$119+ Cheap flights from Chicago (CHI) to Pearson Intl (YYZ)
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Oct 29 — Nov 51
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 76 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 September 29, 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 September 29, 2026.
This deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:45 am -
Nonstop1h 42m
Fri 10/308:20 am -
Nonstop2h 03m
Deal found 9/28![Air Canada logo]()
$250
This Kissandfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:03 am -
Nonstop1h 56m
Sun 10/48:05 am -
Nonstop1h 55m
Deal found 9/26![Air Canada logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Wed 10/289:35 am -
1 stop24h 15m
Deal found 9/27![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:30 am -
1 stop28h 50m
Wed 11/1112:20 pm -
2 stops21h 20m
Deal found 9/28![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:20 am -
1 stop12h 35m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$328
This deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:45 pm -
Nonstop1h 46m
Thu 10/158:05 am -
Nonstop1h 55m
Deal found 9/26![Air Canada logo]()
$338
This Kissandfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:45 am -
Nonstop1h 50m
Sun 10/412:08 pm -
1 stop7h 18m
Deal found 9/26![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:00 am -
1 stop13h 55m
Sat 11/147:35 am -
1 stop9h 02m
Deal found 9/24![Multiple Airlines logo]()
$345
This iWofly deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:35 pm -
Nonstop1h 43m
Wed 9/306:50 pm -
Nonstop1h 58m
Deal found 9/25![Air Canada logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/27![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
2 stops14h 19m
Sat 10/317:35 am -
1 stop9h 02m
Deal found 9/24![Multiple Airlines logo]()
$355
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 September 29, 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 September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 am -
1 stop10h 15m
Wed 10/289:35 am -
1 stop24h 15m
Deal found 9/25![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:29 am -
1 stop7h 51m
Wed 11/189:45 am -
1 stop5h 14m
Deal found 9/28![Delta logo]()
$430
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2811:05 am -
Nonstop1h 58m
Wed 10/287:26 pm -
Nonstop2h 22m
Deal found 9/24![United Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:30 am -
1 stop28h 50m
Wed 11/1112:20 pm -
2 stops21h 20m
Deal found 9/28![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:20 am -
1 stop12h 35m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/27![Multiple Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:29 am -
1 stop4h 01m
Sun 11/156:00 am -
1 stop8h 59m
Deal found 9/28![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:21 pm -
Nonstop1h 38m
Sat 11/286:45 am -
Nonstop2h 09m
Deal found 9/24![United Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 am -
1 stop5h 36m
Mon 10/262:26 pm -
1 stop5h 03m
Deal found 9/28![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 11/216:44 pm -
1 stop3h 13m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 9/23![Delta logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:20 am -
1 stop12h 35m
Tue 10/2711:30 pm -
2 stops34h 20m
Deal found 9/27![Multiple Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
1 stop5h 36m
Sun 10/1112:10 pm -
1 stop5h 22m
Deal found 9/28![Delta logo]()
$461
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:29 pm -
1 stop4h 27m
Thu 10/299:40 am -
1 stop7h 52m
Deal found 9/28![Delta logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
1 stop28h 50m
Sat 1/98:30 pm -
1 stop16h 22m
Deal found 9/25![Multiple Airlines logo]()
$467
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:05 pm -
1 stop4h 52m
Tue 11/172:20 pm -
1 stop5h 10m
Deal found 9/27![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:00 am -
1 stop7h 14m
Tue 1/197:45 am -
1 stop5h 52m
Deal found 9/27![Delta logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:34 pm -
1 stop21h 06m
Sun 11/152:25 pm -
1 stop28h 48m
Deal found 9/26![Multiple Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:05 am -
1 stop5h 25m
Tue 12/12:25 pm -
1 stop5h 01m
Deal found 9/26![Delta logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:08 am -
1 stop29h 47m
Wed 10/289:35 am -
1 stop24h 15m
Deal found 9/27![Multiple Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:19 am -
1 stop5h 01m
Wed 11/256:00 am -
1 stop5h 39m
Deal found 9/27![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:29 am -
1 stop3h 07m
Sun 10/119:40 am -
1 stop4h 07m
Deal found 9/27![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:29 am -
1 stop6h 50m
Sun 11/16:00 am -
1 stop7h 47m
Deal found 9/27![Delta logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:20 am -
1 stop28h 00m
Sat 11/78:30 pm -
1 stop24h 17m
Deal found 9/24![Multiple Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:40 pm -
1 stop3h 19m
Sat 10/1012:10 pm -
1 stop6h 50m
Deal found 9/26![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:44 pm -
1 stop3h 12m
Sun 10/256:00 am -
1 stop7h 47m
Deal found 9/28![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/179:37 am -
1 stop6h 43m
Sat 1/166:00 am -
1 stop7h 33m
Deal found 9/27![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:44 pm -
1 stop3h 12m
Thu 11/56:00 am -
1 stop4h 32m
Deal found 9/25![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:29 am -
1 stop6h 50m
Wed 10/146:00 am -
1 stop4h 32m
Deal found 9/27![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:30 am -
1 stop3h 00m
Tue 11/242:20 pm -
1 stop4h 44m
Deal found 9/28![Delta logo]()
$468
Last-minute flights from Chicago to Pearson IntlDiscover last-minute flight deals from Chicago to Pearson Intl. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pearson Intl. Data last updated September 29, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:03 am -
Nonstop1h 56m
Sun 10/48:05 am -
Nonstop1h 55m
Deal found 9/26![Air Canada logo]()
$293
This Kissandfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:45 am -
Nonstop1h 50m
Sun 10/412:08 pm -
1 stop7h 18m
Deal found 9/26![Multiple Airlines logo]()
$339
This Kissandfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:45 am -
Nonstop1h 50m
Sun 10/46:30 am -
Nonstop2h 10m
Deal found 9/26![British Airways logo]()
$360
This deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:45 pm -
Nonstop1h 46m
Thu 10/158:05 am -
Nonstop1h 55m
Deal found 9/26![Air Canada logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Wed 10/289:35 am -
1 stop24h 15m
Deal found 9/27![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/27![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 am -
1 stop10h 15m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:04 am -
1 stop11h 51m
Thu 10/297:35 am -
1 stop9h 02m
Deal found 9/25![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
2 stops14h 19m
Sat 10/317:35 am -
1 stop9h 02m
Deal found 9/24![Multiple Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:20 am -
1 stop12h 35m
Sat 10/317:35 am -
1 stop27h 55m
Deal found 9/26![Multiple Airlines logo]()
$328
This deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:45 am -
Nonstop1h 42m
Fri 10/308:20 am -
Nonstop2h 03m
Deal found 9/28![Air Canada logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop15h 55m
Tue 11/39:20 am -
2 stops28h 31m
Deal found 9/27![Multiple Airlines logo]()
$370
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 September 29, 2026.
Search for one-way flight options from Chicago to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Trip.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:40 am -
1 stop28h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
1 stop28h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:20 am -
1 stop12h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$129
This iWofly deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:40 pm -
Nonstop1h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Air Canada logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 am -
1 stop29h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:01 am -
1 stop9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:15 am -
2 stops31h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 am -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$147
This Trip.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:40 am -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:16 am -
2 stops32h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:50 pm -
Nonstop1h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![American Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop30h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$150
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 September 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $320 (Kiwi.com) |
One-way from | $119 (Trip.com) |
Popular in | March |
Cheapest in | February |
Average price | $330 |
Good round-trip deal | $253 or less |
Good one-way deal | $181 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 7,457,451 searches. Data last updated September 29, 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
RFD Chicago Greater Rockford - YYZ Toronto Pearson Intl
RFDYYZ
Chicago Greater Rockford
Thu 11/12
9:30 am-3:20 pm
1 stop28h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
ChicagoToronto
RFD Chicago Greater Rockford - YYZ Toronto Pearson Intl
RFDYYZ
Chicago Greater Rockford
Thu 10/22
9:40 am-8:55 pm
1 stop10h 15m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$147
ChicagoToronto
RFD Chicago Greater Rockford - YYZ Toronto Pearson Intl
RFDYYZ
Chicago Greater Rockford
Sun 11/8
1:08 pm-6:10 pm
1 stop28h 02m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Mon 10/19
8:29 am-1:36 pm
1 stop4h 07m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$196
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Mon 10/12
1:27 pm-10:56 pm
1 stop8h 29m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$201
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 10/23
7:00 am-1:36 pm
1 stop5h 36m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 10/9
1:26 pm-10:56 pm
1 stop8h 30m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 10/18
8:29 am-5:19 pm
1 stop7h 50m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 12/18
8:39 am-1:35 pm
1 stop3h 56m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 11/12
2:44 pm-10:57 pm
1 stop7h 13m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
Showing 1-10 of 59 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 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 |
- 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
RFD-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
RFD-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 August is currently the most expensive (average of $411). 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 September 29, 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 47% 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 September 29, 2026.
The most flights from CHI to YYZ are scheduled on a Friday (70 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (48 on average).
How much does it cost to fly round-trip from Chicago to Toronto Pearson Intl Airport?
Airfare is typical for this route at the moment.
Chicago to Toronto Pearson Intl Airport flights typically cost between $243 and $438 in October.The cheapest round-trip price found within the last 5 days was $250 on Air Canada (Oct 27-Oct 30).
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 135 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 17% 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 71 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 September 26, 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. Sunday 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 September 29, 2026.
See what other customers who have flown with Porter Airlines,United Airlines, andAir Canada 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.
Comfort
8.0
Entertainment
7.0
Food
7.6
Crew
8.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
7.0
Food
7.6
Crew
8.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
7.0
Food
7.6
Crew
8.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
7.0
Food
7.6
Crew
8.6
Overall
8.0
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
7.0
Food
7.6
Crew
8.6
Overall
8.0
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
Collingwood
Kitchener
Burlington
Pickering
Oakville
Owen Sound
Whitby
Cambridge
Ajax
Orillia
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Chicago and Pearson Intl flights
Browse other Chicago and Pearson Intl flight options. Last updated on September 29, 2026.
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Top 6 airlines flying from Chicago to Pearson Intl
Discover the top 6 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 7,457,451 searches. Data last updated September 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$170 | Average$282 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$222 | Average$351 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$380 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$238 | Average$403 | FlexibilityNo cancel fee | On-time52% |