Fly from
Fly to
Route
Depart
Return
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Mon 26/10
12:10 p.m.-6:05 p.m.
1 stop6h 55m
Chicago Midway
Thu 19/11
9:30 a.m.-5:22 p.m.
1 stop6h 52m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Thu 12/11
9:45 a.m.-12:33 p.m.
1 stop3h 48m
Chicago Midway
Tue 17/11
1:00 p.m.-5:22 p.m.
1 stop3h 22m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 30/9
12:08 p.m.-6:33 p.m.
1 stop7h 25m
Chicago Midway
Sun 4/10
9:29 a.m.-5:20 p.m.
1 stop6h 51m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 21/8
12:09 p.m.-6:33 p.m.
1 stop7h 24m
Chicago Midway
Mon 24/8
1:25 p.m.-11:03 p.m.
1 stop8h 38m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Tue 15/9
6:00 a.m.-12:39 p.m.
1 stop7h 39m
Chicago Midway
Thu 24/9
9:29 a.m.-5:20 p.m.
1 stop6h 51m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Thu 6/8
12:09 p.m.-6:33 p.m.
1 stop7h 24m
Chicago Midway
Mon 10/8
6:42 p.m.-11:03 p.m.
1 stop3h 21m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Thu 30/7
12:09 p.m.-6:25 p.m.
1 stop7h 16m
Chicago Midway
Thu 27/8
1:25 p.m.-11:03 p.m.
1 stop8h 38m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Tue 11/8
6:10 a.m.-12:39 p.m.
1 stop7h 29m
Chicago Midway
Thu 13/8
1:25 p.m.-11:03 p.m.
1 stop8h 38m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sun 23/8
6:10 a.m.-12:39 p.m.
1 stop7h 29m
Chicago Midway
Mon 24/8
6:42 p.m.-11:03 p.m.
1 stop3h 21m
TorontoChicago
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 31/7
6:10 a.m.-12:38 p.m.
1 stop7h 28m
Chicago Midway
Wed 5/8
9:24 a.m.-5:24 p.m.
1 stop7h 00m
About 34% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 98 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the past year, Delta has had the lowest number of delays on this route, with just 55% of flights being delayed.
Detroit (DTW) – chosen by Cheapflights users on 50% of one-stop itineraries from Toronto Pearson Intl Airport to Chicago Midway Airport on Cheapflights.
Detroit (DTW) is the most affordable 1-stop option, with an average round-trip price of C$ 640.
Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 3h 33m.
Flights via Detroit (DTW) offer the fastest connection on this route, with an average layover time of 1h 38m.
Cheapflights makes it easy to find Pearson Intl to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Midway.
Yes, we can. To see specific flights from Pearson Intl to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Pearson Intl today and book when prices fit your budget.