
| Most accurate provider | Mytrip 3 stars | 
|---|---|
| Most trusted provider | Mytrip 3 stars | 
| Round-trip from | $188 (Kiwi.com) | 
| One-way from | $83 (iWofly) | 
| Popular in | January | 
| Cheapest in | September | 
| Average price | $299 | 
| Good round-trip deal | $257 or less | 
| Good one-way deal | $186 or less | 
Fly from
Fly to
Route
Depart
Return
Price
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 12/5
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
Fri 11/14
4:15 pm-6:57 pm
Nonstop1h 42m
Toronto Island
Sun 11/16
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 1/15
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Tue 1/20
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 1/15
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Fri 1/16
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 1/17
12:45 pm-3:27 pm
Nonstop1h 42m
Toronto Island
Sun 1/18
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 1/9
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sun 1/11
9:15 am-10:05 am
Nonstop1h 50m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 12/15
7:10 am-9:58 am
Nonstop1h 48m
Toronto Pearson Intl
Sat 1/17
8:55 am-10:01 am
Nonstop2h 06m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 12/17
4:50 pm-7:45 pm
Nonstop1h 55m
Toronto Pearson Intl
Sat 1/17
3:30 pm-4:40 pm
Nonstop2h 10m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 12/15
9:10 pm-11:59 pm
Nonstop1h 49m
Toronto Pearson Intl
Fri 1/16
9:00 pm-10:05 pm
Nonstop2h 05m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 11/12
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Sat 11/22
11:00 am-11:50 am
Nonstop1h 50m
Currently, March is the cheapest month in which you can book a flight from Illinois to Region of Ontario (average of $106). Flying from Illinois 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 Illinois to Region of Ontario in the evening. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their Illinois to Region of Ontario flight should consider departing on Wednesday afternoons 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.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
Anonymous,Sep 2025
YYZ - OPO
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$109 | Average$298 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$118 | Average$310 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$146 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$388 | FlexibilityNo cancel fee | On-time71% |