Porter
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Canada
Billy Bishop Toronto City Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Toronto to Chicago. The full flight schedule below gives an overview of all non-stop flights from YTZ to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Toronto YTZ to Chicago MDW, which is Porter. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their YTZ MDW flight schedule.
Flights from YTZ to MDW are operated 5 times a week, with an average of 1 flight per day. Departure times vary between 08:50 - 14:30. The earliest flight departs at 08:50, the last flight departs at 14:30. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Toronto to Chicago takes 1 hour and 50 minutes. The flight distance between Toronto and Chicago is 442 miles (or 711 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 5 flights per week flying from Toronto to Chicago (as of April 2026).
1 hour and 50 minutes is the average flight time from Toronto to Chicago.
The distance from Toronto to Chicago is 442 miles (711 kilometers).
Porter is the only airline flying nonstop from Toronto to Chicago.
There are no alliances flying direct from Toronto to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Toronto to Chicago:
The earliest flight departs at 08:50 from Toronto and arrives at 09:40 at Chicago.
The latest flight departs at 14:30 from Toronto and arrives at 15:20 at Chicago.
442 miles (711 km) · 1h 50m
09:25
10:15
Porter
PD 2387
Porter
De Havilland Canada DHC-8-400 Dash 8Q
Y
W
J
F
11:20
12:10
Porter
PD 2387
Porter
De Havilland Canada DHC-8-400 Dash 8Q
Y
W
J
F
14:30
15:20
Porter
PD 2393
Porter
De Havilland Canada DHC-8-400 Dash 8Q
Y
W
J
F
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