HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pearson Intl

$89+ Cheap flights from Midway (MDW) to Pearson Intl (YYZ)

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
dic. 24 — dic. 311
mié. 12/24
mié. 12/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Pearson Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 noviembre 24, 2025.

This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/139:59 amMDW - YYZ
1 stop5h 16mDelta
mar. 12/166:05 amYYZ - MDW
1 stop3h 49mDelta
Deal found 11/24$248
This Delta deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/126:40 pmMDW - YYZ
1 stop3h 31mDelta
jue. 1/86:00 amYYZ - MDW
1 stop3h 52mDelta
Deal found 11/23$250
This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/109:34 amMDW - YYZ
1 stop4h 14mDelta
jue. 12/113:38 pmYYZ - MDW
1 stop3h 22mDelta
Deal found 11/24$263
This Delta deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/79:34 amMDW - YYZ
1 stop6h 41mDelta
mié. 12/106:30 amYYZ - MDW
1 stop7h 40mDelta
Deal found 11/23$267
This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/229:29 amMDW - YYZ
1 stop5h 41mDelta
mié. 12/316:00 amYYZ - MDW
1 stop6h 06mDelta
Deal found 11/24$271
This Kiwi.com deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/259:50 amMDW - YYZ
1 stop13h 09mWestJet
mié. 12/316:00 amYYZ - MDW
1 stop6h 06mWestJet
Deal found 11/23$300
This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/156:40 pmMDW - YYZ
1 stop3h 31mDelta
vie. 12/1912:13 pmYYZ - MDW
1 stop6h 47mDelta
Deal found 11/24$304
This Delta deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/216:08 pmMDW - YYZ
1 stop3h 42mDelta
mié. 12/316:00 amYYZ - MDW
1 stop6h 06mDelta
Deal found 11/23$308
This Delta deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/186:40 pmMDW - YYZ
1 stop3h 31mDelta
lun. 1/510:05 amYYZ - MDW
1 stop8h 29mDelta
Deal found 11/23$314
This Kiwi.com deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/53:52 pmMDW - YYZ
1 stop21h 28mMultiple Airlines
mié. 12/109:35 amYYZ - MDW
2 stops29h 29mMultiple Airlines
Deal found 11/21$319
This Kiwi.com deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/259:50 amMDW - YYZ
1 stop13h 09mMultiple Airlines
mié. 12/317:40 amYYZ - MDW
2 stops15h 32mMultiple Airlines
Deal found 11/24$329

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 noviembre 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$233
(Delta)

One-way from

$89
(Delta)

Popular in

November

Cheapest in

September

Average price

$343
Provider with most accurate pricing for Chicago Midway-Toronto Pearson Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Toronto Pearson Intl flights.
Search Deals
From Chicago Midway to Toronto Pearson Intl
Search Deals
One-way flight from Chicago Midway to Toronto Pearson Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 2,558,603 searches. Data last updated noviembre 24, 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

jue. 1/8

6:14 pm-10:41 pm

1 stop3h 27m

Toronto Pearson Intl

mar. 1/13

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mar. 1/6

6:14 pm-10:41 pm

1 stop3h 27m

Toronto Pearson Intl

mar. 1/13

10:05 am-12:48 pm

1 stop3h 43m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 1/10

5:00 pm-11:13 pm

1 stop5h 13m

Toronto Pearson Intl

mar. 1/13

6:30 am-1:09 pm

1 stop7h 39m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 1/30

1:26 pm-10:42 pm

1 stop8h 16m

Toronto Pearson Intl

dom. 2/1

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

dom. 1/11

6:30 pm-10:41 pm

1 stop3h 11m

Toronto Pearson Intl

mar. 1/13

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 1/9

1:28 pm-7:13 pm

1 stop4h 45m

Toronto Pearson Intl

mar. 1/13

10:05 am-12:48 pm

1 stop3h 43m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 1/10

1:28 pm-7:08 pm

1 stop4h 40m

Toronto Pearson Intl

jue. 1/15

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 1/10

9:32 am-4:16 pm

1 stop5h 44m

Toronto Pearson Intl

vie. 1/16

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 1/9

1:28 pm-10:41 pm

1 stop8h 13m

Toronto Pearson Intl

lun. 1/12

7:45 am-12:48 pm

1 stop6h 03m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

lun. 1/5

1:28 pm-10:41 pm

1 stop8h 13m

Toronto Pearson Intl

jue. 1/8

6:00 am-8:52 am

1 stop3h 52m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 20 results
1
2

Compare providers for flights from Midway to Pearson Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Pearson Intl in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Toronto Pearson Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Toronto Pearson Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Toronto Pearson Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Toronto Pearson Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 114 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday 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.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the last year, East Coast Flight Services have had the lowest number of delays on this route, with no flights being classified as delayed.

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?

    Departing from Chicago Midway Airport to Toronto Pearson Intl Airport will take you 3h 27m. The distance from Chicago Midway Airport to Toronto Pearson Intl Airport is about 432 mi.

  • 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

Traveling 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
Kitchener
Markham
Collingwood
Oakville
Brantford
Pickering
Lindsay
Peterborough
Barrie
Cambridge
Milton
Oshawa
Burlington
Owen Sound
Ajax
Orillia
Vaughan
Richmond Hill
Gravenhurst

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

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.