AED 513 Cheap flights from Montreal to Chicago

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Flight deals from Montreal to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Montreal to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.AED 513 per passenger.Departing Wed, Feb 18, returning Wed, Feb 25.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Wed, Feb 18, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Wed, Feb 25, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 513, select.

Chicago.AED 600 per passenger.Departing Thu, Feb 5, returning Mon, Feb 9.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from Montreal Pierre Elliott Trudeau on Thu, Feb 5, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departing from Chicago O'Hare International on Mon, Feb 9, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 600, select.

Chicago.AED 669 per passenger.Departing Sun, Feb 22, returning Sun, Mar 1.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Sun, Feb 22, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Sun, Mar 1, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 669, select.

Chicago.AED 765 per passenger.Departing Sun, Jan 25, returning Sun, Feb 1.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Sun, Jan 25, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Sun, Feb 1, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 765, select.

Chicago.AED 822 per passenger.Departing Thu, Mar 12, returning Mon, Mar 16.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Thu, Mar 12, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Mon, Mar 16, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 822, select.

Chicago.AED 827 per passenger.Departing Wed, Mar 25, returning Wed, Apr 1.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Wed, Mar 25, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Wed, Apr 1, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 827, select.

Chicago.AED 827 per passenger.Departing Sun, Apr 26, returning Thu, Apr 30.Round-trip flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departing from Montreal Pierre Elliott Trudeau on Sun, Apr 26, arriving in Chicago Midway.Inbound indirect flight with Porter Airlines, departing from Chicago Midway on Thu, Apr 30, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 827, select.

Chicago.AED 853 per passenger.Departing Tue, Feb 24, returning Tue, Mar 3.Round-trip flight with Air Canada.Outbound direct flight with Air Canada departing from Montreal Pierre Elliott Trudeau on Tue, Feb 24, arriving in Chicago O'Hare International.Inbound direct flight with Air Canada departing from Chicago O'Hare International on Tue, Mar 3, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From AED 853, select.

Find the cheapest month to fly from Montreal to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Montreal to Chicago flights are currently cheapest in February.

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Direct flights from Montreal to Chicago

Alternative Montreal to Chicago routes

Looking for the cheapest, fastest or easiest route from Montreal to Chicago? You could fly into the following airports instead.

Montreal to Chicago: Flight information

The things to know before you go.

Cheapest flight found	AED 513
Cheapest month to fly	February
Average flight time	2 hrs, 47 mins
Most popular airline	Air Canada
Average flights per week	292

Finding cheap flights from Montreal to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are round-trip flights from Montreal to Chicago?

The best price we found for a round-trip flight from Montreal to Chicago is AED 513. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Montreal to Chicago?

2 hours and 47 minutes is the average flight time from Montreal to Chicago.

Which airlines fly direct from Montreal to Chicago?

Air Canada, United and Alaska Airlines fly direct from Montreal to Chicago.

How many flights are there a week from Montreal to Chicago?

There are 292 flights per week flying from Montreal to Chicago, as of December 2025.

When is the cheapest time to fly from Montreal to Chicago?

The cheapest month to fly from Montreal to Chicago is usually February.

What's the cheapest airport to fly to in Chicago?

If you're flying from Montreal, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the center of Chicago. We've found flights to this airport from AED 513.

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

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Montreal to Chicago on Wednesday, February 18, 2026.

Can I get a direct flight from Montreal to Chicago?

Yes – the average flight time is 2 hours and 47 minutes.

How can I get the best flight deal from Montreal to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In December, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly with from Montreal to Chicago?

The cheapest airline that flies to Chicago is Porter Airlines, and the cheapest airline that flies to Chicago O'Hare International Airport is American Airlines.

Traveling from Montreal to Chicago: what you need to know

Montreal-Pierre Elliott Trudeau International Airport (YUL) is Montreal's main airport. Check out your options for reserving a flight from Montreal to Chicago taking off from here.
Touch down in Chicago at O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).
The average length of a direct Montreal to Chicago flight is 2 hours 40 minutes.
Chicago is one hour behind Montreal and observes the UTC-5 timezone.
Montreal-Pierre Elliott Trudeau International Airport (YUL) to O'Hare International Airport (ORD) is the most popular route between these two cities. There are 46 departures a week to pick from. If you have things to finalize before heading off, the last flight from Montreal to Chicago is with Air Canada at 18:50. Choose the first YUL to ORD departure with United Airlines at 06:00 to make the most of your arrival in Chicago.
For a stress-free start to your trip, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to catch your Montreal to Chicago flight.
Traveling over a peak time like August? Public holidays and other popular seasons can lead to longer lines and delays at security. Be extra cautious and arrive up to four hours ahead of an international flight and two hours before domestic departures.

How to find the cheapest flights from Montreal to Chicago

Right now, AED 352 is the best price we've found for a one-way ticket from Montreal to Chicago. The cheapest price for a return flight is AED 513. Remember fares may change due to demand at the time of booking.
Lock in cheap Montreal to Chicago flights by booking two months ahead. Based on our research, that's the sweet spot for picking up a bargain.
The best month for picking up cheap plane tickets from Montreal to Chicago is May. Use the 'Whole month' tool to compare flight prices, then choose the dates with the lowest fares.
Locking in a cheap flight from Montreal to Chicago is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll notify you when there's a better deal.
Select your ideal departure and arrival times, number of stops and airlines by using the filters. Or sort your Montreal to Chicago flight results by 'Fastest,' 'Cheapest' or 'Best.'

Flying from Montreal

Montreal-Pierre Elliott Trudeau International Airport (YUL)

If you're looking for a direct flight from Montreal to Chicago, you can depart from Montreal-Pierre Elliott Trudeau International Airport (YUL). Travel from YUL to O'Hare International Airport (ORD) in one seamless journey.
You'll have your pick of airlines that offer direct Montreal to Chicago plane tickets out of YUL. Reserve your trip with one of these:
YUL is about 16 kilometers from central Montreal. If you're driving, ride-sharing or catching a cab from the center, it'll take 25 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 45 minutes.
After an easy start to your travels? Stay near Montreal-Pierre Elliott Trudeau International Airport. Whether you're catching an early flight from Montreal to Chicago or just don't like being rushed, these hotels are the answer:
64.89% of flights leaving from Montreal-Pierre Elliott Trudeau International Airport touch down at their destination on time.
YUL is located at 975 Romeo Vachon Street North.

Arriving in Chicago

O'Hare International Airport (ORD)

The distance from O'Hare International Airport (ORD) to central Chicago is roughly 26 kilometers. It takes about 35 minutes to reach the center driving.
It typically takes 55 minutes to get there on public transport.
The last thing you want is a long journey to your hotel if you're getting in late on a flight from Montreal to Chicago. Book one of these accommodation options near ORD instead:
Pick up an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top providers you can book with here.
Booking your vehicle from O'Hare International Airport around four weeks ahead gives you the best shot at securing a great deal.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Central Chicago is about 14 kilometers from Chicago Midway International Airport (MDW). As soon as your flight from Montreal to Chicago has hit the runway and you've made your way through the terminal, expect a drive of around 20 minutes.
Traveling by public transport will take around 45 minutes.
Hang up the 'Do not disturb' sign and unwind at a hotel near MDW. Here are a few options where you can take a load off after your flight from Montreal to Chicago:
Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car quick and easy. These trusted companies are located in or around the terminal and will have you behind the wheel before you know it.
Snap up a deal by booking your ride from MDW four weeks in advance. You'll also have access to a bigger selection of vehicles.
The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Head to the city center after your flight from Montreal to Chicago has touched down. Central Chicago is about 129 kilometers from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get there in a car.
Public transport will take you there in about 4 hours 15 minutes.
Start your travels without stressing about how to get to where you're going with a Chicago Rockford International Airport rental car. You can book with reliable suppliers here like Budget, Alamo and National.
Rental providers sometimes offer deals on early bookings, so book your vehicle from RFD a few weeks ahead of your flight from Montreal to Chicago. A little planning can save you money.
Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

August is the most popular month for flights from Montreal to Chicago. To skip the crowds, visit Chicago in January.
The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your Montreal to Chicago ticket then if that's your definition of good weather.
January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for cheap flights from Montreal to Chicago around that time if you want to travel when it's cooler.

More about Chicago

Start your Chicago trip right by choosing the ideal place to stay. As soon as you've booked your flight from Montreal to Chicago, explore our range of accommodation options including:
All great adventures should include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are must-do's during your Chicago adventure.

Explore more of United States

Columbus is just one of the many places in United States waiting to be explored once you've seen the sights of Chicago. Around 451 kilometers to the south-east, popular attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Indianapolis is another standout destination in United States and is around 257 kilometers south-east of Chicago. No journey is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.