$137
This Trip.com deal was found by Cheapflights users on 7/24. 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.
Sun 8/168:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/24![Porter Airlines logo]()
$137
This Air Canada deal was found by Cheapflights users on 7/24. 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 9/57:45 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/24![Air Canada logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 8/178:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/25![Porter Airlines logo]()
$138
This Mytrip deal was found by Cheapflights users on 7/26. 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.
Tue 9/297:35 pm
YTZ
- ORD
Nonstop2h 06m
Air Canada
Deal found 7/26![Air Canada logo]()
$138
This SmartFares deal was found by Cheapflights users on 7/25. 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 9/16:10 am
YYZ
- MDW
1 stop4h 07m
Delta
Deal found 7/25![Delta logo]()
$138
This Air Canada deal was found by Cheapflights users on 7/28. 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 9/14:00 pm
YYZ
- ORD
1 stop5h 05m
Air Canada
Deal found 7/28![Air Canada logo]()
$139
This Trip.com deal was found by Cheapflights users on 7/27. 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.
Mon 8/248:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$139
This Air Canada deal was found by Cheapflights users on 7/26. 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.
Sun 9/66:15 am
YYZ
- ORD
1 stop5h 04m
Air Canada
Deal found 7/26![Air Canada logo]()
$140
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 July 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Trip.com) |
One-way from | $136 (Air Canada) |
Popular in | May |
Cheapest in | September |
Average price | $283 |
Good round-trip deal | $205 or less |
Good one-way deal | $136 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 July 29, 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
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 9/18
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Sun 9/20
11:05 am-6:53 pm
1 stop6h 48m
$218
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 9/1
11:00 am-12:00 pm
Nonstop2h 00m
Chicago O'Hare Intl
Wed 9/30
3:40 pm-11:18 pm
1 stop6h 38m
$218
Quickest round-trip
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Tue 9/8
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Sun 9/13
3:20 pm-6:00 pm
Nonstop1h 40m
$228
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 9/9
10:10 am-11:00 am
Nonstop1h 50m
Chicago Midway
Sun 9/13
11:45 am-2:25 pm
Nonstop1h 40m
$228
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 9/16
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Mon 9/28
3:20 pm-6:00 pm
Nonstop1h 40m
$229
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Tue 8/18
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Mon 8/24
10:25 am-1:05 pm
Nonstop1h 40m
$230
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 8/28
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Thu 9/3
3:20 pm-6:00 pm
Nonstop1h 40m
$234
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 9/9
12:08 pm-4:13 pm
1 stop5h 05m
Chicago O'Hare Intl
Wed 9/16
5:10 pm-10:59 pm
1 stop4h 49m
$243
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 9/18
12:45 pm-11:40 pm
1 stop11h 55m
Chicago O'Hare Intl
Mon 9/21
6:25 am-2:19 pm
1 stop6h 54m
$243
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 9/28
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Thu 10/1
3:20 pm-6:00 pm
Nonstop1h 40m
$246
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.
YTZ-MDW
YTZ-ORD
YYC-ORD
YYZ-ORD
YHM-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
YTZ-MDW
YTZ-ORD
YYC-ORD
YYZ-ORD
What is the cheapest month to book a flight from Canada to Illinois?
Currently, September is the cheapest month in which you can book a flight from Canada to Illinois (average of $279). Flying from Canada to Illinois in July is currently the most expensive (average of $354). 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 July 29, 2026.
It’s typically best to fly out from Canada to Illinois in the morning. Doing so could potentially save you 21% on the flight price compared to flying at noon, which is usually more expensive.
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 July 29, 2026.
The most flights from CA0 to USIL are scheduled on a Monday (70 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (38 on average).
How far ahead should I book a flight from Canada to Illinois?
The price you pay for your flight from Canada to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 July 25, 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. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 July 29, 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.
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Food
7.5
Boarding
8.2
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Airlines flying to Illinois
American Airlines flights to Illinoisfrom $230/person
United Airlines flights to Illinoisfrom $189/person
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 July 29, 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$135 | Average$388 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$163 | Average$330 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$167 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$370 | FlexibilityNo cancel fee | On-time52% |