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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 130

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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 338

One-way from

C$ 130

Popular in

January

Cheapest in

July

Average price

C$ 382
Delta
  • Delta
  • 2/10-5/10
  • 2 total stops
  • 14h 08m total
  • Chicago to Toronto
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Delta
  • Delta
  • 11/10
  • 1 total stop
  • 3h 32m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 8% potential increase in price (C$ 53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 11 September 2025.

Thu 2/109:35 a.m.MDW - YYZ
1 stop6h 48mDelta
Sun 5/1012:15 p.m.YYZ - MDW
1 stop7h 20mDelta
Deal found 9/9C$ 338
Fri 3/106:15 p.m.MDW - YYZ
1 stop3h 41mDelta
Mon 6/1012:15 p.m.YYZ - MDW
1 stop7h 10mDelta
Deal found 9/9C$ 384
Thu 30/109:43 p.m.MDW - YYZ
2 stops25h 28mMultiple Airlines
Sun 2/112:20 p.m.YYZ - MDW
1 stop11h 10mMultiple Airlines
Deal found 10/9C$ 392
Thu 25/94:56 p.m.MDW - YYZ
2 stops27h 25mMultiple Airlines
Sun 28/98:00 p.m.YYZ - MDW
1 stop12h 23mMultiple Airlines
Deal found 8/9C$ 395
Sat 18/1010:35 a.m.MDW - YYZ
1 stop5h 15mWestJet
Sun 19/106:00 p.m.YYZ - MDW
1 stop5h 14mWestJet
Deal found 10/9C$ 396
Fri 24/105:10 a.m.MDW - YYZ
2 stops32h 15mMultiple Airlines
Fri 31/105:15 p.m.YYZ - MDW
1 stop18h 11mMultiple Airlines
Deal found 9/9C$ 398
Tue 14/109:20 a.m.MDW - YYZ
2 stops19h 53mWestJet
Tue 21/106:00 p.m.YYZ - MDW
1 stop5h 14mWestJet
Deal found 11/9C$ 400
Mon 3/119:32 a.m.MDW - YYZ
1 stop13h 39mMultiple Airlines
Tue 18/116:30 p.m.YYZ - MDW
2 stops16h 22mMultiple Airlines
Deal found 9/9C$ 405
Wed 19/1110:47 a.m.MDW - YYZ
1 stop10h 12mWestJet
Sun 23/1112:25 p.m.YYZ - MDW
1 stop22h 27mWestJet
Deal found 11/9C$ 407
Tue 18/1110:47 a.m.MDW - YYZ
1 stop5h 13mWestJet
Sat 22/116:30 p.m.YYZ - MDW
2 stops16h 22mWestJet
Deal found 11/9C$ 409
Tue 18/1110:47 a.m.MDW - YYZ
1 stop5h 13mWestJet
Tue 25/116:30 a.m.YYZ - MDW
1 stop12h 48mWestJet
Deal found 11/9C$ 410
Fri 3/106:21 a.m.MDW - YYZ
1 stop14h 00mMultiple Airlines
Sun 5/108:00 p.m.YYZ - MDW
1 stop12h 23mMultiple Airlines
Deal found 11/9C$ 414

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 11 September 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

Fri 6/2

1:00 p.m.-7:09 p.m.

1 stop5h 09m

Toronto Pearson Intl

Sun 8/2

1:00 p.m.-6:34 p.m.

1 stop6h 34m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/10

9:35 a.m.-5:23 p.m.

1 stop6h 48m

Toronto Pearson Intl

Sat 11/10

12:15 p.m.-6:25 p.m.

1 stop7h 10m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 4/10

6:15 p.m.-10:56 p.m.

1 stop3h 41m

Toronto Pearson Intl

Wed 8/10

12:15 p.m.-6:25 p.m.

1 stop7h 10m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 8/10

9:35 a.m.-5:19 p.m.

1 stop6h 44m

Toronto Pearson Intl

Sat 18/10

6:15 a.m.-12:31 p.m.

1 stop7h 16m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/10

9:35 a.m.-5:23 p.m.

1 stop6h 48m

Toronto Pearson Intl

Sun 5/10

12:15 p.m.-6:35 p.m.

1 stop7h 20m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 25/11

9:41 a.m.-4:02 p.m.

1 stop5h 21m

Toronto Pearson Intl

Sat 29/11

3:38 p.m.-6:08 p.m.

1 stop3h 30m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 6/11

9:35 a.m.-2:45 p.m.

1 stop4h 10m

Toronto Pearson Intl

Sat 8/11

9:45 a.m.-12:26 p.m.

1 stop3h 41m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 5/10

9:35 a.m.-5:23 p.m.

1 stop6h 48m

Toronto Pearson Intl

Tue 7/10

6:15 a.m.-8:40 a.m.

1 stop3h 25m

C$ 384

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/10

1:08 p.m.-5:23 p.m.

1 stop3h 15m

Toronto Pearson Intl

Sun 5/10

12:15 p.m.-6:35 p.m.

1 stop7h 20m

C$ 384

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 16/10

9:35 a.m.-5:19 p.m.

1 stop6h 44m

Toronto Pearson Intl

Sun 19/10

12:15 p.m.-6:25 p.m.

1 stop7h 10m

C$ 384

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 23 results
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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.

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 5h 09m. 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of C$ 168). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in July is currently the most expensive (average of C$ 258). 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
Oakville
Collingwood
Richmond Hill
Vaughan
Burlington
Milton
Barrie
Muskoka
Pickering
Waterloo
Cambridge
Cobourg
Kitchener
Lindsay
Oshawa
Orillia
Peterborough
Brantford

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

Fly with Cheapflights

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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?

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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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