Cheap Flights from Montreal to Chicago from S$ 129

Frequently Asked Questions

• Which airlines offer the cheapest flights from Montreal (YMQ) to Chicago (CHI)?

  Based on Trip.com data, Porter Airlines offers one-way fares as low as S$ 129 on Cheapest nonstop routes (e.g. YUL to MDW on Wed, Apr 22), while Porter Airlines offers Cheapest nonstop round-trips from S$ 198 departing on Thu, Apr 30 and returning on Thu, May 7.

• Which airlines offer direct flights from Montreal to Chicago?

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

• How long is a flight from Montreal (YMQ) to Chicago (CHI)?

  It takes about 2 hours 46 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 66 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 -- AC3653 (06:18)

• 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 Wed, Apr 22, with one-way flights priced at just S$ 129.
  · 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 is the best time to book a flight from Montreal to Chicago to get the best price?

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

• Which upcoming date is the cheapest for flights from Montreal to Chicago?

  After crunching the numbers on our March flight calendar, it's currently cheapest to fly from Montreal to Chicago on March 17, 2026 with Porter Airlines, with prices starting at S$ 131.

• Which airports can I fly through when travelling to Chicago from Montreal?

  You can land at any one of the following hubs in Chicago, with Montreal-Pierre Elliott Trudeau International Airport to O'Hare International Airport (YUL-ORD) is by far the most common option on this route: O'Hare International Airport (ORD) Midway International Airport (MDW) Chicago Rockford International Airport (RFD).

• What is the time difference between Montreal and Chicago?

  The time difference between Chicago and Montreal is 1h.

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

  Tickets can only be changed or cancelled 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.