Cheap flights from Montreal to Chicago from C$ 129
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Montreal to Chicago
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United Airlines flights from Montreal to Chicago
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How to get the cheapest flight ticket from Montreal to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Montreal and Chicago?
What is the cheapest month to fly to Chicago?
The month of May is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 427.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 737. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 1,012. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.
What is the cheapest time of day to depart on your flight to Chicago?
In the afternoon is the cheapest time of day to fly from Montreal to Chicago when you can find flight prices for as low as C$ 790. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 891 per ticket.
What is the cheapest Montreal to Chicago flight route?
Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Montreal when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 527 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal for as low as C$ 286 on momondo.
What cabin class options are available on Montreal to Chicago flights?
There are 4 cabin classes available to choose from on Montreal to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Montreal to Chicago flights?
You could potentially save up to 17% on your flight if you consider stops on a Montreal to Chicago flight.
How have Montreal to Chicago flight prices changed over time?
As of July 2025, prices for Montreal to Chicago flights are approximately 24% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Montreal to Chicago?
Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Montreal to Chicago
Which airlines fly to Chicago?
Air Canada, Porter Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Montreal according to our data. Air Canada is the first choice among our users, with 73% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Montreal to Chicago on average per day?
As of July 2025, 27 flights take off from Montreal and land in Chicago each day. The most common flight departure time for this route is 6:00a.m., with 47% of daily flights taking off at noon.
How many flights depart from Montreal to Chicago on average per week?
As of July 2025, 193 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.
When to book flights from Montreal to Chicago
Cheap Montreal to Chicago (YMQ to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago
How far is Montreal to Chicago by plane?
There are 1197.7 km between Montreal and Chicago. 2h 31m is a normal flight duration for this route.
When did momondo last update prices for flights from Montreal to Chicago?
Prices for flights from Montreal to Chicago were last updated today.
How many operators does momondo search for flights from Montreal to Chicago?
As of July 2025, there are 5 operators available to choose from for flights from Montreal to Chicago.
How old do you have to be to fly from Montreal to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Montreal to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Montreal to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Montreal to Chicago is Embraer 175 (Enhanced Winglets), representing 27.24% of all bookings. The subsequent popular models are Embraer 175 at 17.25%, Boeing 737 MAX 8 at 12.61%, and Airbus A321-100/200 at 8.08%.
What is the most popular airline from Montreal to Chicago?
Based on momondo bookings for flights between Montreal and Chicago, the leading airline is Air Canada, making up 56% of the total bookings. Other popular airlines include Porter Airlines with 35%, United Airlines with 4%, and WestJet with 3%.
Best airlines flying from Montreal to Chicago
Compare and see reviews for airlines that fly from Montreal to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 264 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom C$ 294 | Free Cancellation | Rating 8.0 298 reviews | |||
| PriceFrom C$ 302 | Free Cancellation | Rating 7.1 9,678 reviews | |||
| PriceFrom C$ 351 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom C$ 446 | Free Cancellation | Rating 7.2 2,917 reviews |
United Airlines Flights From Montreal to Chicago
United Airlines flies from Montreal to Chicago around 42 times per week, with 8,861 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Montreal to Chicago in the last 72 hours was C$ 258 (round-trip), much lower than the average airfare cost of C$ 351 for United Airlines flights on this route.
American Airlines Flights From Montreal to Chicago
American Airlines (7.2/10 from 10,000 reviews) operates around 4 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around C$ 415, with deals from around C$ 193 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Montreal to Chicago?
It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Montreal to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Montreal on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Montreal to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Montreal. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Montreal to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.