Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $180

The month of April is, on average, the cheapest month to fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport, with most prices found around $275. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during February average around $286.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $429. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago for around $745.

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during this time can be as low as $492. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $533.

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal Pierre Elliott Trudeau Intl - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $368 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport for as low as $229 on momondo.

There are 4 cabin classes available to choose from on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 3% on your flight if you consider stops on a Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight.

As of October 2026, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 15% more expensive when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Montreal Pierre Elliott Trudeau Intl to Chicago

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport according to our data. Air Canada is the first choice among our users, with 75% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

The number of flights available between Montreal Pierre Elliott Trudeau Intl Airport and Chicago is 31 per day as of October 2026. The most frequent departure time is 9:00AM, with 52% of daily flights leaving in the afternoon.

217 flights are operational weekly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago as of October 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.