$111+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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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
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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 August 13, 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 August 13, 2026.
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:29 am -
1 stop6h 51m
Fri 9/116:00 am -
1 stop4h 07m
Deal found 8/13![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:03 pm -
1 stop4h 56m
Wed 9/1612:08 pm -
1 stop7h 25m
Deal found 8/11![Delta logo]()
$290
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:29 am -
1 stop6h 51m
Tue 9/2212:08 pm -
1 stop7h 25m
Deal found 8/8![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:24 am -
1 stop7h 00m
Tue 9/812:08 pm -
1 stop5h 49m
Deal found 8/13![Delta logo]()
$312
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.
Sat 8/299:24 am -
1 stop7h 00m
Wed 9/26:10 am -
1 stop4h 07m
Deal found 8/10![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am -
1 stop7h 00m
Sat 9/56:10 am -
1 stop4h 07m
Deal found 8/11![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:29 am -
1 stop4h 46m
Sat 10/36:00 am -
1 stop4h 07m
Deal found 8/12![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:24 am -
1 stop7h 00m
Tue 9/156:00 am -
1 stop4h 07m
Deal found 8/12![Delta logo]()
$326
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:24 am -
1 stop3h 10m
Tue 9/112:09 pm -
1 stop5h 50m
Deal found 8/8![Delta logo]()
$333
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 9/169:29 am -
1 stop6h 51m
Fri 9/1812:08 pm -
1 stop7h 25m
Deal found 8/9![Delta logo]()
$335
This CheapTicketsDeal 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:34 am -
1 stop6h 51m
Thu 9/1712:13 pm -
1 stop7h 25m
Deal found 8/10![WestJet logo]()
$336
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:29 am -
1 stop6h 51m
Sun 9/206:00 am -
1 stop7h 39m
Deal found 8/12![Delta logo]()
$338
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 August 13, 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 August 13, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:37 pm -
1 stop4h 22m
Sat 9/196:00 am -
1 stop7h 39m
Deal found 8/8![Delta logo]()
$279
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.
Sun 9/136:40 pm -
1 stop3h 19m
Sun 9/206:00 am -
1 stop7h 39m
Deal found 8/9![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:29 am -
1 stop4h 46m
Fri 9/1812:08 pm -
1 stop7h 25m
Deal found 8/12![Delta logo]()
$290
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 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am -
1 stop7h 00m
Tue 9/89:45 am -
1 stop8h 12m
Deal found 8/11![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:29 am -
1 stop6h 51m
Wed 9/1612:08 pm -
1 stop7h 25m
Deal found 8/11![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:29 am -
1 stop6h 51m
Wed 9/304:05 pm -
1 stop3h 28m
Deal found 8/12![Delta logo]()
$318
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.
Tue 9/89:29 am -
1 stop6h 51m
Tue 9/156:00 am -
1 stop4h 07m
Deal found 8/10![Delta logo]()
$361
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:25 pm -
1 stop8h 38m
Sat 8/299:45 am -
1 stop3h 54m
Deal found 8/12![Delta logo]()
$363
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 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:22 pm -
1 stop8h 35m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 8/12![Delta logo]()
$380
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
Sun 9/136:00 am -
1 stop4h 07m
Deal found 8/10![Delta logo]()
$393
Last-minute flights from Midway to Pearson IntlDiscover last-minute flight deals from Midway to Pearson Intl. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pearson Intl. Data last updated August 13, 2026 and is based on user searches.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:24 am -
1 stop3h 10m
Tue 9/112:09 pm -
1 stop5h 50m
Deal found 8/8![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:24 am -
1 stop7h 00m
Tue 9/156:00 am -
1 stop4h 07m
Deal found 8/12![Delta logo]()
$326
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.
Sat 8/299:24 am -
1 stop7h 00m
Wed 9/26:10 am -
1 stop4h 07m
Deal found 8/10![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am -
1 stop7h 00m
Sat 9/56:10 am -
1 stop4h 07m
Deal found 8/11![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:24 am -
1 stop7h 00m
Wed 9/99:45 am -
1 stop8h 12m
Deal found 8/13![Delta logo]()
$312
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 9/115:03 pm -
1 stop4h 56m
Mon 9/1412:08 pm -
1 stop7h 25m
Deal found 8/10![Delta logo]()
$290
This CheapTicketsDeal 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:34 am -
1 stop6h 51m
Thu 9/1712:13 pm -
1 stop7h 25m
Deal found 8/10![WestJet logo]()
$336
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:29 am -
1 stop6h 51m
Wed 9/234:05 pm -
1 stop3h 28m
Deal found 8/8![Delta logo]()
$307
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 9/169:29 am -
1 stop6h 51m
Fri 9/1812:08 pm -
1 stop7h 25m
Deal found 8/9![Delta logo]()
$335
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:29 am -
1 stop6h 51m
Sun 9/206:00 am -
1 stop7h 39m
Deal found 8/12![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:29 am -
1 stop4h 46m
Sat 10/36:00 am -
1 stop4h 07m
Deal found 8/12![Delta logo]()
$321
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 August 13, 2026.
Search for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:29 am -
1 stop6h 51m
Deal found 8/12![Delta logo]()
$111
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:29 am -
1 stop6h 51m
Deal found 8/12![Delta logo]()
$116
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.
Tue 9/19:24 am -
1 stop7h 00m
Deal found 8/10![Delta logo]()
$139
This Fareboom 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 Fareboom is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:00 pm -
1 stop8h 13m
Deal found 8/10![WestJet logo]()
$141
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.
Wed 11/189:30 am -
1 stop6h 50m
Deal found 8/10![Delta logo]()
$147
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:30 am -
1 stop6h 50m
Deal found 8/12![Delta logo]()
$153
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:24 am -
1 stop6h 56m
Deal found 8/9![Delta logo]()
$154
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:29 am -
1 stop6h 50m
Deal found 8/8![Delta logo]()
$163
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 8/281:25 pm -
1 stop8h 38m
Deal found 8/10![Delta logo]()
$164
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.
Wed 9/236:25 am -
2 stops37h 30m
Deal found 8/10![Multiple Airlines logo]()
$166
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:29 am -
1 stop4h 46m
Deal found 8/8![WestJet logo]()
$167
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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Delta) |
One-way from | $111 (Delta) |
Popular in | September |
Cheapest in | July |
Average price | $455 |
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 August 13, 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
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sat 9/12
5:37 pm-10:59 pm
1 stop4h 22m
Toronto Pearson Intl
Sat 9/19
6:00 am-12:39 pm
1 stop7h 39m
$279
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Sun 9/13
6:40 pm-10:59 pm
1 stop3h 19m
Toronto Pearson Intl
Sun 9/20
6:00 am-12:39 pm
1 stop7h 39m
$279
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
$290
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Fri 9/4
9:24 am-5:24 pm
1 stop7h 00m
Toronto Pearson Intl
Mon 9/7
6:10 am-12:39 pm
1 stop7h 29m
$307
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 9/1
9:24 am-5:24 pm
1 stop7h 00m
Toronto Pearson Intl
Tue 9/8
9:45 am-4:57 pm
1 stop8h 12m
$318
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Thu 9/10
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Wed 9/16
12:08 pm-6:33 pm
1 stop7h 25m
$318
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 9/23
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Wed 9/30
4:05 pm-6:33 pm
1 stop3h 28m
$318
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Tue 9/8
9:29 am-5:20 pm
1 stop6h 51m
Toronto Pearson Intl
Tue 9/15
6:00 am-9:07 am
1 stop4h 07m
$361
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 8/26
1:25 pm-11:03 pm
1 stop8h 38m
Toronto Pearson Intl
Sat 8/29
9:45 am-12:39 pm
1 stop3h 54m
$363
ChicagoToronto
MDW Chicago Midway - YYZ Toronto Pearson Intl
MDWYYZ
Chicago Midway
Wed 10/7
9:29 am-5:19 pm
1 stop6h 50m
Toronto Pearson Intl
Sun 10/11
6:00 am-12:47 pm
1 stop7h 47m
$369
Showing 1-10 of 22 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 August.
| 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 19% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 85 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 at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Thursday 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, Air Canada have had the lowest number of delays on this route, with just 25% of flights being delayed.
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 13, 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
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 locationsMarkham
Brampton
Vaughan
Oakville
Collingwood
Pickering
Kitchener
Cambridge
Whitby
Owen Sound
Burlington
Ajax
Orillia
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Midway and Pearson Intl flights
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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 August 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$359 | FlexibilityNo cancel fee | On-timeN/A |