$125+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
May 31 — Jun 71
Round-trip
1 adult, Economy
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Find cheap flights from Canada to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 May 1, 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 May 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/248:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 5/273:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$205
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/224:00 pm
YYZ
- ORD
Nonstop1h 59m
Air Canada
Tue 5/269:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fri 5/293:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$206
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Thu 6/257:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Mon 6/297:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/27![Air Canada logo]()
$206
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/226:40 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Thu 5/289:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/29![Air Canada logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 7/223:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/28![Porter Airlines logo]()
$207
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:30 am
YTZ
- ORD
1 stop7h 23m
Air Canada
Wed 6/37:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/29![Air Canada logo]()
$207
This FlightHub deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:30 am
YUL
- MDW
1 stop4h 05m
Porter Airlines
Sun 6/710:15 am
MDW
- YUL
1 stop6h 00m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$207
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Sat 5/234:00 pm
YYZ
- ORD
1 stop5h 08m
Air Canada
Sat 5/308:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 4/27![Air Canada logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/268:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Tue 6/210:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$208
This Flightnetwork deal was found by Cheapflights users on 4/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:15 pm
YTZ
- ORD
Nonstop1h 55m
Air Canada
Thu 6/187:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/27![Air Canada logo]()
$208
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Sat 5/169:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$209
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 May 1, 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 May 1, 2026.
This Porter Airlines deal was found by Cheapflights users on 4/28. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 6/1010:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/28![Porter Airlines logo]()
$220
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/35:15 pm
YYZ
- ORD
Nonstop2h 03m
United Airlines
Wed 6/107:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 4/28![United Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Tue 6/29:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Deal found 4/27![Delta logo]()
$234
This Air Transat deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Sun 5/241:45 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Tue 6/210:15 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 4/29![Air Transat logo]()
$256
This KAYAK deal was found by Cheapflights users on 4/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:20 pm
YTZ
- ORD
Nonstop1h 56m
Air Canada
Fri 6/57:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/26![Air Canada logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:50 am
YYZ
- STL
1 stop15h 07m
Multiple Airlines
Fri 6/511:24 am
STL
- YYZ
2 stops32h 31m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$397
This Porter Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/221:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 6/310:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$220
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 6/308:50 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Wed 7/85:55 pm
ORD
- YYZ
Nonstop1h 49m
United Airlines
Deal found 4/27![United Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 4/26. 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.
Sun 5/246:30 am
YYZ
- MDW
1 stop7h 49m
Delta
Sun 5/319:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Deal found 4/26![Delta logo]()
$234
This Porter Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/51:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 6/710:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Wed 6/109:17 am
MDW
- YYZ
1 stop3h 17m
Delta
Deal found 4/27![Delta logo]()
$234
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/2110:15 am
YYZ
- ORD
Nonstop2h 06m
United Airlines
Mon 6/19:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 4/29![United Airlines logo]()
$236
This Porter Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/313:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/30![Porter Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:20 pm
YYZ
- ORD
1 stop4h 45m
Delta
Fri 5/296:00 am
ORD
- YYZ
1 stop6h 40m
Delta
Deal found 4/27![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/57:43 pm
YYZ
- ORD
1 stop4h 43m
United Airlines
Mon 6/89:15 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 4/30![United Airlines logo]()
$240
This Porter Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Mon 5/258:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 6/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 4/28. 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 6/1812:09 pm
YYZ
- ORD
1 stop7h 20m
Delta
Sun 6/217:01 am
ORD
- YYZ
1 stop7h 18m
Delta
Deal found 4/28![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Wed 7/112:55 pm
ORD
- YYZ
Nonstop1h 51m
United Airlines
Deal found 4/29![United Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 4/28. 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 5/286:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Mon 6/16:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Deal found 4/28![Delta logo]()
$235
This Flightnetwork deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Sat 8/228:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/2310:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/30![Porter Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/192:45 pm
YYZ
- ORD
Nonstop2h 06m
United Airlines
Sat 8/224:35 pm
ORD
- YYZ
Nonstop2h 02m
United Airlines
Deal found 4/29![United Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/1212:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Fri 6/191:21 pm
MDW
- YYZ
1 stop8h 41m
Delta
Deal found 4/29![Delta logo]()
$241
This Porter Airlines deal was found by Cheapflights users on 4/27. 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 5/128:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 5/1310:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$243
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Sat 5/306:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Deal found 4/29![Delta logo]()
$242
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/93:00 pm
YYZ
- STL
1 stop6h 25m
Air Canada
Wed 6/108:40 am
STL
- YYZ
Nonstop1h 58m
Air Canada
Deal found 4/30![Air Canada logo]()
$433
This Porter Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 5/2810:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$246
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/197:20 pm
YTZ
- ORD
Nonstop1h 56m
United Airlines
Sun 6/217:25 am
ORD
- YTZ
Nonstop1h 41m
United Airlines
Deal found 4/27![United Airlines logo]()
$281
This Porter Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/268:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 5/283:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 4/26. 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.
Sat 6/206:05 am
YYZ
- ORD
1 stop5h 30m
Delta
Tue 7/77:05 am
ORD
- YYZ
1 stop5h 29m
Delta
Deal found 4/26![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/127:20 pm
YTZ
- ORD
Nonstop1h 56m
United Airlines
Sun 6/146:30 am
ORD
- YTZ
1 stop11h 12m
United Airlines
Deal found 4/27![United Airlines logo]()
$281
Last-minute flights from Canada to IllinoisDiscover last-minute flight deals from Canada to Illinois. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from Canada to Illinois. Data last updated May 1, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:00 am
YYZ
- ORD
Nonstop2h 00m
Air Canada
Sat 5/169:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$209
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/1710:30 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/28![Porter Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 5/313:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$206
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/224:00 pm
YYZ
- ORD
Nonstop1h 59m
Air Canada
Tue 5/269:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/30![Air Canada logo]()
$206
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/226:40 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Thu 5/289:55 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Deal found 4/29![Air Canada logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/221:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 6/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$209
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:30 am
YTZ
- ORD
1 stop7h 23m
Air Canada
Wed 6/37:25 am
ORD
- YTZ
Nonstop1h 41m
Air Canada
Deal found 4/29![Air Canada logo]()
$207
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Sat 5/234:00 pm
YYZ
- ORD
1 stop5h 08m
Air Canada
Sat 5/308:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 4/27![Air Canada logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/248:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 5/273:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/268:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Tue 6/210:15 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 4/29![Porter Airlines logo]()
$208
This Kissandfly.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Thu 5/2812:25 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Mon 6/19:15 pm
ORD
- YYZ
Nonstop1h 44m
Air Canada
Deal found 4/30![Air Canada logo]()
$211
This Justfly.com deal was found by Cheapflights users on 4/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:30 am
YUL
- MDW
1 stop9h 05m
Porter Airlines
Mon 6/110:15 am
MDW
- YUL
1 stop6h 00m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$207
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 May 1, 2026.
Search for one-way flight options from Canada to Illinois. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This iWofly deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/61:55 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/30![Air Canada logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$125
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/28![Porter Airlines logo]()
$126
This Air Canada deal was found by Cheapflights users on 4/27. 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.
Sat 5/2310:45 am
YTZ
- ORD
1 stop5h 08m
Air Canada
Deal found 4/27![Air Canada logo]()
$126
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Sun 5/241:00 pm
YYZ
- ORD
Nonstop2h 06m
United Airlines
Deal found 4/27![United Airlines logo]()
$127
This Flightnetwork deal was found by Cheapflights users on 4/26. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:45 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/26![Porter Airlines logo]()
$127
This Super.com deal was found by Cheapflights users on 4/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:55 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$128
This Trip.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/226:40 pm
YYZ
- ORD
Nonstop2h 00m
Air Canada
Deal found 4/29![Air Canada logo]()
$129
This Justfly.com deal was found by Cheapflights users on 4/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$129
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:05 am
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Deal found 4/27![Porter Airlines logo]()
$129
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/287:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/30![United Airlines logo]()
$130
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/147:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/29![United Airlines logo]()
$131
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 May 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Justfly.com) |
One-way from | $125 (iWofly) |
Popular in | April |
Cheapest in | July |
Average price | $254 |
Good round-trip deal | $183 or less |
Good one-way deal | $102 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 May 1, 2026.
Use the filters below to find and compare flights from Canada to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 6/6
8:45 am-9:35 am
Nonstop1h 50m
Chicago Midway
Wed 6/10
10:15 am-12:55 pm
Nonstop1h 40m
$220
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 5/22
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Wed 6/3
10:15 am-12:55 pm
Nonstop1h 40m
$220
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 6/5
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Sun 6/7
10:15 am-12:55 pm
Nonstop1h 40m
$225
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 6/3
5:15 pm-6:18 pm
Nonstop2h 03m
Chicago O'Hare Intl
Wed 6/10
7:09 am-9:54 am
Nonstop1h 45m
$229
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 5/29
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Sun 5/31
3:20 pm-6:00 pm
Nonstop1h 40m
$230
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 6/30
8:50 am-9:50 am
Nonstop2h 00m
Chicago O'Hare Intl
Wed 7/8
5:55 pm-8:44 pm
Nonstop1h 49m
$231
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 5/25
8:55 am-9:45 am
Nonstop1h 50m
Chicago Midway
Mon 6/1
3:20 pm-6:00 pm
Nonstop1h 40m
$232
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 5/27
4:04 pm-6:33 pm
1 stop3h 29m
Chicago Midway
Tue 6/2
9:22 am-5:21 pm
1 stop6h 59m
$234
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sun 5/24
6:30 am-1:19 pm
1 stop7h 49m
Chicago Midway
Sun 5/31
9:22 am-5:21 pm
1 stop6h 59m
$234
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 6/6
2:20 pm-6:33 pm
1 stop5h 13m
Chicago Midway
Wed 6/10
9:17 am-1:34 pm
1 stop3h 17m
$234
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.
YYZ-ORD
YTZ-MDW
YTZ-ORD
YYZ-MDW
YYZ-STL
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
YYZ-ORD
YTZ-MDW
YTZ-ORD
YYZ-MDW
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 77 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Canada to Illinois?
Currently, November is the cheapest month in which you can book a flight from Canada to Illinois (average of $271). Flying from Canada to Illinois in April is currently the most expensive (average of $373). 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 May 1, 2026.
It’s typically best to fly out from Canada to Illinois in the morning. Doing so could potentially save you 29% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from Canada to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Canada to Illinois. Price data was last updated on April 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. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Canada to Illinois
Explore weekly flight availability from Canada to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 1, 2026.
The most flights from CA0 to USIL are scheduled on a Thursday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 on average).
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated May 1, 2026.
Read through reviews of airlines operating flights from Canada to Illinois, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Overall
8.0
Boarding
8.2
Entertainment
7.0
Food
7.6
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentJohn,Mar 2026
YYZ - PVR
Related info for your journey
Find useful and relevant information for your journey from Canada to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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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 May 1, 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$350 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$90 | Average$418 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$101 | Average$404 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$137 | Average$309 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$167 | Average$362 | FlexibilityNo cancel fee | On-time71% |