Cheap Flights from Montreal Pierre Elliott Trudeau to Chicago

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Compare Montreal Pierre Elliott Trudeau to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Montreal Pierre Elliott Trudeau to Chicago

Looking for a cheap last-minute deal or the best return flight from Montreal Pierre Elliott Trudeau Airport to Chicago? If you want to travel next month, return fares start from R 4,166. Find the lowest prices on one-way and return tickets right here.

Chicago.R 2,606 per passenger.Departing Sat, 17 Oct.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Sat, 17 Oct, arriving in Chicago Midway.Price includes taxes and charges.From R 2,606, select.

Chicago.R 2,609 per passenger.Departing Thu, 1 Oct.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Thu, 1 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,609, select.

Chicago.R 2,618 per passenger.Departing Tue, 29 Sep.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Tue, 29 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,618, select.

Chicago.R 2,799 per passenger.Departing Wed, 25 Nov.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Wed, 25 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,799, select.

Chicago.R 2,871 per passenger.Departing Thu, 3 Dec.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Thu, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,871, select.

Chicago.R 2,895 per passenger.Departing Tue, 16 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Tue, 16 Feb, arriving in Chicago Midway.Price includes taxes and charges.From R 2,895, select.

Chicago.R 2,923 per passenger.Departing Tue, 19 Jan.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Montreal Pierre Elliott Trudeau on Tue, 19 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,923, select.

Chicago.R 2,961 per passenger.Departing Tue, 19 Jan.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Tue, 19 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,961, select.

Chicago.R 2,962 per passenger.Departing Tue, 15 Jun.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Tue, 15 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,962, select.

Chicago.R 2,962 per passenger.Departing Sat, 29 May.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Sat, 29 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,962, select.

Chicago.R 2,962 per passenger.Departing Wed, 3 Feb.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Wed, 3 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,962, select.

Chicago.R 3,016 per passenger.Departing Sat, 31 Jul.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Sat, 31 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,016, select.

Chicago.R 3,036 per passenger.Departing Sat, 6 Mar.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Montreal Pierre Elliott Trudeau on Sat, 6 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,036, select.

Chicago.R 3,073 per passenger.Departing Sat, 6 Mar.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Sat, 6 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,073, select.

Chicago.R 3,204 per passenger.Departing Sat, 10 Apr.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Sat, 10 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,204, select.

Find the cheapest month to fly from Montreal Pierre Elliott Trudeau to Chicago

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

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Direct flights from Montreal Pierre Elliott Trudeau to Chicago

Alternative Montreal Pierre Elliott Trudeau to Chicago routes

Looking for the cheapest, fastest or easiest route from Montreal Pierre Elliott Trudeau 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	R 2,606
Cheapest month to fly	October
Average flight time	2 hrs, 47 mins
Most popular airline	Air Canada
Average flights per week	213

Finding cheap flights from Montreal Pierre Elliott Trudeau to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are return flights from Montreal Pierre Elliott Trudeau to Chicago?

The best price we found for a return flight from Montreal Pierre Elliott Trudeau to Chicago is R 4,166. 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 Pierre Elliott Trudeau to Chicago?

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

Which airlines fly direct from Montreal Pierre Elliott Trudeau to Chicago?

Air Canada, United and Qatar Airways fly direct from Montreal Pierre Elliott Trudeau to Chicago.

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

As of September 2026, there are 213 flights per week flying from Montreal Pierre Elliott Trudeau to Chicago.

When is the cheapest time to fly from Montreal Pierre Elliott Trudeau to Chicago?

The cheapest month to fly from Montreal Pierre Elliott Trudeau to Chicago is usually October.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Montreal Pierre Elliott Trudeau Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from R 4,166.

Which upcoming date is cheapest to fly from Montreal Pierre Elliott Trudeau Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Montreal Pierre Elliott Trudeau Airport to Chicago on Saturday, 3 October 2026.

Can I get a direct flight from Montreal Pierre Elliott Trudeau Airport to Chicago?

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

How can I get the best flight deal from Montreal Pierre Elliott Trudeau Airport 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 September, the average temperature is usually around 20°C. July is typically the warmest month in Chicago, when it usually averages around 27°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -5°C. The rainiest month is June.

Which is the cheapest airline to fly from Montreal Pierre Elliott Trudeau Airport to Chicago with?

Currently, Porter Airlines and Air Canada offer the cheapest flight tickets to Chicago.

Flying from Montreal-Trudeau International Airport (YUL) to Chicago: what you need to know

Hop on a direct flight from Montreal-Trudeau International Airport to Chicago and you'll be in the air for an average of 2 hours 15 minutes.
Montreal-Trudeau International Airport is located in Montreal. Based in the UTC-6 timezone, Chicago is one hour behind Montreal.
Montreal-Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD) is the most traveled route, with 49 weekly departures to choose from. If you have things to do before leaving, the last flight from YUL to ORD is with Air Canada at 18:50. Opt for the first departure with United Airlines at 06:00 if you want to fly out earlier.
For a relaxed start to your YUL to Chicago flight, allow plenty of time to check in and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general rule.
During popular months like July, you'll want to get to the airport even earlier. Arrive two hours before domestic departures and four hours ahead of international flights whenever you're travelling during high season in general.
Begin your journey at YUL and fly straight to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Montreal-Trudeau International Airport to Chicago tickets.
Pick from a variety of carriers offering direct flights from Montreal-Trudeau International Airport to Chicago. Get up and away with one of these:
Travelling from central Montreal to YUL takes around 45 minutes by public transport. If you ride-share, drive or take a taxi, you'll cover the 16 kilometres in 25 minutes or so, depending on traffic conditions.
Want a stress-free start to your travels? Stay near YUL. Whether you've booked an early flight from Montreal-Trudeau International Airport to Chicago or don't want departure day to feel hectic, these hotels are all about convenience:
Of all flights departing from Montreal-Trudeau International Airport, 67% land on schedule at their destination.
YUL is located at 975 Romeo Vachon Street North.

How to find the cheapest flights from Montreal-Trudeau International Airport (YUL) to Chicago

The lowest price we've found for a one-way Montreal-Trudeau International Airport to Chicago flight is R 2,606. The cheapest price for a return flight is R 4,166. Remember fares may change due to availability at the time of booking.
Don't leave everything to the last minute. You're more likely to find cheap flights from YUL to Chicago if you book early. Airlines often offer some amazing early bird rates.
Scoring cheap tickets from Montreal-Trudeau International Airport to Chicago is easier if you're flexible with your dates. Use the 'Whole month' search tool to access the best prices across every month and snap up a fantastic deal.
Picking up a cheap flight from YUL to Chicago is easy with Price Alerts. Simply create one of these automatic notifications and we'll get in touch as soon as a cheaper option becomes available.
Pick your ideal departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Montreal-Trudeau International Airport to Chicago by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) is around 27 kilometres from central Chicago. If you're getting a taxi or a ride-share, the drive takes about 30 minutes.
It takes around 45 minutes if you're travelling on public transport.
Book a hotel near ORD if you're coming in on a late flight from Montreal-Trudeau International Airport to Chicago. Select one of these accommodation options and avoid the hassle of a long transfer:
To get the best deal, reserve your ride from Chicago O'Hare International Airport around four weeks in advance of your flight from YUL to Chicago.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Central Chicago is located around 16 kilometres from Chicago Midway International Airport (MDW). After your flight from Montreal-Trudeau International Airport to Chicago has hit the runway and you've made your way out of the airport, the drive should be around 25 minutes.
Travelling by public transport will take about 30 minutes.
There are some great places to call home for the night near MDW. Kick back and get cosy after your YUL to Chicago flight at one of these perfectly located options:
Avoid potential price surges. Reserving your ride four weeks before your arrival at MDW will help you save.
The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Step off your flight from Montreal-Trudeau International Airport to Chicago and make your way to your hotel or jump right into sightseeing. The centre of Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to drive there.
If you're using public transport, the journey will take you around 2 hours.
If you don't want to make the journey to the centre, head for a hotel near RFD. Make yourself comfy at one of these options after your YUL to Chicago flight:
Rental companies sometimes offer promotions on early bookings, so book your vehicle from RFD a few weeks ahead of your flight from Montreal-Trudeau International Airport to Chicago. A little planning can save you money.
Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

It's time to figure out your travel dates for your flight from Montreal-Trudeau International Airport to Chicago. July is the busiest month to travel to Chicago. If you prefer a more low-key vibe, go in January.
The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Book your Montreal-Trudeau International Airport to Chicago plane ticket then if you enjoy this type of weather.
Search for cheap tickets from YUL to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Start your Chicago trip off on the right foot by choosing the perfect place to stay. As soon as you've booked your flight from Montreal-Trudeau International Airport to Chicago, browse our selection of hotels including:
There are so many things to explore in this city it can be hard to figure out where to start. Art Institute of Chicago, Millennium Park and Willis Tower are popular attractions which should be on every Chicago itinerary.

Explore more of the United States

Chicago will leave a lasting impression, but there are so many other parts of the United States just waiting to be discovered. About 451 kilometres southeast of Chicago, a visit to Columbus will keep your itinerary busy. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
Indianapolis is another essential stop in the United States and is around 257 kilometres southeast of Chicago. No journey is complete without a visit to Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.