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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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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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 agosto 14, 2025.

Round-trip from

$233
(Delta)

One-way from

$89
(Delta)

Popular in

November

Cheapest in

July

Average price

$274
From Chicago Midway to Toronto Pearson Intl
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One-way flight from Chicago Midway to Toronto Pearson Intl
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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. 10/299:35 amMDW - YYZ
1 stop6h 44mDelta
sáb. 11/112:15 pmYYZ - MDW
1 stop6h 40mDelta
Deal found 8/13$233
This Delta deal was found by Cheapflights users on 8/13. 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. 9/271:43 pmMDW - YYZ
1 stop8h 37mDelta
sáb. 10/46:00 amYYZ - MDW
1 stop8h 03mDelta
Deal found 8/13$251
This Delta deal was found by Cheapflights users on 8/13. 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. 9/41:43 pmMDW - YYZ
1 stop8h 50mDelta
sáb. 9/612:15 pmYYZ - MDW
1 stop7h 22mDelta
Deal found 8/13$268
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 10/149:35 amMDW - YYZ
1 stop6h 44mDelta
dom. 10/1912:15 pmYYZ - MDW
1 stop7h 10mDelta
Deal found 8/13$283
This Kiwi.com deal was found by Cheapflights users on 8/13. 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. 9/410:31 amMDW - YYZ
1 stop10h 27mWestJet
sáb. 9/67:45 amYYZ - MDW
1 stop14h 27mWestJet
Deal found 8/13$297
This Delta deal was found by Cheapflights users on 8/14. 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. 9/31:43 pmMDW - YYZ
1 stop8h 50mDelta
mié. 9/1012:15 pmYYZ - MDW
1 stop7h 22mDelta
Deal found 8/14$300
This Kiwi.com deal was found by Cheapflights users on 8/13. 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. 10/179:45 amMDW - YYZ
1 stop10h 36mMultiple Airlines
lun. 10/207:45 amYYZ - MDW
1 stop9h 24mMultiple Airlines
Deal found 8/13$310
This Delta deal was found by Cheapflights users on 8/14. 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.
mar. 9/166:15 pmMDW - YYZ
1 stop3h 41mDelta
vie. 9/1912:15 pmYYZ - MDW
1 stop7h 20mDelta
Deal found 8/14$332
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/86:17 pmMDW - YYZ
1 stop3h 41mDelta
vie. 9/124:12 pmYYZ - MDW
1 stop3h 23mDelta
Deal found 8/13$338
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
mié. 10/89:20 amMDW - YYZ
2 stops14h 11mWestJet
dom. 10/1212:37 pmYYZ - MDW
1 stop6h 06mWestJet
Deal found 8/13$346
This Delta deal was found by Cheapflights users on 8/13. 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. 12/189:30 amMDW - YYZ
1 stop6h 53mDelta
dom. 1/116:00 amYYZ - MDW
1 stop3h 50mDelta
Deal found 8/13$348
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/37:15 pmMDW - YYZ
1 stop15h 23mWestJet
lun. 10/61:20 pmYYZ - MDW
1 stop21h 20mWestJet
Deal found 8/13$349

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 agosto 14, 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

mié. 10/29

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

sáb. 11/1

12:15 pm-5:55 pm

1 stop6h 40m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 11/8

11:10 am-5:19 pm

1 stop5h 09m

Toronto Pearson Intl

lun. 11/10

12:15 pm-6:36 pm

1 stop7h 21m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 9/27

1:43 pm-11:20 pm

1 stop8h 37m

Toronto Pearson Intl

sáb. 10/4

6:00 am-1:03 pm

1 stop8h 03m

$251

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jue. 10/2

9:35 am-5:23 pm

1 stop6h 48m

Toronto Pearson Intl

dom. 10/5

12:14 pm-6:35 pm

1 stop7h 21m

$251

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

sáb. 10/4

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

lun. 10/6

12:15 pm-6:25 pm

1 stop7h 10m

$251

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mar. 10/7

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

sáb. 10/11

12:15 pm-6:25 pm

1 stop7h 10m

$251

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jue. 10/23

9:35 am-5:19 pm

1 stop6h 44m

Toronto Pearson Intl

dom. 10/26

6:20 am-1:08 pm

1 stop7h 48m

$251

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jue. 10/16

9:20 am-6:30 pm

1 stop8h 10m

$89

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 10/8

9:35 am-2:45 pm

1 stop4h 10m

$89

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 9/5

9:15 am-6:31 pm

1 stop8h 16m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 14 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.

  • 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 $243). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in August is currently the most expensive (average of $348). 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

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
Muskoka
Collingwood
Bracebridge
Brantford
Pickering
Lindsay
Burlington
Peterborough
Oakville
Barrie
Cambridge
Milton
Oshawa
Owen Sound
Ajax
Vaughan
Richmond Hill

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See prices for flight routes from nearby airports that may be better suited for you.
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