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Pearson Intl

$89+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find flight deals from Midway to Pearson Intl

Cheapest flights from Midway to Pearson Intl
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 October 14, 2025.

This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/83:00 pmMDW - YYZ
1 stop7h 18mDelta
Sun 11/912:08 pmYYZ - MDW
1 stop7h 00mDelta
Deal found 10/14$233
This Delta deal was found by Cheapflights users on 10/13. 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 11/76:23 pmMDW - YYZ
1 stop3h 32mDelta
Sun 11/96:05 amYYZ - MDW
1 stop3h 49mDelta
Deal found 10/13$241
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 10/281:56 pmMDW - YYZ
2 stops20h 47mMultiple Airlines
Thu 10/305:15 pmYYZ - MDW
1 stop16h 17mMultiple Airlines
Deal found 10/14$264
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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.
Mon 12/82:15 pmMDW - YYZ
1 stop8h 56mMultiple Airlines
Mon 12/156:30 pmYYZ - MDW
2 stops16h 24mMultiple Airlines
Deal found 10/14$274
This Kissandfly.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/86:23 pmMDW - YYZ
1 stop3h 32mKLM
Mon 11/1012:08 pmYYZ - MDW
1 stop7h 00mKLM
Deal found 10/14$276
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:32 amMDW - YYZ
1 stop7h 21mMultiple Airlines
Fri 11/76:00 pmYYZ - MDW
1 stop16h 40mMultiple Airlines
Deal found 10/13$292
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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.
Mon 12/11:47 pmMDW - YYZ
1 stop8h 34mMultiple Airlines
Wed 12/35:15 pmYYZ - MDW
1 stop20h 55mMultiple Airlines
Deal found 10/14$293
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:12 amMDW - YYZ
1 stop12h 59mMultiple Airlines
Sun 11/168:00 pmYYZ - MDW
1 stop13h 32mMultiple Airlines
Deal found 10/12$296
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/111:47 pmMDW - YYZ
1 stop8h 34mWestJet
Tue 11/186:30 pmYYZ - MDW
2 stops16h 22mWestJet
Deal found 10/14$297
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/289:41 amMDW - YYZ
1 stop5h 21mWestJet
Sat 11/296:30 amYYZ - MDW
1 stop7h 37mWestJet
Deal found 10/14$300
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:30 amMDW - YYZ
2 stops16h 41mMultiple Airlines
Wed 11/125:15 pmYYZ - MDW
1 stop16h 57mMultiple Airlines
Deal found 10/13$301

Cheap 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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$233
(Delta)

One-way from

$89
(Delta)

Popular in

January

Cheapest in

September

Average price

$285
Provider with most accurate pricing for Chicago Midway-Toronto Pearson Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Toronto Pearson Intl flights.
Search Deals
From Chicago Midway to Toronto Pearson Intl
Search Deals
One-way flight from Chicago Midway to Toronto Pearson Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 14, 2025.
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

Midway

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 11/27

9:34 am-5:15 pm

1 stop6h 41m

Toronto Pearson Intl

Mon 12/1

12:08 pm-6:08 pm

1 stop7h 00m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 11/8

6:23 pm-10:55 pm

1 stop3h 32m

Toronto Pearson Intl

Sun 11/9

6:05 am-8:54 am

1 stop3h 49m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/4

9:35 am-2:45 pm

1 stop4h 10m

Toronto Pearson Intl

Thu 11/6

6:15 am-8:40 am

1 stop3h 25m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 1/9

1:00 pm-7:09 pm

1 stop5h 09m

Toronto Pearson Intl

Sun 1/11

6:00 am-8:50 am

1 stop3h 50m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 11/28

9:34 am-5:15 pm

1 stop6h 41m

Toronto Pearson Intl

Mon 12/1

12:08 pm-6:08 pm

1 stop7h 00m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 11/15

9:32 am-5:15 pm

1 stop6h 43m

Toronto Pearson Intl

Wed 11/19

6:05 am-12:34 pm

1 stop7h 29m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/4

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

Fri 11/7

6:15 am-12:28 pm

1 stop7h 13m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/25

9:34 am-5:15 pm

1 stop6h 41m

Toronto Pearson Intl

Fri 11/28

6:05 am-8:54 am

1 stop3h 49m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 11/9

6:48 pm-11:05 pm

1 stop3h 17m

Toronto Pearson Intl

Sun 11/16

6:05 am-8:54 am

1 stop3h 49m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 11/6

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

Sun 11/9

12:08 pm-6:08 pm

1 stop7h 00m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 23 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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.

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.

  • How long is the flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Departing from Chicago Midway Airport to Toronto Pearson Intl Airport will take you 6h 41m. The distance from Chicago Midway Airport to Toronto Pearson Intl Airport is about 432 mi.

  • Can I find deals for flights from Midway to Pearson Intl that include hotel bookings?

    Yes. In addition to deals on Midway to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Pearson Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Pearson Intl.

  • Can I find deals for business class flights from Midway to Pearson Intl?

    Yes. Cheapflights offers flight deals from Midway to Pearson Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Toronto Pearson Intl Airport?

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Brampton
Kitchener
Markham
Collingwood
Oakville
Brantford
Pickering
Lindsay
Peterborough
Barrie
Cambridge
Milton
Oshawa
Burlington
Owen Sound
Ajax
Vaughan
Richmond Hill
Gravenhurst
St. Catharines

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