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210 € Cheap Flights from Chicago Midway to Montreal

Compare Chicago Midway to Montreal flight deals

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

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Flight deals from Chicago Midway Airport to Montreal

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Montreal? If you want to travel next month, return fares start from 224 €. Find the lowest prices on one-way and return tickets right here.
Montreal.210 € per passenger.Departing Sun, 7 Jun, returning Mon, 8 Jun.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sun, 7 Jun, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Mon, 8 Jun, arriving in Chicago Midway.Price includes taxes and charges.From 210 €, select.
Montreal.224 € per passenger.Departing Wed, 29 Apr, returning Mon, 4 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 29 Apr, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Mon, 4 May, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Montreal.224 € per passenger.Departing Wed, 15 Apr, returning Fri, 17 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 15 Apr, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Fri, 17 Apr, arriving in Chicago Midway.Price includes taxes and charges.From 224 €, select.
Montreal.225 € per passenger.Departing Fri, 1 May, returning Tue, 5 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 1 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Tue, 5 May, arriving in Chicago Midway.Price includes taxes and charges.From 225 €, select.
Montreal.235 € per passenger.Departing Sun, 31 May, returning Fri, 5 Jun.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sun, 31 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Fri, 5 Jun, arriving in Chicago Midway.Price includes taxes and charges.From 235 €, select.
Montreal.254 € per passenger.Departing Mon, 6 Jul, returning Tue, 14 Jul.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 6 Jul, arriving in Montreal St Hubert.Inbound indirect flight with Porter Airlines, departs from Montreal St Hubert on Tue, 14 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 254 €, select.
Montreal.254 € per passenger.Departing Sun, 2 Aug, returning Fri, 14 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sun, 2 Aug, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal St Hubert on Fri, 14 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 254 €, select.
Montreal.254 € per passenger.Departing Fri, 24 Jul, returning Fri, 14 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Fri, 24 Jul, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal St Hubert on Fri, 14 Aug, arriving in Chicago Midway.Price includes taxes and charges.From 254 €, select.
Montreal.263 € per passenger.Departing Wed, 17 Jun, returning Thu, 2 Jul.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Wed, 17 Jun, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal St Hubert on Thu, 2 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 263 €, select.
Montreal.297 € per passenger.Departing Thu, 28 May, returning Thu, 23 Jul.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Thu, 28 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Thu, 23 Jul, arriving in Chicago Midway.Price includes taxes and charges.From 297 €, select.
Montreal.319 € per passenger.Departing Sun, 31 May, returning Sat, 3 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 31 May, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Sat, 3 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 319 €, select.
Montreal.336 € per passenger.Departing Fri, 11 Sep, returning Sat, 19 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 11 Sep, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Sat, 19 Sep, arriving in Chicago Midway.Price includes taxes and charges.From 336 €, select.
Montreal.337 € per passenger.Departing Thu, 1 Oct, returning Sun, 4 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 1 Oct, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Delta, departs from Montreal Pierre Elliott Trudeau on Sun, 4 Oct, arriving in Chicago Midway.Price includes taxes and charges.From 337 €, select.
Montreal.463 € per passenger.Departing Mon, 30 Mar, returning Mon, 20 Apr.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Mon, 30 Mar, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with Porter Airlines, departs from Montreal Pierre Elliott Trudeau on Mon, 20 Apr, arriving in Chicago Midway.Price includes taxes and charges.From 463 €, select.
Montreal.848 € per passenger.Departing Sat, 28 Mar, returning Sun, 29 Mar.Return flight with Frontier Airlines and WestJet.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 28 Mar, arriving in Montreal Pierre Elliott Trudeau.Inbound indirect flight with WestJet, departs from Montreal Pierre Elliott Trudeau on Sun, 29 Mar, arriving in Chicago Midway.Price includes taxes and charges.From 848 €, select.

Find the cheapest month to fly from Chicago Midway to Montreal

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Montreal flights are currently cheapest in June.
Mar
from 848 €
Apr
from 224 €
May
from 225 €
Jun
from 210 €
Jul
from 254 €
Aug
from 254 €
Sep
from 336 €
Oct
from 337 €
Nov
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Dec
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Jan
Find prices
Feb
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Alternative Chicago Midway to Montreal routes

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

Montreal St Hubert

11km from central Montreal
Closest
from 254 €
Search flights

Montreal Pierre Elliott Trudeau

16km from central Montreal
Cheapest
from 210 €
Search flights

Montreal Mirabel

41km from central Montreal
Search flights

Chicago to Montreal: Flight information

The things to know before you go.
Cheapest flight found69 €
Cheapest month to flyMay

Finding cheap flights from Chicago Midway to Montreal: Frequently asked questions

There are 3 airports in Montreal: Montreal St Hubert, Montreal Pierre Elliott Trudeau and Montreal Mirabel.
The best price we found for a return flight from Chicago Midway to Montreal is 210 €. 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.
Currently, there are no airlines that fly direct from Chicago Midway to Montreal. But we found flights with one or more stops from 210 €.
As of March 2026, there are no flights flying from Chicago Midway to Montreal.
The cheapest month to fly from Chicago Midway to Montreal is usually June.
If you're flying from Chicago Midway Airport, the cheapest airport near Montreal is Montreal Pierre Elliott Trudeau – which is 16.1 km away from the centre of Montreal. We've found flights into this airport from 210 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Montreal on Sunday, 7 June 2026.
No airlines currently offer direct flights between Chicago Midway Airport and Montreal. Most routes have one or more stops.
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 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.
In March, the average temperature is usually around -4°C. July is typically the warmest month in Montreal, when it usually averages around 25°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -17°C. The rainiest month is June.
Currently, Porter Airlines offers the cheapest flight tickets to Montreal.

Travelling from Chicago Midway International Airport (MDW) to Montreal: what you need to know

  • Chicago Midway International Airport is located in Chicago. Following the UTC-4 timezone, Montreal is one hour ahead of Chicago.

  • To avoid rushing for your MDW to Montreal flight, leave enough time to navigate the airport and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • Heading off during a peak period like public or school holidays? Expect longer queues at check-in and security. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • We make it simple to book plane tickets from MDW to Montreal with a stopover. To see all the options, deselect 'Direct flights only.' Then, select a flight that has a stop long enough to tour your chosen city. Major stopovers include:

    • LaGuardia Airport (LGA)

    • Detroit Metropolitan Wayne County Airport (DTW)

    • Philadelphia International Airport (PHL)

  • The journey from central Chicago to MDW takes around 45 minutes by public transport. If you drive, ride-share or grab a cab, you'll cover the 14 kilometres in 20 minutes or so, depending on traffic conditions.

  • Want a stress-free start to your journey? Stay near MDW. Whether you have an early flight from Chicago Midway International Airport to Montreal or just don't want to be rushed, these hotels have you covered:

  • Of all flights departing from Chicago Midway International Airport, 77.88% land on time at their destination.

  • MDW is located at 5700 South Cicero.

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Montreal

  • The best price we've seen for a one-way Chicago Midway International Airport to Montreal flight is 69 €. The cheapest price for a return flight is 210 €. Remember fares can change due to availability at the time of booking.

  • To pick up cheap flights from MDW to Montreal, book early. Airlines typically offer lower fares when tickets are first released.

  • The 'Whole month' tool will show you the cheapest tickets from Chicago Midway International Airport to Montreal across the entire month. It's a good way to find a bargain if your travel dates aren't set in stone.

  • There's no need to check back constantly to see if fares have dropped when you create a Price Alert. We'll notify you the moment there's an even bigger deal on cheap flights from MDW to Montreal.

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

Airports in Montreal

Montreal-Pierre Elliott Trudeau International Airport (YUL)

  • Montreal-Pierre Elliott Trudeau International Airport (YUL) to the centre of Montreal takes around 25 minutes to reach by car. The centre is roughly 26 kilometres away.

  • It typically takes 45 minutes to get there by public transport.

  • If you're coming in on a late flight from Chicago Midway International Airport to Montreal, few things beat the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and snoozing not long after at one of these hotels near YUL:

  • Pick up a Montreal-Pierre Elliott Trudeau International Airport rental car and explore Montreal and beyond with your own wheels. Avis, Alamo and Routes Car Rentals are leading providers to choose from here.

  • Lock in the best rate by reserving your vehicle from Montreal-Pierre Elliott Trudeau International Airport around four weeks in advance of your flight from MDW to Montreal.

  • YUL is located at 975 Romeo Vachon Street North.

St. Hubert Airport (YHU)

  • After your flight from Chicago Midway International Airport to Montreal has touched down, you can get to the city centre in about 35 minutes by car. Central Montreal is roughly 40 kilometres from St. Hubert Airport (YHU).

  • If you're catching public transport, it'll take around 1 hour 45 minutes.

  • Following your MDW to Montreal flight, rest your head at a hotel near YHU. These are some great accommodation options that'll help you get into relaxation mode:

  • Pick up a St. Hubert Airport rental car and make your journey as spontaneous as you want. You can select from top rental outlets like Enterprise and Budget.

  • Generally, the sooner you book, the bigger the savings and variety of vehicles. Lock in your ride from YHU as soon as you know your dates.

Best time to go to Montreal

  • Visit Montreal during peak season if you want a bustling atmosphere, but remember that hotel prices may be higher. Alternatively, book your flights from Chicago Midway International Airport to Montreal in the off-season when prices are cheaper and crowds are smaller.

  • The warmest month in Montreal is July, with temperatures ranging between 14ºC (57ºF) and 28ºC (82ºF). Book your Chicago Midway International Airport to Montreal plane ticket then if you enjoy this type of weather.

  • Look for cheap tickets from MDW to Montreal in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -19ºC (-2ºF) and -2ºC (28ºF) on average.

More about Montreal

  • When it comes to looking for somewhere to lay your head, you'll find the best stays in Montreal right here. Check out these options as soon as you've booked your flight from Chicago Midway International Airport to Montreal:

  • Montreal Botanical Garden and Mount Royal Park are just the start of the top attractions to put on your Montreal must-do list. Keep the sightseeing going at Saint Joseph's Oratory of Mount Royal.

Explore more of Canada

  • You've visited Montreal, now it's time to discover more of Canada. Journey about 499 kilometres south-west to Toronto to check off its top sights. From CN Tower to Royal Ontario Museum and Go Tours Canada - Distillery District, there's plenty to keep you on the go.

  • Ottawa is another sought-after destination in Canada and is around 153 kilometres west of Montreal. No journey is complete without seeing Parliament Hill, Rideau Canal and National Gallery of Canada.

Plan the rest of your trip from Chicago to Montreal

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