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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 153

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 24/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
30 Mar — 6 Apr1
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 25 March 2025.

Round-trip from

C$ 365

One-way from

C$ 153

Popular in

March

Cheapest in

April

Average price

C$ 573
Delta
  • Delta
  • 6/5-13/5
  • 2 total stops
  • 10h 37m total
  • Chicago to Toronto
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Delta
  • Delta
  • 24/4
  • 1 total stop
  • 8h 59m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 5% potential increase in price (C$ 39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Tue 6/55:59 p.m.MDW - YYZ
1 stop3h 56mDelta
Tue 13/512:15 p.m.YYZ - MDW
1 stop7h 30mDelta
Deal found 24/3C$ 365
Tue 1/44:40 p.m.MDW - YYZ
1 stop18h 05mMultiple Airlines
Mon 7/48:00 p.m.YYZ - MDW
1 stop28h 24mMultiple Airlines
Deal found 24/3C$ 425
Fri 2/51:16 p.m.MDW - YYZ
1 stop8h 59mWestJet
Sun 4/56:30 a.m.YYZ - MDW
1 stop11h 49mWestJet
Deal found 24/3C$ 483

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 25 March 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

Tue 6/5

9:20 a.m.-5:18 p.m.

1 stop6h 58m

Toronto Pearson Intl

Tue 13/5

9:49 a.m.-12:28 p.m.

1 stop3h 39m

C$ 365

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 15/4

4:40 p.m.-11:45 a.m.

1 stop18h 05m

Toronto Pearson Intl

Thu 24/4

12:54 p.m.-5:19 p.m.

1 stop5h 25m

C$ 431

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 2/5

1:16 p.m.-11:15 p.m.

1 stop8h 59m

Toronto Pearson Intl

Sun 4/5

6:30 a.m.-5:19 p.m.

1 stop11h 49m

C$ 483

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 24/4

1:16 p.m.-11:15 p.m.

1 stop8h 59m

C$ 153

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 8/4

4:40 p.m.-11:45 a.m.

1 stop18h 05m

C$ 162

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 7/4

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

1 stop11h 23m

C$ 225

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 16/5

6:31 p.m.-12:30 p.m.

2 stops16h 59m

C$ 357

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/3

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

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 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 51.0 mm.

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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

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 25 March 2025.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Delta, WestJet and Flair Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

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
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

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
2,785 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

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.
Flair Airlines
6.0
Okay
239 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

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?

    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$ 365 on this airline. An additional option worth looking into is WestJet, starting at C$ 483.

  • 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$ 153 on Delta. Other airlines that offer cheap prices include WestJet from C$ 225 and Flair Airlines from C$ 357 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Brampton
Markham
Vaughan
Barrie
Richmond Hill
Burlington
Brantford
Collingwood
Muskoka
Milton
Oshawa
Oakville
Kitchener
Orillia
Pickering
St. Catharines
Guelph
Cobourg
Waterloo
Peterborough

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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
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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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