starting at $237
starting at $426
starting at $181
starting at $184
Compare airlines, prices, and flight durations for your trip
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.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Montreal to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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The route Montreal — Chicago is served by many carriers — 4 in total, including Air Canada, American Airlines, Porter Airlines, and Air Transat. This gives passengers wide opportunities: from finding the lowest fare (from $181) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
starting at $237
starting at $426
starting at $181
starting at $184
Montreal — Chicago
04/19/2026
Departure
Direct flight
AC8483
starting at $382
Montreal — Chicago
04/20/2026
Departure
Direct flight
AC521
starting at $412
Montreal — Chicago
04/21/2026
Departure
Direct flight
AC8483
starting at $403
Montreal — Chicago
04/22/2026
Departure
Direct flight
AA3833
starting at $426
Unable to find information about the schedule of direct flights from
We couldn't find any special offers for flights from Montreal to Chicago
The cheapest one-way flight from Montreal to Chicago departs on 04/20/2026, is operated by Porter Airlines and costs $181
There is no information about the cheapest roundtrip flight from Montreal to Chicago
Fastest flight from Montreal to Chicago takes 5h 5m
There are direct flights on this route 4 days a week: Su, Mo, Tu, and We
The distance between Montreal and Chicago is 1199km (743 miles). The time difference between Montreal and Chicago is 1h
The cheapest flight ticket from Montreal to Chicago according to data for the last 48 hours costs $181
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: April.
The fastest flights from Montreal to Chicago start from 5 hours 5 minutes in the air.
The following airlines operate direct flights on the route Montreal — Chicago: Air Canada, American Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Montreal to Chicago