
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $171 (Trip.com) |
One-way from | $70 (eDestinos) |
Popular in | December |
Cheapest in | September |
Average price | $299 |
Good round-trip deal | $175 or less |
Good one-way deal | $165 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 4/10
4:05 pm-6:47 pm
Nonstop1h 42m
Toronto Island
Fri 4/17
2:30 pm-3:20 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 4/4
12:55 pm-3:37 pm
Nonstop1h 42m
Toronto Island
Mon 4/6
9:25 am-10:15 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 5/6
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Mon 5/11
1:45 pm-2:35 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 5/7
10:25 am-1:05 pm
Nonstop1h 40m
Toronto Island
Mon 5/11
1:45 pm-2:35 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 4/16
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sun 4/19
2:30 pm-3:20 pm
Nonstop1h 50m
ChicagoToronto
ORD - YTZ
ORDYTZ
Chicago O'Hare Intl
Fri 4/10
8:40 am-3:52 pm
1 stop6h 12m
Toronto Island
Fri 4/17
8:30 am-2:55 pm
1 stop7h 25m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 4/25
12:55 pm-3:37 pm
Nonstop1h 42m
Toronto Island
Tue 4/28
9:25 am-10:15 am
Nonstop1h 50m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Wed 3/25
10:35 am-2:00 pm
Nonstop2h 25m
Montreal Pierre Elliott Trudeau Intl
Wed 4/1
4:55 pm-6:47 pm
Nonstop2h 52m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Thu 4/16
7:13 am-10:40 am
Nonstop2h 27m
Montreal Pierre Elliott Trudeau Intl
Sun 4/19
6:10 am-8:00 am
Nonstop2h 50m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 4/18
9:20 pm-10:04 am
1 stop11h 44m
Toronto Pearson Intl
Sun 4/19
1:00 pm-2:01 pm
Nonstop2h 01m
Currently, March is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $78). Flying from Chicago to Region of Ontario in February is currently the most expensive (average of $183). 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 optimal to fly from Chicago to Region of Ontario in the evening. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their Chicago to Region of Ontario flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to CAON are scheduled on a Wednesday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 on average).
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Anonymous,Feb 2026
YYJ - YYZ
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$105 | Average$243 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$145 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$172 | Average$380 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$214 | Average$363 | FlexibilityNo cancel fee | On-time71% |