Cheap Flights From Pearson Intl. (YYZ) To Midway Intl. (MDW)
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Find The Best Dates To Fly
Cheapest Flights from Toronto (YYZ) to Chicago (MDW)
The cheapest flights to Midway Intl. found within the past 7 days were CA $293 round trip and CA $185 one way. Prices and availability subject to change. Additional terms may apply.
YYZ
Toronto
MDW
Chicago
CA $293 Roundtrip, found 4 days ago
CA $293
Roundtrip
found 4 days ago
YYZ
Toronto
MDW
Chicago
CA $293 Roundtrip, found 3 days ago
CA $293
Roundtrip
found 3 days ago
YYZ
Toronto
MDW
Chicago
CA $316 Roundtrip, found 6 days ago
CA $316
Roundtrip
found 6 days ago
YYZ
Toronto
MDW
Chicago
CA $316 Roundtrip, found 4 days ago
CA $316
Roundtrip
found 4 days ago
YYZ
Toronto
MDW
Chicago
CA $320 Roundtrip, found 6 days ago
CA $320
Roundtrip
found 6 days ago
YYZ
Toronto
MDW
Chicago
CA $326 Roundtrip, found 5 days ago
CA $326
Roundtrip
found 5 days ago
YYZ
Toronto
MDW
Chicago
CA $337 Roundtrip, found 4 days ago
CA $337
Roundtrip
found 4 days ago
YYZ
Toronto
MDW
Chicago
CA $341 Roundtrip, found 5 days ago
CA $341
Roundtrip
found 5 days ago
YYZ
Toronto
MDW
Chicago
CA $345 Roundtrip, found 5 days ago
CA $345
Roundtrip
found 5 days ago
YYZ
Toronto
MDW
Chicago
CA $356 Roundtrip, found 5 days ago
CA $356
Roundtrip
found 5 days ago
Midway Intl. flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Pearson Intl. to Midway Intl.
View all tripsPopular Flight Routes from Toronto (YYZ)
Travelers at YYZ love to visit these top cities. Roam to the top destinations from Toronto (YYZ) today with the cheap prices from Travelocity!
Popular Flight Routes from Chicago (MDW)
Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!
Top Airlines Routes From YYZ
Flights To MDW
Most Popular
Flights
Ottawa to Vancouver (YOW - YVR)Swoop Hamilton (YHM) to St. Petersburg - Clearwater (PIE) flightsWestJet Hamilton (YHM) to Charlottetown (YYG) flightsSwoop Abbotsford (YXX) to Hamilton (YHM) flightsFlair Airlines Winnipeg (YWG) to Ottawa (YOW) flightsWestJet Kitchener (YKF) to Goffs (YHZ) flightsSwoop Hamilton (YHM) to Sanford (SFB) flightsWestJet Kitchener (YKF) to Calgary (YYC) flightsPorter Airlines Toronto (YTZ) to Ottawa (YOW) flightsAir Canada Ottawa (YOW) to London (LHR) flightsOttawa to Toronto (YOW - YYZ)Porter Airlines Toronto (YTZ) to Philadelphia (PHL) flightsHamilton to Calgary (YHM - YYC)Porter Airlines Toronto (YTZ) to Montreal (YUL) flightsSwoop Hamilton (YHM) to St. John's (YYT) flightsWestJet London (YXU) to Calgary (YYC) flightsPorter Airlines Toronto (YTZ) to North Bay (YYB) flightsSwoop Hamilton (YHM) to Goffs (YHZ) flightsHamilton to Edmonton (YHM - YEG)WestJet Kitchener (YKF) to Edmonton (YEG) flightsPorter Airlines Toronto (YTZ) to Thunder Bay (YQT) flightsWestJet Calgary (YYC) to Kitchener (YKF) flightsPorter Airlines Toronto (YTZ) to Detroit (DTW) flightsSwoop Winnipeg (YWG) to Hamilton (YHM) flightsSwoop Hamilton (YHM) to Deer Lake (YDF) flightsWestJet Kitchener (YKF) to Ottawa (YOW) flightsSwoop London (YXU) to Abbotsford (YXX) flightsFlair Airlines Ottawa (YOW) to Winnipeg (YWG) flightsKitchener to Vancouver (YKF - YVR)Vancouver to Ottawa (YVR - YOW)