
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (Ticket) |
One-way from | $122 (United Airlines) |
Popular in | January |
Cheapest in | July |
Average price | $293 |
Good round-trip deal | $192 or less |
Good one-way deal | $122 or less |
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 3/12
9:15 am-10:05 am
Nonstop1h 50m
Chicago Midway
Thu 3/19
4:15 pm-6:57 pm
Nonstop1h 42m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 5/6
8:50 am-9:50 am
Nonstop2h 00m
Chicago O'Hare Intl
Sat 5/9
9:15 pm-11:59 pm
Nonstop1h 44m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 5/20
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Mon 5/25
5:35 pm-8:15 pm
Nonstop1h 40m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Tue 3/10
7:00 am-11:18 am
1 stop5h 18m
Chicago O'Hare Intl
Tue 3/31
12:50 pm-7:52 pm
1 stop6h 02m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 2/17
9:00 pm-10:04 pm
Nonstop2h 04m
Chicago O'Hare Intl
Tue 2/24
2:30 pm-9:24 pm
1 stop5h 54m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 2/19
9:20 am-10:10 am
Nonstop1h 50m
Chicago Midway
Mon 2/23
11:05 am-1:47 pm
Nonstop1h 42m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 6/6
2:50 pm-11:12 pm
1 stop9h 22m
Chicago O'Hare Intl
Tue 6/9
3:00 pm-5:58 pm
Nonstop1h 58m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 3/16
9:15 am-10:05 am
Nonstop1h 50m
Chicago Midway
Wed 3/18
11:00 am-1:42 pm
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 3/16
9:15 am-10:05 am
Nonstop1h 50m
Chicago Midway
Thu 3/19
11:00 am-1:42 pm
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 2/19
9:20 am-10:10 am
Nonstop1h 50m
Chicago Midway
Mon 3/16
11:00 am-1:42 pm
Nonstop1h 42m
Currently, April is the cheapest month in which you can book a flight from Toronto to Illinois (average of $82). Flying from Toronto to Illinois in February is currently the most expensive (average of $184). 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.
It’s typically best to fly out from Toronto to Illinois in the afternoon. Doing so could potentially save you 20% on the flight price compared to flying in the morning, which is usually more expensive.
Travelers seeking maximum savings on their Toronto to Illinois flight should consider departing on Tuesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from YTO to USIL are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 on average).
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
Food
Comfort
Crew
Overall
Boarding
Entertainment
Reviews
Mohameed,Nov 2025
LAS - YYZ
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$304 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$140 | Average$265 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$165 | Average$279 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$340 | FlexibilityNo cancel fee | On-time71% |