
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $191 (Trip.com) |
One-way from | $85 (Trip.com) |
Popular in | March |
Cheapest in | July |
Average price | $407 |
Good round-trip deal | $257 or less |
Good one-way deal | $186 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 11/13
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sun 11/16
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 11/15
12:45 pm-3:27 pm
Nonstop1h 42m
Toronto Island
Mon 11/17
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 2/20
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Wed 2/25
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 3/21
12:45 pm-3:27 pm
Nonstop1h 42m
Toronto Island
Sun 3/22
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 11/14
4:15 pm-6:57 pm
Nonstop1h 42m
Toronto Island
Sun 11/16
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 2/21
12:45 pm-3:27 pm
Nonstop1h 42m
Toronto Island
Sun 2/22
2:30 pm-3:20 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 11/20
4:15 pm-6:57 pm
Nonstop1h 42m
Toronto Island
Sun 11/23
2:30 pm-3:20 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 12/6
12:45 pm-3:27 pm
Nonstop1h 42m
Toronto Island
Sun 12/7
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 11/13
4:15 pm-6:57 pm
Nonstop1h 42m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 11/10
4:15 pm-6:57 pm
Nonstop1h 42m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of $135). Flying from Chicago Midway Airport to Toronto Island Airport in March is currently the most expensive (average of $473). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Toronto Island Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight at noon.
About 12% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 116 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Air Transat have had the lowest number of delays on this route, with just 12% of flights being delayed.
Food
Comfort
Entertainment
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Food
Comfort
Entertainment
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$234 | FlexibilityNo cancel fee | On-time52% |