Find flights
When to book
FAQs

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
10 May — 17 May1
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 10 April 2026.

Fri 8/59:22 a.m.
MDW
-
YYZ
1 stop3h 08m
Delta
Sun 10/56:30 a.m.
YYZ
-
MDW
1 stop7h 49m
Delta
Deal found 5/4C$ 342
Sat 25/76:35 p.m.
MDW
-
YYZ
1 stop3h 27m
Delta
Sat 1/812:09 p.m.
YYZ
-
MDW
1 stop6h 53m
Delta
Deal found 5/4C$ 346
Mon 4/51:24 p.m.
MDW
-
YYZ
1 stop8h 32m
Delta
Mon 11/512:29 p.m.
YYZ
-
MDW
1 stop6h 27m
Delta
Deal found 5/4C$ 349
Thu 13/89:30 a.m.
MDW
-
YYZ
1 stop6h 53m
Delta
Sun 23/86:00 a.m.
YYZ
-
MDW
1 stop7h 30m
Delta
Deal found 5/4C$ 350
Fri 24/42:12 p.m.
MDW
-
YYZ
1 stop7h 58m
Delta
Sun 26/412:16 p.m.
YYZ
-
MDW
1 stop6h 42m
Delta
Deal found 5/4C$ 357
Wed 2/92:00 p.m.
MDW
-
YYZ
1 stop7h 58m
Delta
Sun 6/96:30 a.m.
YYZ
-
MDW
1 stop7h 41m
Delta
Deal found 5/4C$ 364
Sat 2/51:24 p.m.
MDW
-
YYZ
1 stop8h 32m
Multiple Airlines
Sun 3/56:10 a.m.
YYZ
-
MDW
1 stop3h 37m
Multiple Airlines
Deal found 5/4C$ 367
Thu 7/59:22 a.m.
MDW
-
YYZ
1 stop4h 52m
Delta
Tue 12/56:10 a.m.
YYZ
-
MDW
1 stop3h 33m
Delta
Deal found 6/4C$ 371
Sat 5/99:30 a.m.
MDW
-
YYZ
1 stop4h 48m
Delta
Tue 8/96:00 a.m.
YYZ
-
MDW
1 stop7h 30m
Delta
Deal found 5/4C$ 378
Thu 30/49:27 a.m.
MDW
-
YYZ
1 stop4h 53m
Delta
Thu 7/56:10 a.m.
YYZ
-
MDW
1 stop3h 33m
Delta
Deal found 7/4C$ 379

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 10 April 2026.

Round-trip from

C$ 342

One-way from

C$ 130

Popular in

September

Cheapest in

July

Average price

C$ 344
Delta
  • Delta
  • 8/5-10/5
  • 2 total stops
  • 10h 57m total
  • Chicago to Toronto
Search Deals
Delta
  • Delta
  • 30/6
  • 1 total stop
  • 7h 40m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 33% potential increase in price (C$ 360 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease (C$ 88 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 10 April 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 8/5

6:36 p.m.-10:59 p.m.

1 stop3h 23m

Toronto Pearson Intl

Sun 10/5

6:10 a.m.-8:43 a.m.

1 stop3h 33m

C$ 342

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 15/5

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

1 stop6h 59m

Toronto Pearson Intl

Wed 20/5

2:20 p.m.-6:33 p.m.

1 stop5h 13m

C$ 342

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 15/5

9:23 a.m.-6:31 p.m.

1 stop8h 08m

Toronto Pearson Intl

Sun 17/5

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

1 stop7h 32m

C$ 342
Quickest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 7/5

9:22 a.m.-1:30 p.m.

1 stop3h 08m

Toronto Pearson Intl

Sun 10/5

6:10 a.m.-8:43 a.m.

1 stop3h 33m

C$ 342

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 4/5

1:24 p.m.-10:56 p.m.

1 stop8h 32m

Toronto Pearson Intl

Mon 11/5

12:29 p.m.-5:56 p.m.

1 stop6h 27m

C$ 349

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 3/5

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

1 stop6h 54m

Toronto Pearson Intl

Tue 12/5

4:04 p.m.-6:33 p.m.

1 stop3h 29m

C$ 349

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 2/9

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

1 stop7h 58m

Toronto Pearson Intl

Sun 6/9

6:30 a.m.-1:11 p.m.

1 stop7h 41m

C$ 364

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 23/5

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

1 stop6h 59m

Toronto Pearson Intl

Sat 30/5

4:10 p.m.-6:33 p.m.

1 stop3h 23m

C$ 371

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 15/5

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

1 stop6h 59m

Toronto Pearson Intl

Mon 18/5

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

1 stop7h 32m

C$ 371

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/6

9:17 a.m.-5:24 p.m.

1 stop7h 07m

Toronto Pearson Intl

Mon 15/6

12:09 p.m.-6:31 p.m.

1 stop7h 22m

C$ 371

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 21 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

How often are flights from Chicago to Toronto delayed?

About 22% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 91 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?

Wednesday 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 3h 23m. 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
Markham
Kitchener
Collingwood
Oakville
Vaughan
Barrie
Burlington
Richmond Hill
Muskoka
Cambridge
Oshawa
Pickering
Waterloo
Guelph
Milton
St. Catharines
Brantford
Lindsay
Peterborough

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.