Find flights
When to book
FAQs

Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 156

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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
25 Aug — 1 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Midway to Pearson Intl

Enter your travel dates to find the best prices.

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 26 July 2026.

Tue 8/99:29 a.m.
MDW
-
YYZ
1 stop6h 51m
Delta
Tue 15/912:08 p.m.
YYZ
-
MDW
1 stop7h 25m
Delta
Deal found 25/7C$ 393
Wed 2/99:24 a.m.
MDW
-
YYZ
1 stop7h 00m
Delta
Sat 5/99:45 a.m.
YYZ
-
MDW
1 stop8h 14m
Delta
Deal found 22/7C$ 407
Fri 4/99:24 a.m.
MDW
-
YYZ
1 stop7h 00m
Delta
Mon 7/96:10 a.m.
YYZ
-
MDW
1 stop7h 29m
Delta
Deal found 24/7C$ 433
Fri 4/99:24 a.m.
MDW
-
YYZ
1 stop7h 00m
Delta
Fri 11/96:00 a.m.
YYZ
-
MDW
1 stop4h 07m
Delta
Deal found 21/7C$ 447
Sat 22/81:25 p.m.
MDW
-
YYZ
1 stop8h 34m
Delta
Sat 29/86:10 a.m.
YYZ
-
MDW
1 stop4h 07m
Delta
Deal found 23/7C$ 471
Wed 19/86:42 p.m.
MDW
-
YYZ
1 stop3h 21m
Delta
Tue 25/812:09 p.m.
YYZ
-
MDW
1 stop7h 24m
Delta
Deal found 22/7C$ 472
Tue 11/89:24 a.m.
MDW
-
YYZ
1 stop7h 00m
Delta
Sat 15/812:09 p.m.
YYZ
-
MDW
1 stop7h 24m
Delta
Deal found 23/7C$ 488
Tue 11/89:24 a.m.
MDW
-
YYZ
1 stop7h 00m
KLM
Sat 15/812:09 p.m.
YYZ
-
MDW
1 stop7h 24m
KLM
Deal found 25/7C$ 502
Sat 8/81:25 p.m.
MDW
-
YYZ
1 stop8h 34m
Delta
Tue 11/812:09 p.m.
YYZ
-
MDW
1 stop7h 24m
Delta
Deal found 25/7C$ 504
Wed 9/95:37 p.m.
MDW
-
YYZ
1 stop4h 22m
Delta
Sat 12/912:08 p.m.
YYZ
-
MDW
1 stop5h 49m
Delta
Deal found 21/7C$ 507
Sun 9/81:25 p.m.
MDW
-
YYZ
1 stop8h 38m
Delta
Fri 14/812:09 p.m.
YYZ
-
MDW
1 stop7h 24m
Delta
Deal found 23/7C$ 514

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 26 July 2026.

Round-trip from

C$ 393

One-way from

C$ 156

Popular in

September

Cheapest in

July

Average price

C$ 232
Delta
  • Delta
  • 8/9-15/9
  • 2 total stops
  • 14h 16m total
  • Chicago to Toronto
Search Deals
Delta
  • Delta
  • 8/9
  • 1 total stop
  • 6h 51m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 24% potential increase in price (C$ 243 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease (C$ 69 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 629,999 searches. Data last updated 26 July 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

Price

Cheapest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 11/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Thu 17/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 393

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 3/9

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Tue 8/9

12:08 p.m.-4:57 p.m.

1 stop5h 49m

C$ 393

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 2/9

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Tue 8/9

9:45 a.m.-4:57 p.m.

1 stop8h 12m

C$ 433
Quickest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 24/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Sun 27/9

6:00 a.m.-9:07 a.m.

1 stop4h 07m

C$ 433

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 24/8

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Wed 26/8

6:10 a.m.-9:17 a.m.

1 stop4h 07m

C$ 471

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 17/8

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Wed 19/8

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 471

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/8

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Thu 13/8

6:10 a.m.-12:39 p.m.

1 stop7h 29m

C$ 472

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/8

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Sat 15/8

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 488

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 12/9

5:37 p.m.-10:59 p.m.

1 stop4h 22m

Toronto Pearson Intl

Mon 14/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 538

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 30/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Sun 1/11

9:40 a.m.-12:47 p.m.

1 stop4h 07m

C$ 557

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/7

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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

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

Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of C$ 232). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in September is currently the most expensive (average of C$ 1,071). 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.

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?

    There are many flights that can get you from Chicago Midway Airport to Toronto Pearson Intl Airport in 6h 51m. Fly via Delta to get the fastest option. The distance between Chicago Midway Airport and Toronto Pearson Intl Airport is about 695 km.

  • 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, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of C$ 232). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in September is currently the most expensive (average of C$ 1,071). 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

Travelling 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
Markham
Kitchener
Collingwood
Vaughan
Oakville
Barrie
Oshawa
Burlington
Muskoka
Guelph
Cambridge
Richmond Hill
Pickering
Waterloo
Brantford
Milton
Owen Sound
Whitby
Cobourg

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
Midway to Toronto Island flights
O'Hare Intl to Toronto Island flights
O'Hare Intl to Hamilton flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Pearson Intl?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway to Pearson Intl. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Midway to Pearson Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Pearson Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Midway to Pearson Intl with no change fees?

Need flexible booking options for your flight to Pearson Intl from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Midway to Pearson Intl become cheaper?

Yes! Start tracking prices for Midway to Pearson Intl flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.