$135+ Cheap flights from Toronto (YTO) 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Cheapest flights from Toronto to IllinoisExplore the most affordable flight options available from Toronto to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
Explore the most affordable flight options available from Toronto to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
This Air Canada deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:55 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Mon 9/79:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 6/15![Air Canada logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$206
This Kissandfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Sun 8/27:25 am
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/11![Air Canada logo]()
$206
This United Airlines deal was found by Cheapflights users on 6/12. 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 10/211:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Mon 10/57:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 6/12![United Airlines logo]()
$207
This Mytrip deal was found by Cheapflights users on 6/13. 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 7/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Mon 7/62:00 pm
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/15![Air Canada logo]()
$207
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:15 am
YYZ
- ORD
1 stop5h 02m
Air Canada
Sat 9/265:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 6/15![Air Canada logo]()
$208
This Kissandfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/210:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Sun 8/238:45 am
ORD
- YTZ
1 stop6h 06m
Air Canada
Deal found 6/15![Air Canada logo]()
$208
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/24:00 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Sun 7/59:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 6/14![Air Canada logo]()
$209
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/15![Porter Airlines logo]()
$209
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:15 am
YYZ
- ORD
1 stop5h 02m
Air Canada
Sun 9/205:35 pm
ORD
- YYZ
Nonstop1h 43m
Air Canada
Deal found 6/15![Air Canada logo]()
$210
Best flights from Toronto to IllinoisDiscover carefully curated flight deals from Toronto to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
Discover carefully curated flight deals from Toronto to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
This Mytrip deal was found by Cheapflights users on 6/13. 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 7/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$207
This United deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
YYZ
- ORD
Nonstop2h 00m
Multiple Airlines
Mon 8/242:15 pm
ORD
- YYZ
Nonstop1h 46m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$219
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:00 pm
YYZ
- ORD
Nonstop2h 06m
United Airlines
Sun 7/197:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 6/13![United Airlines logo]()
$219
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:45 pm
YTZ
- MDW
Nonstop1h 50m
Air Transat
Sun 7/1210:25 am
MDW
- YTZ
Nonstop1h 40m
Air Transat
Deal found 6/12![Air Transat logo]()
$235
This Air Canada deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:15 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Sun 7/57:25 am
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/15![Air Canada logo]()
$237
This Delta deal was found by Cheapflights users on 6/12. 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.
Wed 10/142:15 pm
YYZ
- MDW
1 stop5h 22m
Delta
Sat 10/179:30 am
MDW
- YYZ
1 stop4h 49m
Delta
Deal found 6/12![Delta logo]()
$240
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Mon 7/1310:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 6/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/198:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Fri 7/243:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$209
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Sat 7/187:43 pm
YYZ
- ORD
1 stop4h 48m
United Airlines
Mon 8/179:29 pm
ORD
- YYZ
Nonstop1h 44m
United Airlines
Deal found 6/13![United Airlines logo]()
$234
This United deal was found by Cheapflights users on 6/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:43 pm
YYZ
- ORD
1 stop4h 48m
Multiple Airlines
Tue 7/143:45 pm
ORD
- YYZ
Nonstop1h 44m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop3h 42m
Delta
Sun 9/135:59 pm
MDW
- YYZ
1 stop3h 58m
Delta
Deal found 6/11![Delta logo]()
$240
This Porter Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 7/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$210
This United deal was found by Cheapflights users on 6/12. 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 8/77:43 pm
YYZ
- ORD
1 stop4h 48m
Multiple Airlines
Sun 8/99:50 am
ORD
- YYZ
Nonstop1h 45m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Tue 7/289:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/11![Delta logo]()
$244
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Tue 8/42:56 pm
ORD
- YYZ
Nonstop2h 00m
United Airlines
Deal found 6/11![United Airlines logo]()
$247
This Porter Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Tue 7/283:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$210
This United deal was found by Cheapflights users on 6/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:44 am
YYZ
- ORD
1 stop8h 15m
Multiple Airlines
Sat 9/53:40 pm
ORD
- YYZ
1 stop6h 15m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:10 am
YYZ
- ORD
1 stop7h 53m
Delta
Wed 7/228:52 am
ORD
- YYZ
1 stop7h 32m
Delta
Deal found 6/15![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 6/12. 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 6/267:00 am
YYZ
- ORD
Nonstop2h 00m
United Airlines
Mon 6/297:09 am
ORD
- YYZ
Nonstop1h 45m
United Airlines
Deal found 6/12![United Airlines logo]()
$265
This United deal was found by Cheapflights users on 6/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:00 pm
YYZ
- ORD
Nonstop2h 05m
Multiple Airlines
Mon 7/202:15 pm
ORD
- YYZ
Nonstop1h 46m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$246
This Porter Airlines deal was found by Cheapflights users on 6/13. 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.
Sun 9/131:40 pm
YTZ
- ORD
Nonstop1h 55m
Porter Airlines
Thu 9/1711:45 am
ORD
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 6/13. 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 7/36:05 am
YYZ
- MDW
1 stop7h 41m
Delta
Sat 7/41:26 pm
MDW
- YYZ
1 stop8h 36m
Delta
Deal found 6/13![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 6/12. 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.
Sat 7/1112:09 pm
YYZ
- MDW
1 stop6h 58m
Delta
Wed 7/159:19 am
MDW
- YYZ
1 stop7h 05m
Delta
Deal found 6/12![Delta logo]()
$252
This Justfly.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 7/2910:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Sun 8/1612:15 pm
YTZ
- ORD
Nonstop2h 04m
United Airlines
Mon 8/3110:50 am
ORD
- YTZ
1 stop6h 56m
United Airlines
Deal found 6/12![United Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Sun 8/239:24 am
MDW
- YYZ
1 stop7h 00m
Delta
Deal found 6/12![Delta logo]()
$252
This WestJet deal was found by Cheapflights users on 6/14. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:10 pm
YHM
- ORD
1 stop23h 30m
WestJet
Thu 9/105:30 pm
ORD
- YHM
1 stop22h 45m
WestJet
Deal found 6/14![WestJet logo]()
$818
This Porter Airlines deal was found by Cheapflights users on 6/13. 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 6/308:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Wed 7/13:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Thu 7/307:25 pm
YTZ
- ORD
Nonstop2h 04m
United Airlines
Tue 8/411:07 am
ORD
- YTZ
1 stop6h 39m
United Airlines
Deal found 6/13![United Airlines logo]()
$297
This Justfly.com deal was found by Cheapflights users on 6/14. 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.
Sun 8/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sat 8/1510:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$237
Last-minute flights from Toronto to IllinoisDiscover last-minute flight deals from Toronto to Illinois. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Toronto to Illinois. Data last updated June 15, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/252:00 pm
YYZ
- ORD
Nonstop1h 55m
Air Canada
Sun 6/288:40 pm
ORD
- YYZ
Nonstop1h 46m
Air Canada
Deal found 6/10![Air Canada logo]()
$212
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 6/2810:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 7/23:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$206
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/15![Porter Airlines logo]()
$209
This Air Canada deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Sun 7/57:25 am
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/10![Air Canada logo]()
$210
This FlightHub deal was found by Cheapflights users on 6/14. 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.
Wed 7/11:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/123:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$211
This Mytrip deal was found by Cheapflights users on 6/13. 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 7/28:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 7/510:25 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/24:00 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Sun 7/59:50 am
ORD
- YYZ
Nonstop1h 45m
Air Canada
Deal found 6/14![Air Canada logo]()
$209
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Mon 7/62:00 pm
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/15![Air Canada logo]()
$207
This Porter Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Thu 7/303:20 pm
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$210
This Kissandfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:25 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Sun 8/27:25 am
ORD
- YTZ
Nonstop1h 42m
Air Canada
Deal found 6/11![Air Canada logo]()
$206
This Kissandfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Sun 8/210:20 am
MDW
- YTZ
Nonstop1h 40m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$208
One-way flights from Toronto to IllinoisSearch for one-way flight options from Toronto to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Toronto to Illinois. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:25 pm
YYZ
- ORD
Nonstop1h 57m
Air Canada
Deal found 6/14![Air Canada logo]()
$135
This FlightHub deal was found by Cheapflights users on 6/12. 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 6/268:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$135
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:00 pm
YYZ
- ORD
Nonstop2h 05m
United Airlines
Deal found 6/10![United Airlines logo]()
$136
This eDestinos deal was found by Cheapflights users on 6/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$136
This Air Canada deal was found by Cheapflights users on 6/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:30 am
YTZ
- ORD
1 stop6h 14m
Air Canada
Deal found 6/12![Air Canada logo]()
$136
This Mytrip deal was found by Cheapflights users on 6/14. 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.
Wed 8/2612:15 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Deal found 6/14![Air Canada logo]()
$137
This Air Canada deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:00 pm
YYZ
- ORD
1 stop5h 12m
Air Canada
Deal found 6/13![Air Canada logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/248:50 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/15![Porter Airlines logo]()
$138
This Air Canada deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:00 pm
YYZ
- ORD
1 stop5h 12m
Air Canada
Deal found 6/11![Air Canada logo]()
$139
This Flightnetwork deal was found by Cheapflights users on 6/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:15 pm
YTZ
- ORD
Nonstop2h 04m
Air Canada
Deal found 6/14![Air Canada logo]()
$139
This Mytrip deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:00 pm
YYZ
- ORD
1 stop5h 05m
Air Canada
Deal found 6/15![Air Canada logo]()
$140
This eDestinos deal was found by Cheapflights users on 6/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/171:45 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$140
Find flight deals from Toronto to Illinois
Keep the following information in mind while searching for Toronto to Illinois flight deals. Data was last updated June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $206 (Kiwi.com) |
One-way from | $135 (Trip.com) |
Popular in | June |
Cheapest in | September |
Average price | $284 |
Good round-trip deal | $217 or less |
Good one-way deal | $134 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Toronto 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 June 15, 2026.
Use the filters below to find and compare flights from Toronto 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
Thu 7/2
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Sun 7/5
10:25 am-1:05 pm
Nonstop1h 40m
$207
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 7/11
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Mon 7/13
10:25 am-1:05 pm
Nonstop1h 40m
$207
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 7/19
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Fri 7/24
3:20 pm-6:00 pm
Nonstop1h 40m
$209
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 7/12
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Thu 7/30
3:20 pm-6:00 pm
Nonstop1h 40m
$210
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 7/10
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Tue 7/28
3:20 pm-6:00 pm
Nonstop1h 40m
$210
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 8/23
7:00 am-8:00 am
Nonstop2h 00m
Chicago O'Hare Intl
Mon 8/24
2:15 pm-5:01 pm
Nonstop1h 46m
$219
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 7/15
1:00 pm-2:06 pm
Nonstop2h 06m
Chicago O'Hare Intl
Sun 7/19
7:09 am-9:54 am
Nonstop1h 45m
$219
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Sun 9/13
1:40 pm-2:35 pm
Nonstop1h 55m
Chicago O'Hare Intl
Thu 9/17
11:45 am-2:25 pm
Nonstop1h 40m
$225
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 7/25
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Wed 7/29
10:25 am-1:05 pm
Nonstop1h 40m
$230
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 7/18
7:43 pm-11:31 pm
1 stop4h 48m
Chicago O'Hare Intl
Mon 8/17
9:29 pm-12:13 am
Nonstop1h 44m
$234
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Toronto to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Toronto with our price prediction graph.
YYZ-ORD
YTZ-MDW
YTZ-ORD
YYZ-STL
YYZ-MDW
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 Toronto to Illinois
YTO-USIL
YYZ-ORD
YTZ-MDW
YTZ-ORD
YYZ-STL
What is the cheapest month to book a flight from Toronto to Illinois?
Currently, August is the cheapest month in which you can book a flight from Toronto to Illinois (average of $247). Flying from Toronto to Illinois in January is currently the most expensive (average of $850). 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 YTO to IL?
Find hourly flight availability from Toronto 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 June 15, 2026.
It’s typically best to fly out from Toronto to Illinois in the morning. Doing so could potentially save you 31% on the flight price compared to flying in the afternoon, which is usually more expensive.
Weekly flight availability from Toronto to Illinois
Explore weekly flight availability from Toronto 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 June 15, 2026.
The most flights from YTO to USIL are scheduled on a Monday (74 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (61 on average).
How much does it cost to fly round-trip from Toronto to Illinois?
How far ahead should I book a flight from Toronto to Illinois?
Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Toronto to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Toronto to Illinois. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Toronto to Illinois flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday mornings 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 June 15, 2026.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAmerican Airlines from Toronto to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.6
Entertainment
6.9
Crew
8.6
Boarding
8.2
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Entertainment
6.9
Crew
8.6
Boarding
8.2
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Entertainment
6.9
Crew
8.6
Boarding
8.2
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Entertainment
6.9
Crew
8.6
Boarding
8.2
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Food
7.6
Entertainment
6.9
Crew
8.6
Boarding
8.2
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodJustin,May 2026
YYZ - MCO
Related info for your journey
Find useful and relevant information for your journey from Toronto to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Toronto 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 Toronto to Illinois by cabin class
Find flights from Toronto to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Toronto and Illinois flights
Browse other Toronto and Illinois flight options. Last updated on June 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Toronto to Illinois flights
Consider these flights traveling from Toronto to Illinois.
Top 4 airlines flying from Toronto to Illinois
Discover the top 4 airlines that operate flights from Toronto 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 June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$153 | Average$312 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$163 | Average$370 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$187 | Average$283 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$299 | FlexibilityNo cancel fee | On-time71% |