$101+ Cheap flights from Midway (MDW) 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
May 21 — May 281
Round-trip
1 adult, Economy
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Cheapest flights from Midway to Pearson IntlExplore the most affordable flight options available from Midway to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 21, 2026.
Explore the most affordable flight options available from Midway to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 21, 2026.
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:22 am
MDW
- YYZ
1 stop4h 52m
Delta
Fri 5/84:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/20![Delta logo]()
$260
This Billigflug deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:22 am
MDW
- YYZ
1 stop4h 52m
Air France
Sun 5/3112:09 pm
YYZ
- MDW
1 stop7h 24m
Air France
Deal found 4/21![Air France logo]()
$267
This CheapTicketsDeal deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:27 am
MDW
- YYZ
1 stop4h 57m
WestJet
Sun 5/104:09 pm
YYZ
- MDW
1 stop3h 29m
WestJet
Deal found 4/17![WestJet logo]()
$275
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/249:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Wed 7/19:45 am
YYZ
- MDW
1 stop3h 51m
Delta
Deal found 4/20![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Mon 5/114:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/18![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/309:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Sat 7/46:10 am
YYZ
- MDW
1 stop7h 26m
Delta
Deal found 4/20![Delta logo]()
$301
This Expedia deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
MDW
- YYZ
1 stop8h 15m
Delta
Thu 5/286:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/19![Delta logo]()
$305
This Kissandfly.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:22 am
MDW
- YYZ
1 stop6h 59m
KLM
Sun 5/316:10 am
YYZ
- MDW
1 stop7h 32m
KLM
Deal found 4/20![KLM logo]()
$306
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/249:17 am
MDW
- YYZ
1 stop5h 02m
Delta
Mon 6/2912:09 pm
YYZ
- MDW
1 stop7h 22m
Delta
Deal found 4/20![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/11:59 pm
MDW
- YYZ
1 stop8h 15m
Delta
Mon 6/86:10 am
YYZ
- MDW
1 stop7h 26m
Delta
Deal found 4/17![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Thu 6/112:29 pm
YYZ
- MDW
1 stop5h 02m
Delta
Deal found 4/19![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Tue 5/262:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/19![Delta logo]()
$320
Best flights from Midway to Pearson IntlDiscover carefully curated flight deals from Midway to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 21, 2026.
Discover carefully curated flight deals from Midway to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 21, 2026.
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Sat 5/306:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/18![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Sun 5/316:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/19![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/22:12 pm
MDW
- YYZ
1 stop7h 58m
Delta
Sun 5/36:10 am
YYZ
- MDW
1 stop3h 37m
Delta
Deal found 4/18![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/29:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Sun 6/146:10 am
YYZ
- MDW
1 stop4h 04m
Delta
Deal found 4/20![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:22 am
MDW
- YYZ
1 stop4h 52m
Delta
Tue 5/126:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/17![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:22 am
MDW
- YYZ
1 stop3h 08m
Delta
Sun 5/316:30 am
YYZ
- MDW
1 stop7h 49m
Delta
Deal found 4/19![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 7/159:20 am
MDW
- YYZ
1 stop7h 04m
Delta
Mon 7/2012:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 4/19![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 7/141:49 pm
MDW
- YYZ
1 stop8h 25m
Delta
Mon 7/204:10 pm
YYZ
- MDW
1 stop3h 15m
Delta
Deal found 4/18![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:49 am
MDW
- YYZ
1 stop7h 45m
Delta
Sun 7/1212:09 pm
YYZ
- MDW
1 stop7h 16m
Delta
Deal found 4/19![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 7/139:20 am
MDW
- YYZ
1 stop5h 00m
Delta
Sat 7/1812:09 pm
YYZ
- MDW
1 stop6h 53m
Delta
Deal found 4/19![Delta logo]()
$301
Last-minute flights from Midway to Pearson IntlDiscover last-minute flight deals from Midway to Pearson Intl. Data last updated April 21, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pearson Intl. Data last updated April 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/286:38 pm
MDW
- YYZ
1 stop3h 18m
Delta
Thu 5/72:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/21![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/286:38 pm
MDW
- YYZ
1 stop3h 18m
Delta
Wed 5/66:10 am
YYZ
- MDW
1 stop3h 37m
Delta
Deal found 4/21![Delta logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:30 am
MDW
- YYZ
1 stop11h 05m
Multiple Airlines
Wed 5/65:50 pm
YYZ
- MDW
2 stops18h 19m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:22 am
MDW
- YYZ
1 stop4h 52m
Delta
Fri 5/84:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/20![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Mon 5/114:04 pm
YYZ
- MDW
1 stop3h 29m
Delta
Deal found 4/18![Delta logo]()
$298
This CheapTicketsDeal deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:27 am
MDW
- YYZ
1 stop4h 57m
WestJet
Sun 5/104:09 pm
YYZ
- MDW
1 stop3h 29m
WestJet
Deal found 4/17![WestJet logo]()
$275
This KAYAK deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Sun 5/109:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Wed 5/1312:09 pm
YYZ
- MDW
1 stop7h 24m
Delta
Deal found 4/21![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/166:36 pm
MDW
- YYZ
1 stop3h 23m
Delta
Thu 6/42:20 pm
YYZ
- MDW
1 stop5h 13m
Delta
Deal found 4/21![Delta logo]()
$318
This Expedia deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:59 pm
MDW
- YYZ
1 stop8h 15m
Delta
Thu 5/286:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/19![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Fri 5/296:10 am
YYZ
- MDW
1 stop3h 33m
Delta
Deal found 4/20![Delta logo]()
$320
This Billigflug deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:22 am
MDW
- YYZ
1 stop4h 52m
Air France
Sun 5/3112:09 pm
YYZ
- MDW
1 stop7h 24m
Air France
Deal found 4/21![Air France logo]()
$267
This Kissandfly.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:22 am
MDW
- YYZ
1 stop6h 59m
KLM
Sun 5/316:10 am
YYZ
- MDW
1 stop7h 32m
KLM
Deal found 4/20![KLM logo]()
$306
One-way flights from Midway to Pearson IntlSearch for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated April 21, 2026.
Search for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated April 21, 2026.
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:59 pm
MDW
- YYZ
1 stop8h 15m
Delta
Deal found 4/20![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/269:54 am
MDW
- YYZ
1 stop7h 40m
Delta
Deal found 4/21![Delta logo]()
$121
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/19:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Deal found 4/17![Delta logo]()
$127
This KAYAK deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Tue 5/52:12 pm
MDW
- YYZ
1 stop7h 58m
Delta
Deal found 4/21![Delta logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/1312:04 pm
MDW
- YYZ
2 stops25h 01m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:30 am
MDW
- YYZ
1 stop27h 05m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$141
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/299:17 am
MDW
- YYZ
1 stop7h 07m
Delta
Deal found 4/20![Delta logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2612:27 pm
MDW
- YYZ
2 stops55h 33m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:22 am
MDW
- YYZ
1 stop6h 59m
Delta
Deal found 4/20![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/312:04 pm
MDW
- YYZ
2 stops27h 41m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$162
Find flight deals from Midway to Pearson Intl
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 April 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $260 (Delta) |
One-way from | $101 (Delta) |
Popular in | September |
Cheapest in | July |
Average price | $249 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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 April 21, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Pearson Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 5/27
9:22 am-1:30 pm
1 stop3h 08m
Toronto Pearson Intl
Sat 5/30
6:10 am-8:43 am
1 stop3h 33m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 5/28
9:22 am-1:30 pm
1 stop3h 08m
Toronto Pearson Intl
Sun 5/31
6:10 am-8:43 am
1 stop3h 33m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Sat 5/2
2:12 pm-11:10 pm
1 stop7h 58m
Toronto Pearson Intl
Sun 5/3
6:10 am-8:47 am
1 stop3h 37m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 6/2
9:22 am-5:21 pm
1 stop6h 59m
Toronto Pearson Intl
Sun 6/14
6:10 am-9:14 am
1 stop4h 04m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 5/7
9:22 am-3:14 pm
1 stop4h 52m
Toronto Pearson Intl
Tue 5/12
6:10 am-8:43 am
1 stop3h 33m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 5/27
9:22 am-1:30 pm
1 stop3h 08m
Toronto Pearson Intl
Sun 5/31
6:30 am-1:19 pm
1 stop7h 49m
$260
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 7/15
9:20 am-5:24 pm
1 stop7h 04m
Toronto Pearson Intl
Mon 7/20
12:09 pm-6:25 pm
1 stop7h 16m
$301
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 7/14
1:49 pm-11:14 pm
1 stop8h 25m
Toronto Pearson Intl
Mon 7/20
4:10 pm-6:25 pm
1 stop3h 15m
$301
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 7/10
9:49 am-6:34 pm
1 stop7h 45m
Toronto Pearson Intl
Sun 7/12
12:09 pm-6:25 pm
1 stop7h 16m
$301
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Mon 7/13
9:20 am-3:20 pm
1 stop5h 00m
Toronto Pearson Intl
Sat 7/18
12:09 pm-6:02 pm
1 stop6h 53m
$301
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway 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 Midway to Pearson Intl in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to Pearson Intl
Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Midway with our price prediction graph.
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 Midway Airport to Toronto Pearson Intl Airport
Prices
Delays
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 93 minutes.
What is the most punctual flight time for Chicago to Toronto flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
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 April 21, 2026.
See what other customers who have flown with Delta from Chicago Midway Airport 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.
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Midway 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 locationsBrampton
Collingwood
Markham
Brantford
Vaughan
Pickering
Lindsay
Oakville
Peterborough
Kitchener
Ajax
Barrie
Cambridge
Milton
Burlington
Oshawa
Orillia
Owen Sound
Richmond Hill
Gravenhurst
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Midway and Pearson Intl flights
Browse other Midway and Pearson Intl flight options. Last updated on April 21, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on April 21, 2026.
Other flights to Pearson Intl
Explore flights to Pearson Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Pearson Intl
Discover the top airline that operate flights from Midway 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 April 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A |