Flights from Chicago to Montreal, Canada

Did you mean flights from Montreal to Chicago?

Chicago to Montreal Last modified: May 8, 2025 15:26 -04:00

We've scanned 122,775,531 round trip itineraries and found the cheapest flights to Montreal. Air Canada & Multiple Airlines frequently offer the best deals to Montreal flights, or select your preferred carrier below to see the cheapest days to fly.

Air Canada
CHIYMQ
Sat 8/23
1 stop
YMQCHI
Sun 8/24
1 stop
$304
Multiple Airlines
CHIYMQ
Sun 5/18
nonstop
YMQCHI
Sat 5/24
nonstop
$306
American
CHIYMQ
Sun 5/18
nonstop
YMQCHI
Sat 5/24
nonstop
$306
United
CHIYMQ
Sun 5/18
nonstop
YMQCHI
Sat 5/24
nonstop
$306
Porter
CHIYMQ
Wed 6/11
1 stop
YMQCHI
Wed 6/18
1 stop
$308
Major Airlines
CHIYMQ
Thu 5/29
1 stop
YMQCHI
Thu 6/12
1 stop
$322

How Much is a Flight from Chicago to Montreal?

We have collected flight cost data from across the web for travel from Chicago to Montreal, and have found the average flight price for this trip to be $306.

Where To Buy Cheap Flights from Chicago to Montreal?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Montreal based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Montreal?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Montreal.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $419 $419
7-14 days $343 $347
14-21 days $306 $315
21-30 days $306 $311
30-60 days $306 $308
60-90 days $329 $329
90+ days $353 $304

Cheapest Day To Fly from Chicago to Montreal

We've examined 245,551,062 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Montreal is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$306$306$306$306$306 $306

Compare Flight Prices from Chicago to Montreal by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Montreal flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
April Chicago Montreal American 4/30/25 5/14/25 0 $543
May Chicago Montreal Multiple Airlines 5/18/25 5/24/25 0 $306
June Chicago Montreal Multiple Airlines 6/4/25 6/11/25 0 $306

Cheap Last Minute Flights from Chicago to Montreal

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Montreal. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
27 28 29 30 1 2 3
$556
4 5 6 7 8 9 10
$556 $420
11 12 13 14 15 16 17
$420 $343
18 19 20 21 22 23 24
$343 $306
25 26 27 28 29 30 31
$306 $306
1 2 3 4 5 6 7
$306

Connecting Flights vs Direct Flights from Chicago to Montreal

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Montreal is $387.

The average price for direct flights from Chicago to Montreal is $385.

The chart below shows up to date information regarding non-stop flights from Chicago to Montreal.

Weekly Direct Flights from Chicago to Montreal - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 03:20 13:30
United 3 3 3 3 3 2 3 01:00 12:50

One Way Flights vs Round Trip Flights from Chicago to Montreal

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Montreal. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Montreal is $192.

The average price for round trip flights from Chicago to Montreal is $385.

Chicago to Montreal Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to Montreal?
Answer: The average Chicago to Montreal flight time is 2 hours and 14 minutes.
Question: How far is Montreal from Chicago?
Answer: The distance from Chicago to Montreal is 745 miles (1,198 kilometers).
Question: How common are direct flights from Chicago to Montreal?
Answer: There are 34 direct flights from Chicago to Montreal.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Montreal?
Answer: United Airlines provides 58% of the non-stop flights between Chicago and Montreal.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from Chicago - CHI Last modified: May 8, 2025 15:26 -04:00

FlightsLowest Price
Chicago to Toronto$177
Cheap Flights from Chicago to Montreal