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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 159

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
11 Apr — 18 Apr1
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 12 March 2026.

Fri 1/59:27 a.m.
MDW
-
YYZ
1 stop6h 54m
Delta
Thu 7/56:10 a.m.
YYZ
-
MDW
1 stop7h 32m
Delta
Deal found 7/3C$ 381
Thu 2/46:34 p.m.
MDW
-
YYZ
1 stop3h 05m
Delta
Tue 7/46:20 a.m.
YYZ
-
MDW
1 stop3h 33m
Delta
Deal found 9/3C$ 399
Thu 24/99:30 a.m.
MDW
-
YYZ
1 stop6h 53m
Delta
Sat 26/92:15 p.m.
YYZ
-
MDW
1 stop5h 16m
Delta
Deal found 12/3C$ 424
Tue 31/39:35 a.m.
MDW
-
YYZ
1 stop4h 33m
Delta
Mon 6/46:20 a.m.
YYZ
-
MDW
1 stop7h 09m
Delta
Deal found 9/3C$ 427
Thu 2/49:35 a.m.
MDW
-
YYZ
1 stop4h 33m
Delta
Sun 5/412:15 p.m.
YYZ
-
MDW
1 stop6h 39m
Delta
Deal found 10/3C$ 429
Mon 6/46:34 p.m.
MDW
-
YYZ
1 stop3h 05m
Delta
Mon 13/42:15 p.m.
YYZ
-
MDW
1 stop4h 43m
Delta
Deal found 9/3C$ 442
Tue 21/42:15 p.m.
MDW
-
YYZ
2 stops20h 20m
Multiple Airlines
Sun 26/45:50 p.m.
YYZ
-
MDW
1 stop20h 10m
Multiple Airlines
Deal found 8/3C$ 444
Thu 11/69:30 a.m.
MDW
-
YYZ
1 stop6h 53m
Delta
Wed 17/66:00 a.m.
YYZ
-
MDW
1 stop3h 42m
Delta
Deal found 8/3C$ 449
Sat 13/65:59 p.m.
MDW
-
YYZ
1 stop3h 58m
Delta
Wed 17/66:00 a.m.
YYZ
-
MDW
1 stop7h 30m
Delta
Deal found 8/3C$ 450
Sun 12/45:05 a.m.
MDW
-
YYZ
1 stop29h 21m
Multiple Airlines
Wed 15/46:30 a.m.
YYZ
-
MDW
2 stops14h 01m
Multiple Airlines
Deal found 10/3C$ 453
Mon 6/46:34 p.m.
MDW
-
YYZ
1 stop3h 05m
Multiple Airlines
Mon 13/45:50 p.m.
YYZ
-
MDW
1 stop20h 10m
Multiple Airlines
Deal found 9/3C$ 467
Sun 26/49:27 a.m.
MDW
-
YYZ
1 stop6h 54m
Delta
Wed 29/46:10 a.m.
YYZ
-
MDW
1 stop7h 33m
Delta
Deal found 10/3C$ 472

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 12 March 2026.

Round-trip from

C$ 399

One-way from

C$ 159

Popular in

September

Cheapest in

November

Average price

C$ 339
Delta
  • Delta
  • 2/4-7/4
  • 2 total stops
  • 6h 38m total
  • Chicago to Toronto
Search Deals
Delta
  • Delta
  • 23/4
  • 1 total stop
  • 4h 53m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 32% potential increase in price (C$ 341 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease (C$ 84 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 12 March 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

Sat 25/4

2:12 p.m.-11:10 p.m.

1 stop7h 58m

Toronto Pearson Intl

Mon 27/4

12:22 p.m.-6:36 p.m.

1 stop7h 14m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 5/4

9:35 a.m.-3:08 p.m.

1 stop4h 33m

Toronto Pearson Intl

Tue 7/4

6:20 a.m.-8:53 a.m.

1 stop3h 33m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 1/4

9:35 a.m.-5:17 p.m.

1 stop6h 42m

Toronto Pearson Intl

Sat 4/4

6:20 a.m.-12:29 p.m.

1 stop7h 09m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 8/5

9:22 a.m.-5:21 p.m.

1 stop6h 59m

Toronto Pearson Intl

Mon 11/5

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

1 stop7h 24m

C$ 399
Quickest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 1/4

1:10 p.m.-5:17 p.m.

1 stop3h 07m

Toronto Pearson Intl

Mon 6/4

6:20 a.m.-8:53 a.m.

1 stop3h 33m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 2/5

9:27 a.m.-5:21 p.m.

1 stop6h 54m

Toronto Pearson Intl

Tue 5/5

6:10 a.m.-8:47 a.m.

1 stop3h 37m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 1/4

6:34 p.m.-10:39 p.m.

1 stop3h 05m

Toronto Pearson Intl

Wed 29/4

9:46 a.m.-12:43 p.m.

1 stop3h 57m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 29/5

1:59 p.m.-11:14 p.m.

1 stop8h 15m

Toronto Pearson Intl

Sun 31/5

6:10 a.m.-12:42 p.m.

1 stop7h 32m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/4

9:35 a.m.-3:08 p.m.

1 stop4h 33m

Toronto Pearson Intl

Sun 5/4

12:15 p.m.-5:54 p.m.

1 stop6h 39m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 12/6

2:00 p.m.-10:58 p.m.

1 stop7h 58m

Toronto Pearson Intl

Sun 14/6

6:00 a.m.-12:30 p.m.

1 stop7h 30m

C$ 399

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 23 resultsSorted by cheapest first
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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 23% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 92 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 early afternoon 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.

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 7h 58m. 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.

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
Collingwood
Oakville
Markham
Kitchener
Vaughan
Barrie
Burlington
Richmond Hill
Muskoka
Cambridge
Milton
Waterloo
Oshawa
Guelph
Peterborough
St. Catharines
Brantford
Lindsay
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.

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