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Cheap Flights from Chicago (CHIA) to Montreal (YUL)

Compare Chicago to Montreal Pierre Elliott Trudeau flight deals

Find the cheapest month or even day of the year to fly to Montreal Pierre Elliott Trudeau

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Flight deals from Chicago to Montreal Pierre Elliott Trudeau

Looking for a cheap last-minute deal or the best return flight from Chicago to Montreal Pierre Elliott Trudeau Airport? If you want to travel next month, return fares start from $301. Find the lowest prices on one-way and return tickets right here.
Montreal.$301 per passenger.Departing Mon, 11 May, returning Tue, 26 May.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 11 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Tue, 26 May, arriving in Chicago Midway.Price includes taxes and charges.From $301, select.
Montreal.$312 per passenger.Departing Wed, 27 May, returning Thu, 4 Jun.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Wed, 27 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Thu, 4 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $312, select.
Montreal.$373 per passenger.Departing Wed, 16 Sep, returning Fri, 18 Sep.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago O'Hare International on Wed, 16 Sep, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Fri, 18 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $373, select.
Montreal.$377 per passenger.Departing Mon, 8 Jun, returning Wed, 17 Jun.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 8 Jun, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Wed, 17 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $377, select.
Montreal.$383 per passenger.Departing Tue, 28 Apr, returning Tue, 28 Apr.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 28 Apr, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Air Canada, departs from Montreal Pierre Elliott Trudeau on Tue, 28 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $383, select.
Montreal.$422 per passenger.Departing Tue, 7 Jul, returning Wed, 8 Jul.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Tue, 7 Jul, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Wed, 8 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $422, select.
Montreal.$428 per passenger.Departing Mon, 11 May, returning Wed, 20 May.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Mon, 11 May, arriving in Montreal Pierre Elliott Trudeau.Inbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Wed, 20 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $428, select.
Montreal.$449 per passenger.Departing Fri, 29 May, returning Fri, 5 Jun.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Fri, 29 May, arriving in Montreal Pierre Elliott Trudeau.Inbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Fri, 5 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $449, select.
Montreal.$453 per passenger.Departing Mon, 27 Apr, returning Tue, 5 May.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 27 Apr, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Tue, 5 May, arriving in Chicago Midway.Price includes taxes and charges.From $453, select.
Montreal.$454 per passenger.Departing Sun, 26 Jul, returning Tue, 4 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sun, 26 Jul, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Tue, 4 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $454, select.
Montreal.$458 per passenger.Departing Tue, 9 Jun, returning Sun, 14 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 9 Jun, arriving in Montreal Pierre Elliott Trudeau.Inbound direct flight with United departs from Montreal Pierre Elliott Trudeau on Sun, 14 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $458, select.
Montreal.$463 per passenger.Departing Sat, 31 Oct, returning Tue, 3 Nov.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Sat, 31 Oct, arriving in Montreal Pierre Elliott Trudeau.Inbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Tue, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $463, select.
Montreal.$463 per passenger.Departing Mon, 1 Jun, returning Sun, 30 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 1 Jun, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Sun, 30 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $463, select.
Montreal.$464 per passenger.Departing Wed, 16 Sep, returning Fri, 18 Sep.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 16 Sep, arriving in Montreal Pierre Elliott Trudeau.Inbound direct flight with Air Canada departs from Montreal Pierre Elliott Trudeau on Fri, 18 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $464, select.
Montreal.$475 per passenger.Departing Wed, 12 Aug, returning Wed, 12 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 12 Aug, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Wed, 12 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $475, select.
Montreal.$475 per passenger.Departing Mon, 5 Oct, returning Thu, 8 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Air Canada, departs from Montreal Pierre Elliott Trudeau on Thu, 8 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $475, select.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Montreal Pierre Elliott Trudeau flights are currently cheapest in May.
Apr
from $383
May
from $301
Jun
from $377
Jul
from $422
Aug
from $475
Sep
from $373
Oct
from $475
Nov
from $523
Dec
from $523
Jan
from $523
Feb
from $523
Mar
from $645

Direct flights from Chicago to Montreal Pierre Elliott Trudeau

Chicago to Montreal Pierre Elliott Trudeau: Alternative routes

Compare routes from Chicago to Montreal below. You may find an airport to fly into that's cheaper, faster, or easier than Montreal Pierre Elliott Trudeau.

Montreal St Hubert

11km from central Montreal
Closest
from $314
Search flights

Montreal Pierre Elliott Trudeau

16km from central Montreal
Cheapest
from $301
Search flights

Montreal Mirabel

41km from central Montreal
Search flights

Chicago to Montreal: Flight information

The things to know before you go.
Cheapest flight found$301
Cheapest month to flyMay
Average flight time2 hrs, 21 mins
Most popular airlineUnited
Average flights per week253

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

The best price we found for a return flight from Chicago to Montreal Pierre Elliott Trudeau is $301. 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.
2 hours and 21 minutes is the average flight time from Chicago to Montreal Pierre Elliott Trudeau.
United, Air Canada and Republic Airways fly direct from Chicago to Montreal Pierre Elliott Trudeau.
As of April 2026, there are 253 flights per week flying from Chicago to Montreal Pierre Elliott Trudeau.
The cheapest month to fly from Chicago to Montreal Pierre Elliott Trudeau is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Montreal Pierre Elliott Trudeau Airport on Monday, 11 May 2026.
Yes – the average flight time is 2 hours and 21 minutes.
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 Montreal Pierre Elliott Trudeau 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.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Montreal is around 40 days in advance, so don’t leave your flight to the last minute.

Travelling from Chicago to Montreal-Trudeau International Airport (YUL): What you need to know

  • Chicago O'Hare International Airport (ORD) is Chicago's main airport. Check out your options for reserving a flight from Chicago to Montreal-Trudeau International Airport (YUL) departing from here.

  • 2 hours 15 minutes is the average travel time for a direct Chicago to Montreal-Trudeau International Airport flight.

  • The timezone in Montreal is UTC-5, which is one hour ahead of Chicago. Montreal-Trudeau International Airport is located in Montreal.

  • With 49 direct weekly flights between the two airports, Chicago O'Hare International Airport (ORD) to Montreal-Trudeau International Airport (YUL) is the busiest route. United Airlines operates the earliest flight at 7am. If you prefer to make the most of your day before leaving, the latest flight from ORD to YUL is with United Airlines at 6:05pm.

  • Leave enough time to get on your flight from Chicago to YUL. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.

  • July is a busy time to fly out. If you're heading away then or around a major holiday like Thanksgiving, Memorial Day or Christmas, be there even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Enjoy an uninterrupted journey from Chicago O'Hare International Airport (ORD). Nonstop flights from Chicago to Montreal-Trudeau International Airport (YUL) operate from here.

  • Popular carriers that offer direct flights from Chicago to Montreal-Trudeau International Airport out of ORD include:

  • The airline most travellers choose when flying between ORD and YUL is Air Canada.

  • Among carriers on this route, American Airlines has the highest rate of on-time arrivals.

  • ORD is about 27 kilometres from central Chicago. If you're ride-sharing, driving or catching a taxi from the centre, it'll take 30 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the travel time to be around 45 minutes.

  • Want an easy start to your travels? Stay near Chicago O'Hare International Airport. Whether you've booked an early flight from Chicago to Montreal-Trudeau International Airport or just don't like being rushed, these hotels are the answer:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights complete their journey on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Squeeze in an extra adventure with a stopover on your flight from Chicago to Montreal-Trudeau International Airport. Check out these connections between Chicago Midway International Airport and YUL:

    • New York LaGuardia Airport (LGA)

    • Detroit Metropolitan Wayne County Airport (DTW)

    • Philadelphia International Airport (PHL)

  • MDW is about 16 kilometres from central Chicago. It'll take you 25 minutes or so to get to the airport in a car from the city centre. Public transport takes roughly 30 minutes.

  • Get your holiday started early with an additional night away from home. Before your Chicago to YUL flight, unwind in one of these hotels close to Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance of 76%. This figure sheds light on how often flights that leave from this airport arrive on time.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • When searching for a plane ticket from Chicago to Montreal-Trudeau International Airport (YUL) out of Chicago Rockford International Airport (RFD), you can choose from a few stopover options. Consider making a detour to Los Angeles International Airport (LAX), one of the busiest connection points on this route.

  • RFD is around 145 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 40 minutes. If you're planning to take public transport, you can expect a journey of around 2 hours.

  • Stay in bed a little longer and still make your Chicago to Montreal-Trudeau International Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make departure day a breeze if you're jetting off early:

  • Airports have an on-time performance rating that monitors how often flights land when they should. At RFD, that rate is 71%.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Montreal-Trudeau International Airport (YUL)

Getting from Montreal-Trudeau International Airport (YUL) to central Montreal

  • Central Montreal is around 19 kilometres from Montreal-Trudeau International Airport and takes about 25 minutes to reach by car. See what your options are for getting into town, whether that's with a car hire, taxi or ride-share.

  • It takes around 45 minutes if you're travelling by public transport.

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

  • The cheapest price we've found for a one-way ticket from Chicago to Montreal-Trudeau International Airport is $100. For a return flight on this route, the best price is $301. Depending on the availability when you book, these fares can change.

  • To find cheap flights from Chicago to YUL, book ahead. Airlines generally offer lower prices when flights first go on sale.

  • The 'Whole month' tool will show you the cheapest Chicago to Montreal-Trudeau International Airport tickets across each month. It's a great way to snap up a bargain if your travel plans aren't set in stone.

  • Stay on top of deals for plane tickets from Chicago to YUL by creating a Price Alert. We'll send you an email or notification through the app when a lower fare becomes available.

  • Tailor your flights using filters. Choose your ideal departure and arrival times, total journey duration and airlines. You can also sort the results by 'Cheapest,' 'Fastest' or 'Best' flights from Chicago to Montreal-Trudeau International Airport.

The best time to fly from Chicago to Montreal-Trudeau International Airport (YUL)

  • Think about the kind of experience you want when picking your flight dates. January is the quietest month to go to Montreal. July is when most people book flights from Chicago to Montreal-Trudeau International Airport (YUL), which may be ideal if you enjoy travelling when it's busier.

  • Lock in a Chicago to YUL plane ticket departing in July if you're eager to visit the city during its warmest month. Expect temperatures in Montreal to range from 14ºC (57ºF) to 28ºC (82ºF).

  • If you like travelling in cooler conditions, look for a cheap ticket from Chicago to Montreal-Trudeau International Airport in January when temperatures are between -19ºC (-2ºF) and -2ºC (28ºF).

More about Montreal

  • Start your Montreal trip right by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Montreal-Trudeau International Airport, check out our selection of accommodation options including:

  • All great holidays should include some sightseeing. Cirque du Soleil - KURIOS, Montreal Botanical Garden and Saint Joseph's Oratory of Mount Royal are must-visits when exploring Montreal.

Explore more of Canada

  • You've done Montreal, now it's time to discover other parts of Canada. Travel about 153 kilometres west to Ottawa to tick off its must-visit sights. From Rideau Canal National Historic Site to Parliament Hill and Rideau Canal, Locks 1 - 8 - Ottawa, your itinerary will be busy.

  • Around 153 kilometres west of Montreal, Gatineau is another essential stop in Canada. Get a taste of what this destination has to offer at Canadian Museum of History, Luskville Falls and Meech Lake.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.