YMQ to CHI, to Cheap Flights

Based on HopeGoo data, Porter Airlines offers one-way fares as low as US$108 on Cheapest nonstop routes (e.g. YUL to MDW on Mon, Apr 20), while Air Canada offers Cheapest nonstop round-trips from US$165 departing on Tue, Mar 31 and returning on Sat, Apr 4.

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

It takes about 2 hours 43 minutes to fly from Montreal to Chicago.

By analyzing data from all airlines on the HopeGoo 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.

Based on HopeGoo data in the past 4 weeks, there is 68 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 (06:27)

To find best deals on flights from Montreal to Chicago, you can use various tools on HopeGoo: · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Apr 20, with one-way flights priced at just US$108. · 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 HopeGoo 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 HopeGoo app users.

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

After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Montreal to Chicago on February 27, 2026 with Porter Airlines, with prices starting at US$185.

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: Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).

The time difference between Chicago and Montreal is 1h.

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 HopeGoo, 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.