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

Departure Date

2025/6
Sun	Mon	Tue	Wed	Thu	Fri	Sat
1------	2------	3------	4------	5------	6------	7------
8------	9------	10------	11------	12------	13------	14------
15------	16------	17------	18------	19------	20------	21------
22------	23------	24------	25------	26446	27Search	28Search
29399	30Search

Select Return Date　　 Change Departure Date

Return Date

2025/6
Sun	Mon	Tue	Wed	Thu	Fri	Sat
1------	2------	3------	4------	5------	6------	7------
8------	9------	10------	11------	12------	13------	14------
15------	16------	17------	18------	19------	20------	21------
22------	23------	24------	25------	26------	27------	28------
29------	30------

　　Select Departure Date

Currency:US Dollar Loading Searching Fares Updating Fares

Departure Date

―

Return Date

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

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

Pearson－Chicago Midway Airport
June Lowest Airfares
USD399

The airfare displayed above is for Delta Air Lines

Set calendar for this month
Pearson－Chicago Midway Airport
July Lowest Airfares
USD223

The airfare displayed above is for Delta Air Lines

Set calendar for this month

Pearson－Chicago Midway Airport
August Lowest Airfares
USD231

The airfare displayed above is for Delta Air Lines

Set calendar for this month
Pearson－Chicago Midway Airport
September Lowest Airfares
USD385

The airfare displayed above is for West Jet

Set calendar for this month
Pearson－Chicago Midway Airport
October Lowest Airfares -----

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)
USD161〜
Pearson－Dallas(/Fort Worth)
USD237〜
Pearson－Dallas(Love Field)
USD458〜
Pearson－San Diego(SAN)
USD266〜
Pearson－Atlanta(Hartsfield-Jackson)
USD272〜
Pearson－Houston(William P. Hobby)
USD349〜
Pearson－Houston(George Bush Intercontinental)
USD372〜
Pearson－Salt Lake City(SLC)
USD357〜
Pearson－Miami(MIA)
USD225〜
* Fares vary in accordance to seat availability
Other Departures to: Chicago

Calgary Airport－Chicago(Midway)
USD221〜
Montreal-Pierre Elliott Trudeau Airport－Chicago(Midway)
USD231〜
* Fares vary in accordance to seat availability