$101+ Cheap flights from Chicago (CHI) to Toronto (YTO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Toronto 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Toronto are usually found in March or January, booked 90 days in advance, depart on a Thursday or Friday and return on a Friday
Cheap flight deals from Chicago to Toronto
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Cheapest flights from Chicago to TorontoExplore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Kissandfly.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/18:50 am -
Nonstop1h 59m
Sun 10/47:00 am -
Nonstop2h 00m
Deal found 9/3![Lufthansa logo]()
$228
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/257:25 am -
Nonstop1h 41m
Thu 10/2910:45 am -
1 stop5h 07m
Deal found 9/3![Air Canada logo]()
$230
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/912:59 pm -
Nonstop1h 47m
Sun 10/115:15 pm -
Nonstop2h 15m
Deal found 9/1![United Airlines logo]()
$230
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/2911:05 am -
1 stop5h 45m
Sun 10/412:15 pm -
Nonstop2h 10m
Deal found 9/2![Air Canada logo]()
$231
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:45 pm -
Nonstop1h 46m
Mon 10/56:50 pm -
Nonstop1h 58m
Deal found 9/2![Air Canada logo]()
$231
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/1![Multiple Airlines logo]()
$232
This Booking.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Thu 10/17:25 am -
Nonstop1h 48m
Mon 10/512:20 pm -
2 stops8h 52m
Deal found 9/1![Air Canada logo]()
$232
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/1412:59 pm -
Nonstop1h 47m
Wed 10/147:43 pm -
1 stop4h 49m
Deal found 9/3![United Airlines logo]()
$232
This Justfly.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$233
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/297:25 am -
Nonstop1h 42m
Tue 10/67:35 pm -
Nonstop2h 10m
Deal found 9/2![Air Canada logo]()
$233
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/18:45 pm -
Nonstop1h 46m
Mon 10/52:00 pm -
Nonstop1h 55m
Deal found 9/2![Air Canada logo]()
$233
Best flights from Chicago to TorontoDiscover carefully curated flight deals from Chicago to Toronto that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
Discover carefully curated flight deals from Chicago to Toronto that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/48:50 am -
Nonstop1h 59m
Fri 10/95:15 pm -
Nonstop2h 15m
Deal found 8/31![United Airlines logo]()
$230
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/1![Multiple Airlines logo]()
$232
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/309:29 am -
1 stop6h 51m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/1![Delta logo]()
$255
This FlightHub deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/153:20 pm -
Nonstop1h 40m
Sun 10/1810:10 am -
Nonstop1h 50m
Deal found 9/2![Air Transat logo]()
$271
This Trip.com deal was found by Cheapflights users on 8/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/242:00 pm -
Nonstop1h 42m
Sun 9/278:55 pm -
1 stop11h 49m
Deal found 8/30![Air Canada logo]()
$434
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/24:33 pm -
Nonstop2h 04m
Sun 10/47:00 am -
Nonstop2h 00m
Deal found 9/1![United Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/252:52 pm -
Nonstop2h 04m
Sun 9/278:50 am -
Nonstop1h 58m
Deal found 9/1![United Airlines logo]()
$230
This United deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/138:50 am -
1 stop9h 12m
Tue 10/204:00 pm -
1 stop5h 12m
Deal found 9/3![Multiple Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:55 pm -
1 stop8h 01m
Sun 10/259:40 am -
1 stop7h 52m
Deal found 9/3![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/91:26 pm -
1 stop8h 30m
Sun 10/116:00 am -
1 stop7h 41m
Deal found 9/3![Delta logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/2011:45 am -
Nonstop1h 40m
Wed 9/231:45 pm -
Nonstop1h 50m
Deal found 8/31![Air Transat logo]()
$286
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/257:03 am -
Nonstop1h 44m
Thu 10/296:45 am -
Nonstop2h 09m
Deal found 9/2![United Airlines logo]()
$241
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/2911:45 am -
Nonstop1h 40m
Sun 10/41:45 pm -
Nonstop1h 50m
Deal found 9/1![Porter Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/181:27 pm -
1 stop8h 29m
Fri 10/236:00 am -
1 stop7h 47m
Deal found 9/2![Delta logo]()
$256
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/303:20 pm -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/1![Porter Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/266:06 pm -
1 stop4h 48m
Sun 10/47:00 am -
Nonstop2h 00m
Deal found 9/3![United Airlines logo]()
$251
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:00 pm -
1 stop5h 23m
Fri 10/238:50 am -
Nonstop1h 58m
Deal found 9/2![United Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/269:29 am -
1 stop4h 46m
Sun 10/412:08 pm -
1 stop7h 25m
Deal found 9/3![Delta logo]()
$277
This FlightHub deal was found by Cheapflights users on 8/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
Nonstop1h 40m
Thu 9/2410:10 am -
Nonstop1h 50m
Deal found 8/30![Porter Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/254:40 pm -
1 stop5h 46m
Sun 11/296:45 am -
Nonstop2h 09m
Deal found 9/3![United Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:27 pm -
1 stop8h 29m
Tue 10/206:00 am -
1 stop7h 47m
Deal found 9/3![Delta logo]()
$277
This United deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/3012:55 pm -
1 stop4h 56m
Mon 10/512:20 pm -
1 stop7h 26m
Deal found 9/1![Multiple Airlines logo]()
$391
This Trip.com deal was found by Cheapflights users on 8/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 8/30![Porter Airlines logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/24:00 pm -
1 stop5h 23m
Mon 10/57:00 am -
Nonstop2h 00m
Deal found 9/3![United Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/249:29 am -
1 stop6h 51m
Sun 9/276:00 am -
1 stop4h 07m
Deal found 8/31![Delta logo]()
$279
This United deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:55 pm -
1 stop5h 02m
Mon 10/512:20 pm -
1 stop7h 26m
Deal found 9/3![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:45 am -
Nonstop1h 40m
Mon 9/211:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 12/87:00 am -
1 stop5h 43m
Fri 12/119:30 am -
1 stop5h 30m
Deal found 9/1![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/141:27 pm -
1 stop8h 29m
Tue 10/209:40 am -
1 stop4h 07m
Deal found 9/2![Delta logo]()
$285
Last-minute flights from Chicago to TorontoDiscover last-minute flight deals from Chicago to Toronto. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Toronto. Data last updated September 4, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Justfly.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$233
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/2911:05 am -
1 stop5h 45m
Sun 10/412:15 pm -
Nonstop2h 10m
Deal found 9/2![Air Canada logo]()
$231
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/297:25 am -
Nonstop1h 42m
Tue 10/67:35 pm -
Nonstop2h 10m
Deal found 9/2![Air Canada logo]()
$233
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:55 am -
Nonstop1h 45m
Sun 10/48:05 am -
Nonstop1h 55m
Deal found 9/2![Air Canada logo]()
$231
This Kissandfly.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/18:50 am -
Nonstop1h 59m
Sun 10/47:00 am -
Nonstop2h 00m
Deal found 9/3![Lufthansa logo]()
$228
This Booking.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Thu 10/17:25 am -
Nonstop1h 48m
Mon 10/512:20 pm -
2 stops8h 52m
Deal found 9/1![Air Canada logo]()
$232
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/18:45 pm -
Nonstop1h 46m
Mon 10/52:00 pm -
Nonstop1h 55m
Deal found 9/2![Air Canada logo]()
$233
This Trip.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/211:45 am -
Nonstop1h 40m
Sun 10/410:10 am -
Nonstop1h 50m
Deal found 9/1![Multiple Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/912:59 pm -
Nonstop1h 47m
Sun 10/115:15 pm -
Nonstop2h 15m
Deal found 9/1![United Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/1412:59 pm -
Nonstop1h 47m
Wed 10/147:43 pm -
1 stop4h 49m
Deal found 9/3![United Airlines logo]()
$232
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/257:25 am -
Nonstop1h 41m
Thu 10/2910:45 am -
1 stop5h 07m
Deal found 9/3![Air Canada logo]()
$230
One-way flights from Chicago to TorontoSearch for one-way flight options from Chicago to Toronto. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
Search for one-way flight options from Chicago to Toronto. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Booking.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:05 am -
1 stop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Canada logo]()
$101
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/2111:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Transat logo]()
$102
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/272:00 pm -
Nonstop1h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Canada logo]()
$102
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Sat 10/38:29 pm -
Nonstop1h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$102
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/222:00 pm -
Nonstop1h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Canada logo]()
$103
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/39:20 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![United Airlines logo]()
$103
This Porter Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/2711:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$104
This Air Canada deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/211:05 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$105
This Justfly.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3011:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Transat logo]()
$106
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/137:25 am -
Nonstop1h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Canada logo]()
$107
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Fri 9/254:00 pm -
1 stop6h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![American Airlines logo]()
$107
This Air Canada deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/38:45 am -
2 stops7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Canada logo]()
$108
Find flight deals from Chicago to Toronto
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $228 (Trip.com) |
One-way from | $101 (Booking.com) |
Popular in | August |
Cheapest in | March |
Average price | $272 |
Good round-trip deal | $207 or less |
Good one-way deal | $135 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Toronto 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 7,457,451 searches. Data last updated September 4, 2026.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 10/21
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$102
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Wed 9/30
8:50 am-11:49 am
Nonstop1h 59m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$102
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sun 9/27
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 10/1
7:30 am-1:47 pm
1 stop5h 17m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 10/4
8:50 am-2:19 pm
1 stop4h 29m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 10/22
5:59 am-2:19 pm
1 stop7h 20m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Tue 10/13
7:09 am-9:54 am
Nonstop1h 45m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Wed 10/14
8:50 am-11:49 am
Nonstop1h 59m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 10/3
6:40 pm-10:59 pm
1 stop3h 19m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 10/17
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$110
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Chicago to Toronto
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Toronto in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars |
- Most accurate provider: When it comes to deals on Chicago-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Toronto flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Toronto flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Toronto
Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago with our price prediction graph.
CHI-YTO
MDW-YTZ
ORD-YYZ
ORD-YTZ
MDW-YYZ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Toronto
CHI-YTO
MDW-YTZ
ORD-YYZ
ORD-YTZ
MDW-YYZ
What is the cheapest month to book a flight from Chicago to Toronto?
Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of $279). Flying from Chicago to Toronto in August is currently the most expensive (average of $359). 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 CHI to YTO?
Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 4, 2026.
It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Chicago to Toronto
Explore weekly flight availability from Chicago to Toronto. 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 September 4, 2026.
The most flights from CHI to YTO are scheduled on a Wednesday (75 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).
How much does it cost to fly round-trip from Chicago to Toronto?
Airfare is below average for this route at the moment.
Chicago to Toronto flights typically cost between $231 and $362 in September.The cheapest round-trip price found within the last 5 days was $228 on Multiple Airlines (Sep 24-Sep 27).
How often are flights from Chicago to Toronto delayed?
About 21% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 131 minutes.
What is the most punctual flight time for Chicago to Toronto flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Toronto flights?
Over the last year, Porter Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
How far ahead should I book a flight from Chicago to Toronto?
The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 64 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 Chicago to Toronto?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on August 29, 2026.
Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Saturday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Toronto flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Toronto trip
Our travel experts
Reviews of airlines servicing Toronto
Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated September 4, 2026.
Read reviews from past customers who have flown Porter Airlines,Delta, andUnited Airlines from Chicago to Toronto. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.2
Food
7.6
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Food
7.6
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Food
7.6
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Food
7.6
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Food
7.6
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Boarding
8.2
Food
7.6
Comfort
8.0
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 Chicago to Toronto. 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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Complete your trip
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Search flights from Chicago to Toronto by cabin class
Find flights from Chicago to Toronto, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Toronto flights
Browse other Chicago and Toronto flight options. Last updated on September 4, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Toronto
Explore flights to Toronto departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 4, 2026.
Top 6 airlines flying from Chicago to Toronto
Discover the top 6 airlines that operate flights from Chicago to Toronto. 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 7,457,451 searches. Data last updated September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$144 | Average$296 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$193 | Average$351 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$222 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$378 | FlexibilityNo cancel fee | On-time71% |