MDW - YUL

$89 Find Cheap Flights from Chicago Midway Airport to Montreal

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Montreal departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Montreal Pierre Elliott Trudeau Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montreal, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montreal, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Midway to Montreal (MDW-YUL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Montreal that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Montreal

Wed, Sep 3 - Sat, Oct 4
Delta Logo
1:08 pm - 5:43 pmMDW-YUL
3h 35m1 stop
Delta Logo
7:00 am - 3:30 pmYUL-MDW
9h 30m1 stop
$237Delta
Find Deal
Thu, Aug 14 - Sun, Aug 17
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
10:40 am - 4:24 pmYUL-MDW
6h 44m1 stop
$238Porter Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
Porter Airlines Logo
9:40 am - 6:25 pmMDW-YUL
7h 45m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$241Porter Airlines
Find Deal
Tue, Jul 29 - Tue, Aug 5
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$245Porter Airlines
Find Deal
Wed, Jul 16 - Wed, Jul 23
Porter Airlines Logo
9:40 am - 4:00 pmMDW-YUL
5h 20m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$246Porter Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
Porter Airlines Logo
9:40 am - 6:25 pmMDW-YUL
7h 45m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$248Porter Airlines
Find Deal
Mon, Jul 7 - Tue, Jul 22
Porter Airlines Logo
9:40 am - 4:00 pmMDW-YUL
5h 20m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$249Porter Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
Delta Logo
6:00 am - 5:04 pmMDW-YUL
10h 04m1 stop
Delta Logo
6:00 am - 12:32 pmYUL-MDW
7h 32m1 stop
$265Delta
Find Deal
Tue, Aug 19 - Wed, Aug 20
WestJet Logo
9:15 am - 11:16 pmMDW-YUL
13h 01m1 stop
WestJet Logo
6:45 am - 9:49 pmYUL-MDW
16h 04m2 stops
$426WestJet
Find Deal
Wed, Aug 20 - Sun, Aug 24
WestJet Logo
12:43 pm - 11:53 pmMDW-YUL
10h 10m1 stop
WestJet Logo
6:45 am - 9:49 pmYUL-MDW
16h 04m2 stops
$427WestJet
Find Deal
Useful Info

KAYAK's insights & trends for Midway to Montreal flights

Get data-powered insights and trends into flights from Midway to Montreal to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Montreal?

The average price of all round-trip flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Montreal, look for departures on Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Montreal, Friday is the cheapest day to fly and Sunday is the most expensive.

Good to know

Low seasonAugust
High seasonJuly
Cheapest flight$89
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Montreal

When to book flights from Midway to Montreal

Are your dates flexible? Find out the best times to travel from Midway to Montreal based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Montreal flights

  • What is the cheapest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport was $89 for a one-way ticket and $237 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Montreal?

    Yes, you’ll need a passport to travel to Montreal from Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Montreal?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Montreal?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Montreal.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Montreal?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Montreal.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Montreal?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montreal from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Montreal?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Montreal with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and YUL can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Montreal?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Montreal from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Midway to Montreal

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montreal. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Montreal? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 289 reviews
7.0Entertainment
8.1Comfort
7.6Food
8.2Boarding
8.7Crew
Airline reviews

Great! Personable crew. I love that they pour complimentary beer and wine.

10.0 ExcellentSteve, Jun 2025LAS - YOW
Read more Porter Airlines reviews

Great! Personable crew. I love that they pour complimentary beer and wine.

I love the 2 seats per row. More room. The crew were excellent.

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Everything you need to know for your flight from Midway to Montreal

Information on your arrival and departure airports

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