
Popular airlines from Billy Bishop Toronto City Airport (YTZ) to Chicago Midway Airport (MDW)
- Porter Airlines
Porter Airlines
- Air Transat
Air Transat
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Cheap flights from Toronto to Chicago (YTZ-MDW)
Prices were available within the past 7 days and start at €95 for one-way flights and €152 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 5 Mar - Wed, 11 Mar
YTZ
Toronto
MDW
Chicago
€152 Return, found 2 hours ago
€152
Return
found 2 hours ago

Mon, 12 Jan - Mon, 19 Jan
YTZ
Toronto
MDW
Chicago
€153 Return, found 5 days ago
€153
Return
found 5 days ago

Thu, 5 Mar - Wed, 11 Mar
YTZ
Toronto
MDW
Chicago
€158 Return, found 2 hours ago
€158
Return
found 2 hours ago

Mon, 12 Jan - Mon, 19 Jan
YTZ
Toronto
MDW
Chicago
€159 Return, found 5 days ago
€159
Return
found 5 days ago

Thu, 5 Mar - Wed, 11 Mar
YTZ
Toronto
MDW
Chicago
€165 Return, found 2 hours ago
€165
Return
found 2 hours ago

Thu, 5 Mar - Wed, 11 Mar
YTZ
Toronto
MDW
Chicago
€165 Return, found 2 hours ago
€165
Return
found 2 hours ago

Sat, 15 Nov - Sun, 16 Nov
YTZ
Toronto
MDW
Chicago
€234 Return, found 14 hours ago
€234
Return
found 14 hours ago

Sat, 15 Nov - Sun, 16 Nov
YTZ
Toronto
MDW
Chicago
€239 Return, found 14 hours ago
€239
Return
found 14 hours ago

Thu, 4 Dec - Mon, 8 Dec
YTZ
Toronto
MDW
Chicago
€247 Return, found 1 day ago
€247
Return
found 1 day ago

Thu, 4 Dec - Mon, 8 Dec
YTZ
Toronto
MDW
Chicago
€251 Return, found 1 day ago
€251
Return
found 1 day ago
Find the cheapest month to fly from Toronto (YTZ) to Chicago (MDW)
September is typically the cheapest month to fly
From €124 - €351 per traveller.
Frequently asked questions
Travel information
Origin airport | Billy Bishop Toronto City |
---|---|
Destination airport | Midway Intl. |
Airlines serving | Air Transat, Porter Airlines |
Return price | €151 |
Distance | 707 km |
Book with confidence
Perfect flights from Toronto to Chicago
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Our flexible Billy Bishop Toronto City to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from €95 and roundtrip prices from €152. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
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Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
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