Cheap Flights from Toronto Pearson International Airport to Chicago (MDW) Find and Compare the Best Airline Deals | Skyticket

Departure Date

2025/7
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27Search	28252	29Search	30319	31329

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Return Date

2025/7
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Total Fares（Round-Trip/Economy）: USD /Per Person

* Displayed fare(s) may differ from the actual search result

Pearson－Chicago Midway Airport
July Lowest Airfares
USD228

The airfare displayed above is for Delta Air Lines

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Pearson－Chicago Midway Airport
August Lowest Airfares
USD220

The airfare displayed above is for Delta Air Lines

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Pearson－Chicago Midway Airport
September Lowest Airfares
USD381

The airfare displayed above is for West Jet

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Pearson－Chicago Midway Airport
October Lowest Airfares
USD388

The airfare displayed above is for Delta Air Lines

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Pearson－Chicago Midway Airport
November Lowest Airfares
USD235

The airfare displayed above is for Delta Air Lines

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Toronto－Chicago
Estimated Flight Time
2 Hours 35 Minutes
Toronto－Chicago
Number of Operating Airlines
2

Operating Airlines for Pearson－Chicago Midway Airport Route
Delta Air Lines

West Jet

Other Destinations from:Toronto

Pearson－Chicago(O'Hare)
USD159〜
Pearson－Dallas(/Fort Worth)
USD234〜
Pearson－Dallas(Love Field)
USD459〜
Pearson－San Diego(SAN)
USD263〜
Pearson－Atlanta(Hartsfield-Jackson)
USD268〜
Pearson－Houston(William P. Hobby)
USD345〜
Pearson－Houston(George Bush Intercontinental)
USD367〜
Pearson－Salt Lake City(SLC)
USD353〜
Pearson－Miami(MIA)
USD223〜
* Fares vary in accordance to seat availability
Other Departures to: Chicago

Calgary Airport－Chicago(Midway)
USD219〜
Montreal-Pierre Elliott Trudeau Airport－Chicago(Midway)
USD228〜
* Fares vary in accordance to seat availability