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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 122

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
3 Aug — 10 Aug1
1 adult

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 29 July 2025.

Round-trip from

C$ 321

One-way from

C$ 122

Popular in

November

Cheapest in

August

Average price

C$ 370
Delta
  • Delta
  • 10/9-13/9
  • 2 total stops
  • 11h 05m total
  • Chicago to Toronto
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Delta
  • Delta
  • 8/10
  • 1 total stop
  • 8h 10m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 7% potential increase in price (C$ 43 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
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Average for round-trip flights in July 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 29 July 2025.

Wed 10/99:30 a.m.MDW - YYZ
1 stop3h 02mDelta
Sat 13/96:00 a.m.YYZ - MDW
1 stop8h 03mDelta
Deal found 27/7C$ 321
Thu 21/812:43 p.m.MDW - YYZ
1 stop8h 15mWestJet
Sun 24/86:07 p.m.YYZ - MDW
1 stop16h 29mWestJet
Deal found 28/7C$ 438
Wed 27/810:31 a.m.MDW - YYZ
1 stop5h 26mMultiple Airlines
Sun 31/87:45 a.m.YYZ - MDW
1 stop10h 56mMultiple Airlines
Deal found 29/7C$ 517

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 29 July 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

Wed 10/9

9:30 a.m.-1:32 p.m.

1 stop3h 02m

Toronto Pearson Intl

Sat 13/9

6:00 a.m.-1:03 p.m.

1 stop8h 03m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 21/8

12:43 p.m.-9:58 p.m.

1 stop8h 15m

Toronto Pearson Intl

Sun 24/8

6:07 p.m.-9:36 a.m.

1 stop16h 29m

C$ 438

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 8/10

9:20 a.m.-6:30 p.m.

1 stop8h 10m

C$ 122

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 21/8

12:43 p.m.-11:59 p.m.

1 stop10h 16m

C$ 173

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 17/10

6:21 a.m.-9:21 p.m.

1 stop14h 00m

C$ 198

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 10/8

9:25 a.m.-5:15 p.m.

1 stop6h 50m

C$ 251

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

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.

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 29 July 2025.
Read reviews from past customers who have flown Delta,KLM, andWestJet from Chicago Midway Airport to Toronto Pearson Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,383 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,972 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Toronto Pearson Intl Airport round-trip?

    Our cheapest airline available from Chicago Midway Airport to Toronto Pearson Intl Airport is Delta. Our recent data shows that you can find tickets from as low as C$ 321 on this airline. An additional option worth looking into is WestJet, starting at C$ 438.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Toronto Pearson Intl Airport one-way?

    One-way options have recently been found by users for as low as C$ 122 on Delta. Other airlines that offer cheap prices include WestJet from C$ 173 and KLM from C$ 251 one-way.

  • 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$ 167). 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
Vaughan
Collingwood
Richmond Hill
Barrie
Burlington
Milton
Muskoka
Kitchener
Pickering
Orillia
Brantford
Waterloo
St. Catharines
Cobourg
Peterborough
Cambridge
Oshawa

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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

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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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