YUL - MDW

$146 Find Cheap Flights from Montreal to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montreal to Midway departing on 5/29. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago, 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 Montreal to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$207
Typical prices: $372-$281
Porter Airlines
Thu 6/4Sun 6/7
YUL - MDW • 1 stop
Cheapest one-way
$146
Porter Airlines
Fri 5/29
YUL - MDW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Montreal and Midway. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Detroit (DTW)
Cheapest • Avg $309 (round-trip)
Toronto (YTZ)
Shortest trip • 4h 47m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 100% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Montreal to Midway (YUL-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montreal to Midway 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 Montreal to Midway

Thu, Jun 4 - Sun, Jun 7
Porter Airlines Logo
6:30 am - 2:35 pm
YUL
-
MDW
9h 05m
1 stop
Porter Airlines Logo
10:15 am - 5:15 pm
MDW
-
YUL
6h 00m
1 stop
$207Porter Airlines
Fri, May 29 - Mon, Jun 1
Porter Airlines Logo
6:30 am - 2:35 pm
YUL
-
MDW
9h 05m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$252Porter Airlines
Tue, Jul 14 - Thu, Jul 16
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$255Porter Airlines
Fri, May 29 - Mon, Jun 1
Porter Airlines Logo
6:30 am - 2:35 pm
YUL
-
MDW
9h 05m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$260Porter Airlines
Thu, Jul 23 - Tue, Jul 28
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 am - 6:10 pm
MDW
-
YUL
6h 45m
1 stop
$261Porter Airlines
Thu, Jul 23 - Tue, Jul 28
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$263Porter Airlines
Fri, May 29 - Mon, Jun 1
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
Porter Airlines Logo
10:15 am - 5:15 pm
MDW
-
YUL
6h 00m
1 stop
$266Porter Airlines
Thu, Jul 23 - Tue, Jul 28
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 pm - 8:10 pm
MDW
-
YUL
3h 50m
1 stop
$271Porter Airlines
Thu, Jul 23 - Tue, Jul 28
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$272Porter Airlines
Sun, Aug 23 - Wed, Aug 26
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 pm - 10:10 pm
MDW
-
YUL
5h 50m
1 stop
$273Porter Airlines
Booking Insights

KAYAK's insights & trends for Montreal to Midway flights

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

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport departing in June.

What is the cheapest month to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $540 and $468 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$146
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Montreal to Chicago Midway Airport

When to book flights from Montreal to Midway

Are your dates flexible? Find out the best times to travel from Montreal to Midway 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 Montreal to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport was $143 for a one-way ticket and $207 for a round-trip.

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

    A passport is required to fly from Montreal to Chicago Midway Airport.

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

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

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

    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 Montreal to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Montreal 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 Montreal to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Montreal with another airline. Booking your flights between Montreal and MDW 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 Montreal to Chicago Midway Airport?

    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 Chicago Midway Airport from Montreal up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

Information on your arrival and departure airports

Montreal (YUL)
Midway (MDW)