$106+ Cheap flights from Chicago (CHI) to Pearson Intl (YYZ)
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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Pearson Intl 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 Pearson Intl are usually found in February or November, booked 42 days in advance, depart on a Thursday or Wednesday and return on a Friday
Cheap flight deals from Chicago to Pearson Intl
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Cheapest flights from Chicago to Pearson IntlExplore the most affordable flight options available from Chicago to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
Explore the most affordable flight options available from Chicago to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
This Air Canada deal was found by Cheapflights users on 8/10. 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.
Sat 9/1911:05 am -
1 stop5h 28m
Tue 9/2210:30 am -
1 stop5h 22m
Deal found 8/10![Air Canada logo]()
$236
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/102:15 pm -
Nonstop1h 46m
Mon 9/1412:25 pm -
Nonstop1h 58m
Deal found 8/5![Air Canada logo]()
$237
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:45 am -
1 stop5h 48m
Wed 9/96:50 pm -
Nonstop1h 58m
Deal found 8/6![Air Canada logo]()
$238
This Kissandfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/105:35 pm -
Nonstop1h 43m
Sun 9/1312:45 pm -
1 stop7h 50m
Deal found 8/7![Air Canada logo]()
$239
This Kissandfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/108:50 am -
Nonstop1h 59m
Sun 9/1311:00 am -
Nonstop2h 00m
Deal found 8/7![Lufthansa logo]()
$240
This Booking.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/172:15 pm -
Nonstop1h 46m
Wed 9/237:10 am -
2 stops8h 42m
Deal found 8/8![Air Canada logo]()
$241
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/2411:05 am -
1 stop6h 07m
Mon 9/288:05 am -
Nonstop1h 55m
Deal found 8/5![Air Canada logo]()
$244
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/172:52 pm -
Nonstop2h 04m
Thu 9/178:00 pm -
1 stop5h 28m
Deal found 8/10![United Airlines logo]()
$245
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/309:50 am -
Nonstop1h 45m
Tue 9/12:00 pm -
Nonstop1h 55m
Deal found 8/6![Air Canada logo]()
$246
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:37 pm -
1 stop4h 22m
Thu 9/1712:08 pm -
1 stop7h 25m
Deal found 8/10![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:24 am -
1 stop7h 00m
Mon 9/76:10 am -
1 stop7h 29m
Deal found 8/10![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/299:24 am -
1 stop4h 56m
Fri 9/44:10 pm -
1 stop3h 23m
Deal found 8/6![Delta logo]()
$312
Best flights from Chicago to Pearson IntlDiscover carefully curated flight deals from Chicago to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
Discover carefully curated flight deals from Chicago to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
This United deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/135:00 am -
1 stop5h 43m
Sun 9/202:00 pm -
Nonstop1h 55m
Deal found 8/9![Multiple Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/126:22 pm -
1 stop4h 32m
Mon 9/148:00 pm -
1 stop5h 28m
Deal found 8/7![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/199:29 am -
1 stop6h 51m
Sat 9/266:00 am -
1 stop4h 07m
Deal found 8/6![Delta logo]()
$279
This United deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/162:30 pm -
1 stop8h 24m
Fri 9/1812:25 pm -
Nonstop1h 58m
Deal found 8/9![Multiple Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:00 am -
1 stop5h 43m
Sun 9/1312:45 pm -
1 stop4h 44m
Deal found 8/7![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:37 pm -
1 stop4h 22m
Mon 9/1412:08 pm -
1 stop7h 25m
Deal found 8/10![Delta logo]()
$279
This United deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/135:00 am -
1 stop5h 43m
Thu 9/1710:30 am -
1 stop5h 22m
Deal found 8/7![Multiple Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/189:29 am -
1 stop6h 51m
Mon 9/216:00 am -
1 stop4h 07m
Deal found 8/5![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:52 pm -
Nonstop2h 04m
Sat 9/57:00 am -
Nonstop2h 00m
Deal found 8/6![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/178:55 am -
1 stop5h 20m
Sun 9/206:00 am -
1 stop5h 37m
Deal found 8/7![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/287:09 am -
Nonstop1h 45m
Sat 10/35:45 pm -
Nonstop2h 06m
Deal found 8/8![United Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/169:29 am -
1 stop4h 46m
Fri 9/1812:08 pm -
1 stop7h 25m
Deal found 8/6![Delta logo]()
$307
This United deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:39 pm -
1 stop11h 25m
Sat 9/54:00 pm -
1 stop5h 05m
Deal found 8/9![Multiple Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/277:09 am -
Nonstop1h 45m
Tue 9/18:50 am -
Nonstop2h 03m
Deal found 8/7![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:29 am -
1 stop6h 51m
Sat 10/1012:10 pm -
1 stop6h 50m
Deal found 8/9![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 8/241:59 pm -
1 stop8h 04m
Wed 9/29:45 am -
1 stop7h 32m
Deal found 8/7![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/289:24 am -
1 stop7h 00m
Sun 9/66:10 am -
1 stop4h 07m
Deal found 8/7![Delta logo]()
$332
This KAYAK deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Fri 9/189:29 am -
1 stop6h 51m
Sat 9/1912:08 pm -
1 stop7h 14m
Deal found 8/5![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/229:29 am -
1 stop6h 50m
Sat 10/246:00 am -
1 stop7h 47m
Deal found 8/7![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/79:29 am -
1 stop6h 50m
Sun 10/116:00 am -
1 stop7h 47m
Deal found 8/9![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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
Thu 10/156:00 am -
1 stop4h 17m
Deal found 8/7![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Mon 8/315:45 pm -
1 stop4h 18m
Sat 9/512:09 pm -
1 stop5h 50m
Deal found 8/5![Delta logo]()
$383
Last-minute flights from Chicago to Pearson IntlDiscover last-minute flight deals from Chicago to Pearson Intl. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pearson Intl. Data last updated August 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/299:24 am -
1 stop4h 56m
Wed 9/212:09 pm -
1 stop5h 50m
Deal found 8/6![Delta logo]()
$312
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/309:50 am -
Nonstop1h 45m
Tue 9/12:00 pm -
Nonstop1h 55m
Deal found 8/6![Air Canada logo]()
$246
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:24 am -
1 stop7h 00m
Mon 9/76:10 am -
1 stop7h 29m
Deal found 8/10![Delta logo]()
$307
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:45 am -
1 stop5h 48m
Wed 9/96:50 pm -
Nonstop1h 58m
Deal found 8/6![Air Canada logo]()
$238
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/102:15 pm -
Nonstop1h 46m
Mon 9/1412:25 pm -
Nonstop1h 58m
Deal found 8/5![Air Canada logo]()
$237
This Kissandfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/105:35 pm -
Nonstop1h 43m
Sun 9/1312:45 pm -
1 stop7h 50m
Deal found 8/7![Air Canada logo]()
$239
This Kissandfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/108:50 am -
Nonstop1h 59m
Sun 9/1311:00 am -
Nonstop2h 00m
Deal found 8/7![Lufthansa logo]()
$240
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:37 pm -
1 stop4h 22m
Thu 9/1712:08 pm -
1 stop7h 25m
Deal found 8/10![Delta logo]()
$279
This Booking.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/172:15 pm -
Nonstop1h 46m
Wed 9/237:10 am -
2 stops8h 42m
Deal found 8/8![Air Canada logo]()
$241
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/172:52 pm -
Nonstop2h 04m
Thu 9/178:00 pm -
1 stop5h 28m
Deal found 8/10![United Airlines logo]()
$245
This Air Canada deal was found by Cheapflights users on 8/10. 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.
Sat 9/1911:05 am -
1 stop5h 28m
Tue 9/2210:30 am -
1 stop5h 22m
Deal found 8/10![Air Canada logo]()
$236
This Mytrip deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/2411:05 am -
1 stop6h 07m
Mon 9/288:05 am -
Nonstop1h 55m
Deal found 8/5![Air Canada logo]()
$244
One-way flights from Chicago to Pearson IntlSearch for one-way flight options from Chicago to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
Search for one-way flight options from Chicago to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:11 am -
1 stop12h 44m
Deal found 8/10![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:11 am -
1 stop8h 44m
Deal found 8/5![Multiple Airlines logo]()
$108
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/1011:05 am -
1 stop5h 28m
Deal found 8/9![Air Canada logo]()
$109
This Kissandfly.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Tue 9/159:29 am -
1 stop6h 51m
Deal found 8/7![KLM logo]()
$109
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 8/309:50 am -
Nonstop1h 45m
Deal found 8/9![Air Canada logo]()
$110
This Fareboom deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:59 am -
1 stop7h 35m
Deal found 8/5![WestJet logo]()
$110
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/208:55 am -
1 stop7h 25m
Deal found 8/7![Delta logo]()
$111
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:03 pm -
1 stop4h 56m
Deal found 8/7![Delta logo]()
$111
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/208:40 pm -
Nonstop1h 46m
Deal found 8/5![Air Canada logo]()
$113
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:15 pm -
Nonstop1h 46m
Deal found 8/6![Air Canada logo]()
$114
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/198:45 am -
2 stops7h 22m
Deal found 8/6![Air Canada logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:11 am -
1 stop29h 54m
Deal found 8/9![Multiple Airlines logo]()
$129
Find flight deals from Chicago to Pearson Intl
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pearson Intl (YYZ). 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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $236 (Air Canada) |
One-way from | $106 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $380 |
Good round-trip deal | $354 or less |
Good one-way deal | $170 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Pearson Intl 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 August 10, 2026.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 9/13
5:00 am-11:43 am
1 stop5h 43m
Toronto Pearson Intl
Sun 9/20
2:00 pm-2:55 pm
Nonstop1h 55m
$263
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Wed 9/16
2:30 pm-11:54 pm
1 stop8h 24m
Toronto Pearson Intl
Fri 9/18
12:25 pm-1:23 pm
Nonstop1h 58m
$263
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 9/13
5:00 am-11:43 am
1 stop5h 43m
Toronto Pearson Intl
Thu 9/17
10:30 am-2:52 pm
1 stop5h 22m
$272
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sat 9/12
6:22 pm-11:54 pm
1 stop4h 32m
Toronto Pearson Intl
Mon 9/14
8:00 pm-12:28 am
1 stop5h 28m
$279
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 9/19
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Sat 9/26
6:00 am-9:07 am
1 stop4h 07m
$279
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 9/10
5:00 am-11:43 am
1 stop5h 43m
Toronto Pearson Intl
Sun 9/13
12:45 pm-4:29 pm
1 stop4h 44m
$279
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Thu 9/10
5:37 pm-10:59 pm
1 stop4h 22m
Toronto Pearson Intl
Mon 9/14
12:08 pm-6:33 pm
1 stop7h 25m
$279
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 9/18
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Mon 9/21
6:00 am-9:07 am
1 stop4h 07m
$279
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 9/17
8:55 am-3:15 pm
1 stop5h 20m
Toronto Pearson Intl
Sun 9/20
6:00 am-10:37 am
1 stop5h 37m
$307
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 9/16
9:29 am-3:15 pm
1 stop4h 46m
Toronto Pearson Intl
Fri 9/18
12:08 pm-6:33 pm
1 stop7h 25m
$307
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago to Pearson Intl
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 Pearson Intl in August.
| 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 |
- Most accurate provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport 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 Pearson Intl Airport 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 Pearson Intl
Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Chicago with our price prediction graph.
CHI-YYZ
ORD-YYZ
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 Pearson Intl Airport
CHI-YYZ
ORD-YYZ
MDW-YYZ
What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?
Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of $288). Flying from Chicago to Toronto Pearson Intl Airport in March is currently the most expensive (average of $406). 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 YYZ?
Find hourly flight availability from Chicago to Pearson Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 10, 2026.
One of the essential ways to save on airfare from Chicago to Toronto Pearson Intl Airport is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 43% on airfare.
Weekly flight availability from Chicago to Toronto Pearson Intl Airport
Explore weekly flight availability from Chicago to Pearson Intl. 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 August 10, 2026.
The most flights from CHI to YYZ are scheduled on a Friday (68 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (35 on average).
How much does it cost to fly round-trip from Chicago to Toronto Pearson Intl Airport?
Airfare is below average for this route at the moment.
Chicago to Toronto Pearson Intl Airport flights typically cost between $343 and $464 in September.The cheapest round-trip price found within the last 5 days was $236 on Air Canada (Sep 19-Sep 22).
How often are flights from Chicago to Toronto delayed?
About 22% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 132 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, American Airlines have had the lowest number of delays on this route, with just 18% of flights being delayed.
How far ahead should I book a flight from Chicago to Toronto Pearson Intl Airport?
The price you pay for your flight from Chicago to Toronto Pearson Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 89 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 Pearson Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Pearson Intl. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Chicago to Toronto Pearson Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Toronto Pearson Intl Airport 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 Pearson Intl Airport trip
Our travel experts
Reviews of airlines servicing Pearson Intl
Get insights into the airlines that provide service to Pearson Intl. 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 Pearson Intl. Reviews last updated August 10, 2026.
See what other customers who have flown with Porter Airlines,United Airlines, andAmerican Airlines from Chicago to Toronto Pearson Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Entertainment
6.9
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Overall
8.0
Entertainment
6.9
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Overall
8.0
Entertainment
6.9
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Overall
8.0
Entertainment
6.9
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Overall
8.0
Entertainment
6.9
Comfort
8.0
Food
7.6
Crew
8.6
Boarding
8.2
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 Pearson Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Toronto Pearson Intl Airport?
Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locationsMarkham
Brampton
Vaughan
Oakville
Collingwood
Pickering
Kitchener
Cambridge
Whitby
Owen Sound
Burlington
Ajax
Orillia
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Chicago and Pearson Intl flights
Browse other Chicago and Pearson Intl flight options. Last updated on August 10, 2026.
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Top 7 airlines flying from Chicago to Pearson Intl
Discover the top 7 airlines that operate flights from Chicago to Pearson Intl. 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 August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$121 | Average$281 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$170 | Average$319 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$222 | Average$343 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$383 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$238 | Average$403 | FlexibilityNo cancel fee | On-time52% |