
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $206 (Air Canada) |
One-way from | $135 (Flightnetwork) |
Popular in | June |
Cheapest in | September |
Average price | $284 |
Good round-trip deal | $217 or less |
Good one-way deal | $134 or less |
Fly from
Fly to
Route
Depart
Return
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 7/2
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Sun 7/5
10:25 am-1:05 pm
Nonstop1h 40m
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 - MDW
YTZMDW
Toronto Island
Thu 7/2
8:50 am-9:40 am
Nonstop1h 50m
Chicago Midway
Sat 7/4
10:25 am-1:05 pm
Nonstop1h 40m
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
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 8/23
7:00 am-8:00 am
Nonstop2h 00m
Chicago O'Hare Intl
Mon 8/24
2:15 pm-5:01 pm
Nonstop1h 46m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 7/15
1:00 pm-2:06 pm
Nonstop2h 06m
Chicago O'Hare Intl
Sun 7/19
7:09 am-9:54 am
Nonstop1h 45m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Wed 8/12
1:45 pm-2:35 pm
Nonstop1h 50m
Chicago Midway
Thu 8/20
3:15 pm-5:55 pm
Nonstop1h 40m
TorontoChicago
YTZ - ORD
YTZORD
Toronto Island
Sun 9/13
1:40 pm-2:35 pm
Nonstop1h 55m
Chicago O'Hare Intl
Thu 9/17
11:45 am-2:25 pm
Nonstop1h 40m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 7/18
7:43 pm-11:31 pm
1 stop4h 48m
Chicago O'Hare Intl
Mon 8/17
9:29 pm-12:13 am
Nonstop1h 44m
Currently, August is the cheapest month in which you can book a flight from Region of Ontario to Illinois (average of $244). Flying from Region of Ontario to Illinois in January is currently the most expensive (average of $779). 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.
One of the essential ways to save on airfare from Region of Ontario to Illinois is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 28% on airfare.
The most flights from CAON to USIL are scheduled on a Monday (70 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (57 on average).
The best time to book flights from Region of Ontario to Illinois is 87 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Travelers seeking maximum savings on their Region of Ontario to Illinois flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Justin,May 2026
YYZ - MCO
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Justin,May 2026
YYZ - MCO
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Justin,May 2026
YYZ - MCO
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Justin,May 2026
YYZ - MCO
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Justin,May 2026
YYZ - MCO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$153 | Average$312 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$163 | Average$370 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$187 | Average$432 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$299 | FlexibilityNo cancel fee | On-time71% |