There are most likely no direct flights on the Montreal — Chicago route
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Montreal to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Montreal to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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There are most likely no direct flights on the Montreal — Chicago route
Montreal — Chicago
09/23/2026
Departure
Direct flight
AC523
starting at $340
Montreal — Chicago
10/07/2026
Departure
Direct flight
AC8481
starting at $393
Montreal — Chicago
09/14/2026
Departure
Direct flight
AA3600
starting at $591
Montreal — Chicago
09/29/2026
Departure
Direct flight
AC525
starting at $199
Montreal — Chicago
09/30/2026
Departure
Direct flight
AC525
starting at $210
The Montreal — Chicago route is served by multiple airlines, including Air Canada, American Airlines, and United Airlines. This is convenient for those who want the best balance of price, schedule, and travel conditions. Tickets start from $162, and depending on season and promotions, even better deals may appear. With our service, you can easily compare available options and book tickets that match your plans. The variety of carriers allows flexible choices and comfortable travel without overpaying.
The cheapest one-way flight from Montreal to Chicago departs on 09/29/2026, is operated by Air Canada and costs $162
The cheapest roundtrip flight from Montreal to Chicago departs on 10/01/2026, is operated by Air Canada and costs $271
Fastest flight from Montreal to Chicago takes 2h 35m
There are direct flights on this route 3 days a week: Mo, Tu, and We
The distance between Montreal and Chicago is 1199km (743 miles). There are 112 direct flights from Montreal to Chicago. The time difference between Montreal and Chicago is 1h. Flights from Montreal begin at 6:10 AM. The latest flight from Montreal departs at 6:30 PM
We couldn't find any special offers for flights from Montreal to Chicago
The cheapest flight ticket from Montreal to Chicago according to data for the last 48 hours costs $162
Often the best time to buy tickets from Montreal to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Montreal to Chicago can be found flying in these months: October, September.
The fastest flights from Montreal to Chicago start from 2 hours 35 minutes in the air.
The following airlines operate direct flights on the route Montreal — Chicago: Air Canada, American Airlines
In different months, ticket prices from Montreal to Chicago vary: minimum — $162 (October 2026), maximum — $181 (September 2026). Typically, the flight costs $171–$181.
