
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $206 (Air Canada) |
One-way from | $135 (Mytrip) |
Popular in | May |
Cheapest in | September |
Average price | $280 |
Good round-trip deal | $224 or less |
Good one-way deal | $134 or less |
Fly from
Fly to
Route
Depart
Return
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 8/14
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Sun 8/16
10:20 am-1:00 pm
Nonstop1h 40m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Mon 7/20
12:15 pm-1:19 pm
Nonstop2h 04m
Chicago O'Hare Intl
Thu 7/23
2:00 pm-4:42 pm
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 7/10
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Tue 7/28
3:20 pm-6:00 pm
Nonstop1h 40m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 7/10
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Wed 7/29
10:25 am-1:05 pm
Nonstop1h 40m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 7/12
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Wed 7/29
3:20 pm-6:00 pm
Nonstop1h 40m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 7/4
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Sat 7/11
10:25 am-1:05 pm
Nonstop1h 40m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 10/2
7:43 pm-11:32 pm
1 stop4h 49m
Chicago O'Hare Intl
Mon 10/5
8:50 am-7:02 pm
1 stop9h 12m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Thu 7/9
7:20 pm-8:16 pm
Nonstop1h 56m
Chicago O'Hare Intl
Sun 7/12
7:25 am-10:06 am
Nonstop1h 41m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Tue 6/30
12:15 pm-1:10 pm
Nonstop1h 55m
Chicago O'Hare Intl
Thu 7/9
8:40 am-6:42 pm
1 stop9h 02m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Mon 7/13
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Fri 7/31
3:20 pm-6:00 pm
Nonstop1h 40m
Currently, April is the cheapest month in which you can book a flight from Canada to Illinois (average of $255). Flying from Canada to Illinois in June is currently the most expensive (average of $363). 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 Canada to Illinois in the morning. Doing so could potentially save you 24% on the flight price compared to flying at noon, which is usually more expensive.
The most flights from CA0 to USIL are scheduled on a Tuesday (67 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (55 on average).
The price you pay for your flight from Canada to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Travelers seeking maximum savings on their Canada to Illinois flight should consider departing on Thursday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Justin,May 2026
YYZ - MCO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$445 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$134 | Average$417 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$137 | Average$314 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$167 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$232 | Average$405 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$241 | Average$288 | FlexibilityNo cancel fee | On-timeN/A |