Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $188 (FlightHub) |
One-way from | $120 (CheapOair) |
Popular in | January |
Cheapest in | April |
Average price | $229 |
Good round-trip deal | $194 or less |
Good one-way deal | $184 or less |
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 7/25
3:35 pm-4:24 pm
Nonstop1h 49m
Chicago Midway
Sun 7/27
5:20 pm-8:02 pm
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 5/12
7:55 am-8:45 am
Nonstop1h 50m
Chicago Midway
Tue 5/13
5:20 pm-8:02 pm
Nonstop1h 42m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Fri 5/23
7:25 am-11:24 am
1 stop4h 59m
Chicago O'Hare Intl
Mon 5/26
6:15 pm-9:32 am
1 stop14h 17m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 5/7
4:05 pm-4:54 pm
Nonstop1h 49m
Chicago Midway
Sun 5/11
5:50 pm-8:32 pm
Nonstop1h 42m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Thu 5/22
8:50 am-6:53 pm
1 stop11h 03m
Chicago O'Hare Intl
Mon 5/26
5:20 pm-2:50 pm
2 stops20h 30m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 5/11
3:35 pm-4:24 pm
Nonstop1h 49m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Thu 9/11
10:25 am-2:50 pm
1 stop5h 25m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 5/7
4:05 pm-4:54 pm
Nonstop1h 49m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Mon 5/19
5:15 pm-7:27 am
1 stop15h 12m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 5/15
8:45 am-2:45 pm
1 stop7h 00m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars |
Currently, August is the cheapest month in which you can book a flight from Toronto Island Airport to Chicago (average of $245). Flying from Toronto Island Airport to Chicago in March is currently the most expensive (average of $321). 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.
Unlike in the morning, when flights are generally more expensive, you can save up to 4% on flights from Toronto Island Airport to Chicago by exploring options for tickets in the afternoon.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Entertainment
Overall
Comfort
Food
Reviews
Anonymous,Apr 2025
MCO - YHZ
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$170 | Average$261 | FlexibilityNo cancel fee | On-time52% |