Use YULExpress to pre-book security fast track up to 72 hours before departure for a quicker check-in experience.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $248 (Air Canada) |
One-way from | $163 (Air Canada) |
Popular in | January |
Cheapest in | September |
Average price | $333 |
Good round-trip deal | $333 or less |
Good one-way deal | $239 or less |
Fly from
Fly to
Route
Depart
Return
Price
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 12/25
7:00 am-12:54 pm
1 stop6h 54m
Chicago O'Hare Intl
Mon 1/12
2:49 pm-11:50 pm
1 stop8h 01m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Sat 4/4
6:00 am-9:35 am
1 stop4h 35m
Chicago O'Hare Intl
Wed 4/8
7:10 am-5:04 pm
1 stop8h 54m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 1/9
2:40 pm-9:42 pm
1 stop8h 02m
Chicago O'Hare Intl
Mon 1/12
2:49 pm-11:50 pm
1 stop8h 01m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Fri 3/13
12:45 pm-9:14 pm
1 stop9h 29m
Chicago O'Hare Intl
Tue 3/17
7:00 am-4:01 pm
1 stop8h 01m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 3/12
6:00 am-9:35 am
1 stop4h 35m
Chicago O'Hare Intl
Fri 3/20
1:35 pm-11:12 pm
1 stop8h 37m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Wed 3/18
9:28 am-4:17 pm
1 stop7h 49m
Chicago O'Hare Intl
Mon 3/30
2:45 pm-11:54 pm
1 stop8h 09m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Sun 4/5
6:00 am-10:43 am
1 stop5h 43m
Chicago O'Hare Intl
Fri 4/10
8:50 am-3:00 pm
1 stop5h 10m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 12/4
8:00 am-8:01 pm
1 stop13h 01m
Chicago O'Hare Intl
Sun 12/7
2:36 pm-12:30 am
1 stop8h 54m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 12/25
7:00 am-12:54 pm
1 stop6h 54m
Chicago O'Hare Intl
Fri 1/16
6:12 am-1:42 pm
1 stop6h 30m
MontrealChicago
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Tue 12/9
7:00 am-7:22 pm
1 stop13h 22m
Chicago O'Hare Intl
Sat 12/13
5:17 pm-12:20 pm
1 stop18h 03m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The best time to book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport is 65 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, October is the cheapest month in which you can book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport (average of $162). Flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $283). 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport at noon. By choosing this option you can save up to 50% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Crew
Food
Entertainment
Overall
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Food
Entertainment
Overall
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Food
Entertainment
Overall
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Food
Entertainment
Overall
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$395 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$251 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$267 | Average$402 | FlexibilityNo cancel fee | On-time69% |