
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $184 (American Airlines) |
One-way from | $89 (Delta) |
Popular in | November |
Cheapest in | September |
Average price | $348 |
Good round-trip deal | $287 or less |
Good one-way deal | $191 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 3/26
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sun 3/29
2:30 pm-3:20 pm
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 12/1
4:15 pm-6:57 pm
Nonstop1h 42m
Toronto Island
Sun 12/7
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 11/27
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Tue 12/2
9:15 am-10:05 am
Nonstop1h 50m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Fri 1/2
5:52 pm-9:17 pm
Nonstop2h 25m
Montreal Pierre Elliott Trudeau Intl
Tue 1/6
7:00 am-12:05 pm
1 stop6h 05m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Thu 2/5
10:35 am-2:00 pm
Nonstop2h 25m
Montreal Pierre Elliott Trudeau Intl
Mon 2/9
7:00 am-2:28 pm
1 stop8h 28m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 12/15
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Wed 1/7
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 12/15
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sun 1/11
9:15 am-10:05 am
Nonstop1h 50m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Mon 1/5
7:10 am-1:28 pm
1 stop5h 18m
Montreal Pierre Elliott Trudeau Intl
Wed 1/7
7:00 am-12:05 pm
1 stop6h 05m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 1/12
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Mon 1/26
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 11/27
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Mon 12/1
9:15 am-10:05 am
Nonstop1h 50m
Currently, October is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $85). Flying from Chicago to Region of Ontario in July is currently the most expensive (average of $173). 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 18% 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. Monday 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 Monday (64 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
Kelly,Nov 2025
YVR - YUL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$315 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$146 | Average$426 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$185 | Average$350 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$220 | Average$389 | FlexibilityNo cancel fee | On-time71% |