For a quick start, use the 'L' train from downtown Chicago to ORD, avoiding traffic delays.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $212 (American Airlines) |
One-way from | $135 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $322 |
Good round-trip deal | $373 or less |
Good one-way deal | $300 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 3/26
11:00 am-6:45 pm
1 stop6h 45m
Montreal Pierre Elliott Trudeau Intl
Thu 4/2
6:45 am-10:05 am
1 stop4h 20m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 1/30
6:00 am-4:57 pm
1 stop9h 57m
Montreal Pierre Elliott Trudeau Intl
Wed 2/4
12:54 pm-5:55 pm
1 stop6h 01m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 2/14
1:28 pm-11:12 pm
1 stop8h 44m
Montreal Pierre Elliott Trudeau Intl
Sat 2/21
6:00 am-12:48 pm
1 stop7h 48m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Mon 2/16
9:34 am-3:55 pm
1 stop5h 21m
Montreal Pierre Elliott Trudeau Intl
Fri 2/20
6:00 am-12:48 pm
1 stop7h 48m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 3/28
5:59 pm-11:12 pm
1 stop4h 13m
Montreal Pierre Elliott Trudeau Intl
Wed 4/1
6:00 am-12:35 pm
1 stop7h 35m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 3/28
5:59 pm-11:12 pm
1 stop4h 13m
Montreal Pierre Elliott Trudeau Intl
Sat 4/4
6:00 am-12:35 pm
1 stop7h 35m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Tue 2/17
1:28 pm-11:12 pm
1 stop8h 44m
Montreal Pierre Elliott Trudeau Intl
Sat 2/21
7:00 am-3:23 pm
1 stop9h 23m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Wed 4/1
7:00 am-1:38 pm
1 stop5h 38m
Montreal Pierre Elliott Trudeau Intl
Tue 4/14
7:00 am-2:18 pm
1 stop8h 18m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Sat 1/10
6:12 am-1:42 pm
1 stop6h 30m
Montreal Pierre Elliott Trudeau Intl
Thu 1/15
6:00 am-9:40 am
1 stop4h 40m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Mon 3/2
6:30 am-3:55 pm
1 stop8h 25m
Montreal Pierre Elliott Trudeau Intl
Mon 3/9
12:45 pm-9:14 pm
1 stop9h 29m
| 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 |
The price you pay for your flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, November is the cheapest month in which you can book a flight from Chicago to Montreal Pierre Elliott Trudeau Intl Airport (average of $131). Flying from Chicago to Montreal Pierre Elliott Trudeau Intl Airport in December is currently the most expensive (average of $296). 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 Chicago to Montreal Pierre Elliott Trudeau Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 26% versus a flight in the evening.
The most flights from CHI to YUL are scheduled on a Monday (21 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
Boarding
Comfort
Food
Overall
Entertainment
Crew
Reviews
Kelly,Nov 2025
YVR - YUL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$162 | Average$412 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$192 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$457 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$256 | Average$407 | FlexibilityNo cancel fee | On-time69% |