Qatar Airways allows only one carry-on item in economy, plan ahead to avoid extra fees.
Qatar Airways' business class offers luxury with pajamas, fresh flowers, and anytime dining.

Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $184 (American Airlines) |
One-way from | $114 (United Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $281 |
Good round-trip deal | $381 or less |
Good one-way deal | $252 or less |
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 1/30
3:30 pm-4:40 pm
Nonstop2h 10m
Chicago O'Hare Intl
Mon 2/9
9:15 pm-11:59 pm
Nonstop1h 44m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 2/5
9:00 am-10:06 am
Nonstop2h 06m
Chicago O'Hare Intl
Sun 2/8
4:50 pm-7:45 pm
Nonstop1h 55m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 2/1
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Fri 2/6
6:28 pm-9:21 pm
Nonstop1h 53m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 2/1
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Fri 2/27
6:28 pm-9:21 pm
Nonstop1h 53m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 2/5
7:45 am-1:13 pm
1 stop6h 28m
Chicago O'Hare Intl
Sun 2/8
5:35 pm-10:44 pm
1 stop4h 09m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 2/5
6:00 am-9:41 am
1 stop4h 41m
Chicago O'Hare Intl
Sat 2/7
10:35 am-4:12 pm
1 stop4h 37m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 2/9
5:10 pm-10:34 pm
1 stop6h 24m
Chicago O'Hare Intl
Thu 2/12
6:00 am-1:24 pm
1 stop6h 24m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 2/3
5:15 pm-9:30 pm
1 stop5h 15m
Chicago O'Hare Intl
Thu 2/5
8:50 am-3:59 pm
1 stop6h 09m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 2/20
9:00 pm-10:04 pm
Nonstop2h 04m
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 2/8
11:00 am-12:08 pm
Nonstop2h 08m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star |
Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $128). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $212). 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.
When flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 44% versus a flight in the afternoon.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 10% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 143 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 6% of flights being delayed.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Mohameed,Nov 2025
LAS - YYZ
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Mohameed,Nov 2025
LAS - YYZ
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Mohameed,Nov 2025
LAS - YYZ
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Mohameed,Nov 2025
LAS - YYZ
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Mohameed,Nov 2025
LAS - YYZ
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$149 | Average$267 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$165 | Average$281 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$180 | Average$423 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$193 | Average$345 | FlexibilityNo cancel fee | On-time71% |