Cheap Flights from Montreal to Chicago from $151

Frequently Asked Questions

• What are the cheapest flights from Montreal to Chicago (YMQ-CHI)?

  Based on Trip.com data, Air Canada offers one-way fares as low as $151 on Cheapest nonstop routes (e.g. YUL to ORD on Tue, Oct 27), while Porter Airlines offers Cheapest nonstop round-trips from $255 departing on Fri, Sep 11 and returning on Mon, Sep 14.

• Which airlines offer direct flights from Montreal to Chicago?

  At the moment, you can catch a nonstop flight from Montreal to Chicago with the following airlines, including: Air Canada American Airlines Porter Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long does it take to fly from Montreal (YMQ) to Chicago (CHI) and what is the distance?

  It takes around 2 hours 38 minutes to fly from Montreal (YMQ) to Chicago (CHI).

• When is the best time to book flights from Montreal to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Montreal to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Montreal to Chicago?

  Based on Trip.com data in the past 4 weeks, there is 60 flight per week flying from Montreal to Chicago. You can check the weekly schedule for popular airlines on this route below: Air Canada: S/M/T/W/T/F/S -- AC3532 (09:59)

• How can I find the best deals on flights from Montreal to Chicago?

  To find best deals on flights from Montreal to Chicago, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Oct 27, with one-way flights priced at just $151.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Air Canada.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Montreal (YMQ) to Chicago (CHI) the cheapest?

  The cheapest months to fly from Montreal to Chicago is September, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Montreal to Chicago on?

  After crunching the numbers on our September flight calendar, it's currently cheapest to fly from Montreal to Chicago on September 17, 2026 with Air Canada, with prices starting at $141.

• Which airports can I fly into Chicago from Montreal?

  You can arrive at any of the following airports in Chicago: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), and Chicago Rockford International Airport (RFD). Flights from Montréal-Pierre Elliott Trudeau International Airport to O'Hare International Airport (YUL-ORD) are by far the most popular option for this route.

• Is there any time difference between Montreal and Chicago?

  The time difference between Chicago and Montreal is 1h.

• How do I change or cancel my ticket from Montreal to Chicago?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

• What is the average cost of a one-way flight from Montreal to Chicago?

  Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Montreal to Chicago is $260. Fares vary by travel date, airline and availability.

• What is the average cost of a round-trip flight from Montreal to Chicago?

  Based on Trip.com data for travel in the next 30 days, the average round-trip fare from Montreal to Chicago is $399. The final price depends on the outbound and return dates, airline and fare conditions.

• How do I book flights from Montreal to Chicago on Trip.com?

  Enter Montreal and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

• Are there budget airlines on the Montreal to Chicago route?

  Porter Airlinesare the most popular budget airlines flying from Montreal to Chicago. Check baggage, seat and payment fees before comparing the final price.