
Keep the following information in mind while searching for Illinois to Canada flight deals. Data was last updated November 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Kiwi.com) |
One-way from | $118 (Trip.com) |
Popular in | December |
Cheapest in | January |
Average price | $318 |
Good round-trip deal | $242 or less |
Good one-way deal | $142 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoToronto
ORD Chicago O'Hare Intl - YTZ Toronto Island
ORDYTZ
Chicago O'Hare Intl
Sat 12/19
6:20 pm-9:05 pm
Nonstop1h 45m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Wed 1/6
12:20 pm-7:07 pm
1 stop5h 47m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoCalgary
ORD Chicago O'Hare Intl - YYC Calgary
ORDYYC
Chicago O'Hare Intl
Thu 12/3
6:00 am-9:37 pm
1 stop15h 37m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 3/5
9:30 pm-12:13 am
Nonstop1h 43m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 12/25
9:22 pm-11:59 pm
Nonstop1h 37m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Tue 2/23
9:20 pm-11:59 pm
Nonstop1h 39m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Thu 12/3
7:02 am-9:47 am
Nonstop1h 45m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 12/27
9:22 pm-11:59 pm
Nonstop1h 37m
Toronto Pearson Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoToronto
ORD Chicago O'Hare Intl - YTZ Toronto Island
ORDYTZ
Chicago O'Hare Intl
Sun 12/27
6:20 pm-9:05 pm
Nonstop1h 45m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoCalgary
ORD Chicago O'Hare Intl - YYC Calgary
ORDYYC
Chicago O'Hare Intl
Fri 12/4
6:47 pm-9:37 pm
1 stop26h 50m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Illinois to Canada
Find useful and relevant information for your journey from Illinois to Canada. 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$106 | Average$320 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$529 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$423 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$153 | Average$671 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$403 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$168 | Average$355 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$217 | Average$347 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$235 | Average$590 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$381 | Average$385 | FlexibilityNo cancel fee | On-time68% |