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Pearson Intl

$127+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$308
(Delta)

One-way from

$127
(Delta)

Popular in

November

Cheapest in

July

Average price

$335
Provider with most accurate pricing for Chicago Midway-Toronto Pearson Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Toronto Pearson Intl flights.
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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. 4% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Fri 5/239:16 amMDW - YYZ
1 stop6h 59mDelta
Tue 5/2712:30 pmYYZ - MDW
1 stop6h 15mDelta
Deal found 4/28$308
This Trip.com deal was found by Cheapflights users on 4/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/179:21 amMDW - YYZ
1 stop8h 13mWestJet
Mon 6/236:30 amYYZ - MDW
1 stop7h 36mWestJet
Deal found 4/28$344
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Sat 5/241:55 pmMDW - YYZ
1 stop8h 19mMultiple Airlines
Sat 6/79:50 amYYZ - MDW
1 stop10h 35mMultiple Airlines
Deal found 4/28$412

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 April 29, 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 5/23

9:16 am-5:15 pm

1 stop6h 59m

Toronto Pearson Intl

Tue 5/27

12:30 pm-5:45 pm

1 stop6h 15m

$308

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 6/17

9:21 am-6:34 pm

1 stop8h 13m

Toronto Pearson Intl

Mon 6/23

6:30 am-1:06 pm

1 stop7h 36m

$344

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 5/24

1:55 pm-11:14 pm

1 stop8h 19m

Toronto Pearson Intl

Sat 6/7

9:50 am-7:25 pm

1 stop10h 35m

$412

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 5/31

5:25 pm-10:58 pm

1 stop4h 33m

$127

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 6/1

9:20 am-11:14 pm

1 stop12h 54m

$144

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 6/20

10:34 am-2:05 pm

2 stops26h 31m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JetabroadPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >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

Rainfall in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Toronto Pearson Intl Airport ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 2.0 in.

Temperature in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Toronto Pearson Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 April 29, 2025.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about Delta and WestJet. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,823 reviews
Delta
8.0
Very good
7,929 reviews

Entertainment

7.9

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    Currently priced at $308, Delta will fly you from Chicago Midway Airport to Toronto Pearson Intl Airport and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on WestJet for as low as $344.

  • 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 July is currently the most expensive (average of $359). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Kitchener
Brampton
Markham
Oakville
Vaughan
Muskoka
Barrie
Whitby
Bracebridge
Brantford
Burlington
Lindsay
Pickering
Peterborough
Newmarket
Ajax
Milton
Cambridge
Oshawa
Owen Sound

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