MDW - YUL

$69 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 9/18. 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

Thu, Oct 23 - Sun, Oct 26
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
6:45 am - 10:05 amYUL-MDW
4h 20m1 stop
$196Porter Airlines
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Thu, Sep 4 - Mon, Sep 8
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$216Porter Airlines
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Thu, Sep 18 - Mon, Sep 22
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
$220Porter Airlines
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Fri, Sep 5 - Mon, Sep 8
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$223Porter Airlines
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Wed, Oct 8 - Sun, Oct 12
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
8:55 am - 4:24 pmYUL-MDW
8h 29m1 stop
$233Porter Airlines
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Sat, Sep 20 - Wed, Sep 24
Delta Logo
1:43 pm - 11:18 pmMDW-YUL
8h 35m1 stop
Delta Logo
6:00 am - 8:40 amYUL-MDW
3h 40m1 stop
$237Delta
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Fri, Sep 19 - Sun, Sep 21
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$241Porter Airlines
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Sat, Aug 30 - Thu, Sep 4
Delta Logo
6:17 pm - 11:28 pmMDW-YUL
4h 11m1 stop
Delta Logo
6:00 am - 8:35 amYUL-MDW
3h 35m1 stop
$289Delta
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Sat, Sep 20 - Sun, Sep 28
Delta Logo
6:15 pm - 11:29 pmMDW-YUL
4h 14m1 stop
Delta Logo
6:00 am - 8:40 amYUL-MDW
3h 40m1 stop
$294Delta
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Tue, Oct 7 - Sat, Oct 11
Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Logo
2:45 pm - 9:40 amYUL-MDW
19h 55m1 stop
$319
Find Deal
Booking Insights

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.

How much is a round-trip flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport?

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.

Find deals

Good to know

Low seasonNovember
Cheapest flight$69
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 29% increase in price.
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 $69 for a one-way ticket and $196 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.

Reviews of the 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 318 reviews
8.2Boarding
7.6Food
7.0Entertainment
8.0Comfort
8.7Crew
Airline reviews

All good the seats a little tight and no I pad screen

10.0 ExcellentAnonymous, Jul 2025YYZ - RSW
Read more Porter Airlines reviews

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

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.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Pierre Elliott Trudeau Intl (YUL)

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