Pearson Intl

$135+ Cheap flights from Midway (MDW) to Pearson Intl (YYZ)

MDW — YYZ
Dec 6 — Dec 131
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Cheap flight deals from Midway to Pearson Intl

Cheapest flights from Midway to Pearson Intl

Sat 11/211:31 pm -
1 stop8h 26m
Sun 11/222:20 pm -
1 stop4h 44m
Deal found 11/1$396
Sat 11/211:31 pm -
1 stop8h 26m
Sat 11/2812:15 pm -
1 stop6h 49m
Deal found 11/1$397
Fri 12/181:41 pm -
1 stop8h 26m
Sun 1/176:10 am -
1 stop4h 06m
Deal found 11/1$398
Thu 11/191:31 pm -
1 stop8h 26m
Sun 11/222:20 pm -
1 stop4h 44m
Deal found 11/1$400
Wed 12/161:41 pm -
1 stop8h 26m
Tue 1/56:10 am -
1 stop8h 07m
Deal found 11/1$402
Thu 12/31:41 pm -
1 stop8h 26m
Sun 12/69:45 am -
1 stop4h 16m
Deal found 11/2$406
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/3$407
Thu 12/39:37 am -
1 stop6h 43m
Sun 12/62:25 pm -
1 stop4h 36m
Deal found 11/5$419
Thu 12/39:37 am -
1 stop6h 43m
Mon 12/712:15 pm -
1 stop6h 46m
Deal found 11/5$421

Find flight deals from Midway to Pearson Intl

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$396
(Billigflug)

One-way from

$135
(Kiwi.com)

Popular in

February

Cheapest in

November

Average price

$88
Provider with most accurate pricing for Chicago Midway-Toronto Pearson Intl flight deals.
Provider most trusted by Cheapflights users for Chicago Midway-Toronto Pearson Intl flights.
From Chicago Midway to Toronto Pearson Intl
One-way flight from Chicago Midway to Toronto Pearson Intl
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 11/25

9:30 am-1:30 pm

1 stop3h 00m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$169

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Mon 1/4

1:59 pm-10:59 pm

1 stop8h 00m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 1/1

6:15 pm-10:59 pm

1 stop3h 44m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 12/16

1:41 pm-11:07 pm

1 stop8h 26m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 2/11

1:41 pm-10:59 pm

1 stop8h 18m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$173

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 11/29

9:30 am-1:30 pm

1 stop3h 00m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$176

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 12/15

6:41 pm-11:07 pm

1 stop3h 26m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$176

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 12/4

6:41 pm-11:07 pm

1 stop3h 26m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$182

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 1/7

9:38 am-4:19 pm

1 stop5h 41m

Toronto Pearson Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$194

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 12/3

9:37 am-5:20 pm

1 stop6h 43m

Toronto Pearson Intl

Wed 12/9

12:15 pm-6:01 pm

1 stop6h 46m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Pearson Intl

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of $88). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in February is currently the most expensive (average of $673). 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.

Reviews of airlines servicing Pearson Intl

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.

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.8

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.8

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • 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 43m. 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of $88). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in February is currently the most expensive (average of $673). 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.

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
Markham
Brampton
Brantford
Burlington
Vaughan
Collingwood
Owen Sound
Kitchener
Pickering
Oakville
Richmond Hill
Whitby
Cambridge
Ajax
Orillia

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Midway to Pearson Intl

Top airline flying from Midway to Pearson Intl

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$387FlexibilityNo cancel feeOn-timeN/A

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