Cheap flights from Montreal to Chicago from $152
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 5/24. 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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Air Canada flights from Montreal to Chicago
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American 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 March is, on average, the cheapest month to fly to Chicago from Montreal, with most prices found around $296. If you’re not able to fly to Chicago in March, then May is your next best option. Flight prices from Montreal to Chicago during May average around $309.
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 Thursday when prices can be found for as low as $409. 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 to Chicago for around $561.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Montreal to Chicago during this time can be as low as $455. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.
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 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $398 when searching 13 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 $325 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.
What is the cheapest airline that flies from Montreal to Chicago?
United Airlines, Porter Airlines, and Air Canada are the most popular carriers operating from Montreal to Chicago
What airlines fly to Chicago?
Air Canada, American Airlines and Porter 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 66% of people opting to fly with this airline when traveling 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?
15 flights are operational daily from Montreal to Chicago as of April 2025. The most popular departure time for this route is 9:00AM, with 49% of flights per day taking off at noon.
How many flights depart from Montreal to Chicago on average per week?
As of April 2025, 110 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Tue, with 24% 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?
Montreal and Chicago are 744.2 mi apart from one another. 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 refresh daily.
How many operators does momondo search for flights from Montreal to Chicago?
The number of operators available for flights from Montreal to Chicago is 5 as of April 2025.
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 offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Montreal to Chicago is Embraer 175 (Enhanced Winglets) (28.33% of total bookings). The next most popular plane models are Embraer 175 (17.18%), Boeing 737 MAX 8 (8.43%), and Airbus A220-300 (7.15%).
What is the most popular airline from Montreal to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Montreal to Chicago is Air Canada (59% of total bookings). The next most popular airlines are Porter Airlines (27%), American Airlines (9%), and United Airlines (5%).
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 $112 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $226 | Free Cancellation | Rating 8.0 285 reviews | |||
| PriceFrom $249 | Free Cancellation | Rating 7.0 9,245 reviews | |||
| PriceFrom $282 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $334 | Free Cancellation | Rating 7.2 2,826 reviews |
United Airlines Flights From Montreal to Chicago
United Airlines flight deals from Montreal to Chicago start from $112 round-trip. Over the 20 United Airlines flights for this route in a normal week, average airfare is usually $495 round-trip - but some users have found much cheaper deals with momondo.
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 $387, with deals from around $282 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Montreal to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Montreal.
Can I find flights from Montreal to Chicago with flexible booking policies on momondo?
All flight searches from Montreal to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Montreal to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Montreal.
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.