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Pearson Intl

$93+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap 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 February 18, 2026.

This Delta deal was found by Cheapflights users on 2/17. 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 3/121:10 pm
MDW
-
YYZ
1 stop3h 07m
Delta
Mon 3/166:20 am
YYZ
-
MDW
1 stop7h 09m
Delta
Deal found 2/17$248
This Delta deal was found by Cheapflights users on 2/17. 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.
Tue 3/319:35 am
MDW
-
YYZ
1 stop4h 33m
Delta
Fri 4/36:20 am
YYZ
-
MDW
1 stop7h 09m
Delta
Deal found 2/17$271
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/29:35 am
MDW
-
YYZ
1 stop6h 42m
Delta
Thu 4/912:15 pm
YYZ
-
MDW
1 stop6h 39m
Delta
Deal found 2/16$272
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:10 pm
MDW
-
YYZ
1 stop3h 07m
Delta
Sun 3/2210:05 am
YYZ
-
MDW
1 stop3h 24m
Delta
Deal found 2/16$276
This Delta deal was found by Cheapflights users on 2/17. 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.
Sun 3/159:35 am
MDW
-
YYZ
1 stop6h 42m
Delta
Sat 3/216:20 am
YYZ
-
MDW
1 stop3h 33m
Delta
Deal found 2/17$280
This Delta deal was found by Cheapflights users on 2/18. 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 5/86:36 pm
MDW
-
YYZ
1 stop3h 23m
Delta
Mon 5/116:10 am
YYZ
-
MDW
1 stop7h 32m
Delta
Deal found 2/18$281
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Tue 3/177:30 am
MDW
-
YYZ
2 stops11h 40m
Multiple Airlines
Tue 3/247:15 am
YYZ
-
MDW
1 stop9h 18m
Multiple Airlines
Deal found 2/17$297
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/189:35 am
MDW
-
YYZ
1 stop6h 42m
Delta
Sun 3/2212:15 pm
YYZ
-
MDW
1 stop6h 39m
Delta
Deal found 2/16$304
This CheapTicketsDeal deal was found by Cheapflights users on 2/17. 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 3/146:34 pm
MDW
-
YYZ
1 stop3h 05m
JetBlue
Wed 3/1810:05 am
YYZ
-
MDW
1 stop3h 24m
JetBlue
Deal found 2/17$305
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/199:35 am
MDW
-
YYZ
1 stop6h 42m
Delta
Sat 3/216:20 am
YYZ
-
MDW
1 stop3h 33m
Delta
Deal found 2/16$306
This Delta deal was found by Cheapflights users on 2/17. 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.
Tue 3/31:49 pm
MDW
-
YYZ
1 stop8h 22m
Delta
Fri 3/66:10 am
YYZ
-
MDW
1 stop3h 44m
Delta
Deal found 2/17$312

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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$248
(Delta)

One-way from

$93
(Kiwi.com)

Popular in

September

Cheapest in

November

Average price

$673
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. 32% potential increase in price ($184 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 18, 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

Midway

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 4/4

6:34 pm-10:39 pm

1 stop3h 05m

Toronto Pearson Intl

Sat 4/11

6:20 am-8:53 am

1 stop3h 33m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 3/17

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Sat 3/21

6:20 am-8:53 am

1 stop3h 33m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 3/12

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Sat 3/14

6:30 am-1:25 pm

1 stop7h 55m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 3/12

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Mon 3/16

6:20 am-12:29 pm

1 stop7h 09m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/13

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Mon 3/16

6:20 am-12:29 pm

1 stop7h 09m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 4/9

1:10 pm-5:17 pm

1 stop3h 07m

Toronto Pearson Intl

Sun 4/12

6:20 am-8:53 am

1 stop3h 33m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 3/28

2:05 pm-11:06 pm

1 stop8h 01m

Toronto Pearson Intl

Fri 4/3

6:20 am-8:53 am

1 stop3h 33m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 3/11

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Mon 3/16

6:20 am-12:29 pm

1 stop7h 09m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/7

9:22 am-5:21 pm

1 stop6h 59m

Toronto Pearson Intl

Mon 5/11

2:14 pm-6:14 pm

1 stop5h 00m

$248

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 4/2

6:34 pm-10:39 pm

1 stop3h 05m

Toronto Pearson Intl

Thu 4/9

10:05 am-12:29 pm

1 stop3h 24m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 22 results
1
2
3

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Toronto Pearson Intl Airport

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 90 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?

Thursday tends to have the lowest number of delays on this route, whereas Saturday 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, Contour 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 February 18, 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.
Delta
7.9
Good
8,208 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,208 reviews
Delta
7.9
Good
8,208 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 3h 05m. The distance from Chicago Midway Airport to Toronto Pearson Intl Airport is about 432 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Toronto Pearson Intl Airport round-trip?

    Currently priced at $88, Delta will fly you from Chicago Midway Airport to Toronto Pearson Intl Airport and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Delta is priced at 76% lower than the current average price of a flight leaving 3 months from now.

  • 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
Ajax
Owen Sound
Orillia
Vaughan
Richmond Hill
Gravenhurst

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Pearson Intl

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Toronto Island flights
Midway to Toronto Island flights
O'Hare Intl to Hamilton flights

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 February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$303FlexibilityNo cancel feeOn-timeN/A

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