
Keep the following information in mind while searching for Toronto to Illinois flight deals. Data was last updated November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Kissandfly.com) |
One-way from | $155 (Mytrip) |
Popular in | October |
Cheapest in | February |
Average price | $288 |
Good round-trip deal | $214 or less |
Good one-way deal | $210 or less |
Fly from
Fly to
Route
Depart
Return
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Sun 11/22
10:29 am-11:34 am
Nonstop2h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Wed 4/14
10:45 am-2:48 pm
1 stop5h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Mon 1/18
10:35 am-11:30 am
Nonstop1h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Sun 1/10
10:35 am-11:30 am
Nonstop1h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YTZ Toronto Island - ORD Chicago O'Hare Intl
YTZORD
Toronto Island
Mon 1/11
4:35 pm-5:30 pm
Nonstop1h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 11/27
7:26 pm-8:48 pm
Nonstop2h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Mon 12/28
6:45 am-7:57 am
Nonstop2h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YYZ Toronto Pearson Intl - MDW Chicago Midway
YYZMDW
Toronto Pearson Intl
Mon 11/23
6:00 am-9:46 am
1 stop4h 46m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YYZ Toronto Pearson Intl - MDW Chicago Midway
YYZMDW
Toronto Pearson Intl
Fri 12/4
2:25 pm-6:01 pm
1 stop4h 36m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
TorontoChicago
YYZ Toronto Pearson Intl - MDW Chicago Midway
YYZMDW
Toronto Pearson Intl
Tue 11/17
6:00 am-9:46 am
1 stop4h 46m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Toronto to Illinois
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
D,Sep 2026
YHM - YVR
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
D,Sep 2026
YHM - YVR
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
D,Sep 2026
YHM - YVR
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
D,Sep 2026
YHM - YVR
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
D,Sep 2026
YHM - YVR
Find useful and relevant information for your journey from Toronto to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$286 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$185 | Average$384 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$190 | Average$282 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$311 | FlexibilityNo cancel fee | On-time71% |