Cheap flights from Montreal to Chicago

Flight FAQs

From Montreal to Chicago

Can I find flights from Montreal to Chicago for under C$ 499 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago for under C$ 499. The cheapest flight booked recently is on Air Canada for just C$ 385, but on average you can expect to pay C$ 474.

Which airlines flying from Montreal to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Montreal to Chicago have new flexible policies in place due to COVID-19. Air Canada, Porter Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.

Are there direct flights from Montreal to Chicago for under C$ 499 on Cheapflights?

Cheapflights has 20 direct flights from Montreal to Chicago under C$ 499. A good price for a direct flight from Montreal to Chicago is less than C$ 555.

Are there last-minute flights available from Montreal to Chicago for under C$ 873?

There are currently 20+ open flights from Montreal to Chicago within the next 7 days for less than C$ 873.

Is Montreal weather warmer or cooler than Chicago?

Our data indicates that the weather will be 29 °C on average in the month of July. The temperature in Chicago is typically hotter than in Montreal. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from Montreal to Chicago?

A quick flight from Montreal to Chicago can take about 2h 26m. United Airlines provides one of the quickest options available for as low as C$ 544. This flight may include one or multiple stops.

What are the cheapest airlines to flying from Montreal to Chicago round-trip?

Flying on Air Canada is currently your cheapest option to Chicago, with prices starting at C$ 385. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and American Airlines, with the lowest prices starting at C$ 494 and C$ 508, respectively. You may be able to fly from Montreal to Chicago for 5% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Montreal to Chicago one-way?

One-way options have recently been found by users for as low as C$ 257 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from C$ 284 and Major Airline from C$ 288 one-way.