
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $189 (Mytrip) |
One-way from | $60 (Trip.com) |
Popular in | December |
Cheapest in | April |
Average price | $311 |
Good round-trip deal | $402 or less |
Good one-way deal | $171 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Tue 5/19
6:23 am-5:42 pm
1 stop10h 19m
Montreal Pierre Elliott Trudeau Intl
Tue 5/26
6:00 am-12:42 pm
1 stop7h 42m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Mon 3/30
9:35 am-3:53 pm
1 stop5h 18m
Montreal Pierre Elliott Trudeau Intl
Tue 4/7
6:00 am-12:29 pm
1 stop7h 29m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Tue 4/21
12:52 pm-11:51 pm
1 stop9h 59m
Montreal Pierre Elliott Trudeau Intl
Thu 4/30
6:00 am-12:43 pm
1 stop7h 43m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Wed 5/27
5:12 pm-11:57 pm
1 stop5h 45m
Montreal Pierre Elliott Trudeau Intl
Sat 5/30
7:10 am-1:19 pm
1 stop7h 09m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Fri 4/17
1:24 pm-11:19 pm
1 stop8h 55m
Montreal Pierre Elliott Trudeau Intl
Tue 4/21
6:00 am-12:43 pm
1 stop7h 43m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Wed 6/3
6:23 am-5:42 pm
1 stop10h 19m
Montreal Pierre Elliott Trudeau Intl
Sat 6/6
6:00 am-12:42 pm
1 stop7h 42m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Wed 3/18
6:00 am-5:31 pm
1 stop10h 31m
Montreal Pierre Elliott Trudeau Intl
Sat 3/21
6:00 am-12:29 pm
1 stop7h 29m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Sat 4/25
2:12 pm-11:26 pm
1 stop8h 14m
Montreal Pierre Elliott Trudeau Intl
Fri 5/1
7:00 am-4:26 pm
1 stop10h 26m
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 4/23
1:24 pm-11:08 pm
1 stop8h 44m
Montreal Pierre Elliott Trudeau Intl
Mon 4/27
6:00 am-12:43 pm
1 stop7h 43m
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Wed 5/13
9:44 am-6:53 pm
1 stop8h 09m
Montreal Pierre Elliott Trudeau Intl
Sun 5/31
6:00 am-1:01 pm
1 stop8h 01m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago to Montreal may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, April is the cheapest month in which you can book a flight from Chicago to Montreal (average of $99). Flying from Chicago to Montreal in July is currently the most expensive (average of $269). 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.
One of the essential ways to save on airfare from Chicago to Montreal is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 27% on airfare.
The most flights from CHI to YMQ are scheduled on a Friday (21 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).
Toronto (YTZ) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to Montreal on Cheapflights.
Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of $278.
Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 3h 55m.
Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 0h 59m.
About 18% of weekly flights between Chicago and Montreal have experienced delays in the past year, with the average delay time being 142 minutes.
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Thursday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
Comfort
Entertainment
Boarding
Crew
Food
Overall
Reviews
Anonymous,Feb 2026
YYJ - YYZ
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$236 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$373 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$149 | Average$390 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$213 | Average$405 | FlexibilityNo cancel fee | On-time71% |