Flights from Montreal to Chicago, United States

Select sites to compare prices |
  • Select all
  • Deselect all

Find Flights


Enter your destination to continue
Enter depart date to continue
Enter return date to continue
Select at least 3 sites to continue
Select your depart date
Select your return date
Location services timed out
Enable Location Services Required!
Location services not available at this time
Use current location
Did you mean flights from Chicago to Montreal?

Montreal to Chicago Last modified: Sep 17, 2021 7:39 -04:00

We've scanned 31,937 round trip itineraries and found the cheapest flights to Chicago. Alaska & !! frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Wed 11-24
Sun 11-28
Wed 11-24
1 stop
Sun 11-28
1 stop

How Much is a Flight from Montreal to Chicago?

We have collected flight cost data from across the web for travel from Montreal to Chicago, and have found the average flight price for this trip to be $658.

Where To Buy Cheap Flights from Montreal to Chicago?

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 Montreal to Chicago 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 Montreal to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $994 $971
7-14 days $879 $837
14-21 days $653 $565
21-30 days $608 $558
30-60 days $557 $198
60-90 days $505 $1,379
90+ days $557 $542

Cheapest Day To Fly from Montreal to Chicago

We've examined 52,554 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Montreal to Chicago is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Montreal to Chicago 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 Montreal to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
March Montreal Chicago Major Airlines 21-03-22 21-03-30 2 $654
April Montreal Chicago Major Airlines 21-04-16 21-04-18 1 $558
November Montreal Chicago Alaska 21-11-24 21-11-28 0 $509
June Montreal Chicago American 21-06-28 21-07-08 1 $542
July Montreal Chicago Major Airlines 21-07-13 21-07-17 1 $519
August Montreal Chicago American 21-08-06 21-08-13 0 $551
September Montreal Chicago Air Canada 21-09-17 21-09-20 1 $552
October Montreal Chicago Air Canada 21-10-07 21-10-10 1 $539

Cheap Last Minute Flights from Montreal to Chicago

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

Next 30 Days

14 15 16 17 18 19 20
21 22 23 24 25 26 27
$777 $731
28 29 30 31 1 2 3
$731 $589
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24

Connecting Flights vs Direct Flights from Montreal to Chicago

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 Montreal to Chicago is $1,388.

The average price for direct flights from Montreal to Chicago is $509.

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

Weekly Direct Flights from Montreal to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 01:30 07:23
United 3 3 3 3 3 2 3 02:30 11:50

One Way Flights vs Round Trip Flights from Montreal to Chicago

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 Montreal to Chicago. 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 Montreal to Chicago is $295.

The average price for round trip flights from Montreal to Chicago is $509.

Montreal to Chicago Flight Questions

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

Question: How long is the flight from Montreal to Chicago?
Answer: The average Montreal to Chicago flight time is 2 hours and 38 minutes.
Question: How far is Chicago from Montreal?
Answer: The distance from Montreal to Chicago is 1,198 kilometers (745 miles).
Question: How common are direct flights from Montreal to Chicago?
Answer: There are 34 direct flights from Montreal to Chicago.
Question: What are the most popular Montreal airlines for direct flights from Montreal to Chicago?
Answer: United Airlines provides 58% of the non-stop flights between Montreal and Chicago.

Montreal to Chicago Airports

These are the major commercial airports we're currently monitoring in Montreal and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

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 Domestic Flights from Montreal - YMQ Last modified: Sep 20, 2021 0:45 -04:00

FlightsLowest Price
Montreal to Toronto$869
Cheap Flights from Montreal to Chicago