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$116+ Cheap flights from Midway (MDW) to Montreal (YMQ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YMQ
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Midway to Montreal

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Montreal (YMQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 3, 2025.

Round-trip from

$262
(Kiwi.com)

One-way from

$116
(Mytrip)

Popular in

February

Cheapest in

September

Average price

$393
From Chicago Midway to Montreal (YMQ)
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One-way flight from Chicago Midway to Montreal (YMQ)
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Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Midway to Montreal

Cheapest flights from Midway to Montreal
Explore the most affordable flight options available from Midway to Montreal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:20 pmMDW - YUL
1 stop3h 55mMultiple Airlines
Sat 9/1310:57 amYUL - MDW
1 stop7h 38mMultiple Airlines
Deal found 7/3$262
This Trip.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/295:20 pmMDW - YUL
1 stop3h 55mPorter Airlines
Mon 9/16:55 amYUL - MDW
1 stop3h 55mPorter Airlines
Deal found 7/1$268
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:17 pmMDW - YUL
1 stop4h 11mDelta
Fri 8/2212:47 pmYUL - MDW
1 stop9h 57mDelta
Deal found 7/2$280

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Montreal that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal that are best for you.

Fly from

Midway

Fly to

Montreal

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 9/12

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sat 9/13

10:57 am-5:35 pm

1 stop7h 38m

$262

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 8/29

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 9/1

6:55 am-9:50 am

1 stop3h 55m

$268

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 8/16

9:31 am-4:03 pm

1 stop5h 32m

Montreal Pierre Elliott Trudeau Intl

Fri 8/22

12:55 pm-6:37 pm

1 stop6h 42m

$280

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 8/29

5:20 pm-10:15 pm

1 stop3h 55m

$116

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 9/2

1:43 pm-11:16 pm

1 stop8h 33m

$117

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 7/26

9:24 am-7:08 am

2 stops20h 44m

$172

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 8/17

9:40 am-10:15 pm

1 stop11h 35m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Best time to book a flight from Midway to Montreal

Have a flexible travel schedule? Discover the best time to fly to Montreal from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Montreal
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Montreal

Get insights into the airlines that provide service to Montreal. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montreal. Reviews last updated July 3, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and WestJet from Chicago Midway Airport to Montreal. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
298 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.7

Food

7.7

Overall

8.0

Comfort

8.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
298 reviews
Porter Airlines
8.0
Very good
298 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.7

Food

7.7

Overall

8.0

Comfort

8.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,982 reviews
Porter Airlines
8.0
Very good
298 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.7

Food

7.7

Overall

8.0

Comfort

8.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,917 reviews
Porter Airlines
8.0
Very good
298 reviews

Boarding

8.2

Entertainment

7.0

Crew

8.7

Food

7.7

Overall

8.0

Comfort

8.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Related info for your journey

Find useful and relevant information for your journey from Midway to Montreal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago Midway Airport to Montreal round-trip?

    Porter Airlines, at $268, was found to be the cheapest airline from Chicago Midway Airport to Montreal. An alternate airline flying to your destination would be Delta.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Montreal one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Montreal are Porter Airlines ($116), Delta ($117), and WestJet ($172).

  • Can I find deals for flights from Midway to Montreal that include hotel bookings?

    Yes. In addition to deals on Midway to Montreal flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Montreal?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Montreal.

  • Can I find deals for business class flights from Midway to Montreal?

    Yes. Cheapflights offers flight deals from Midway to Montreal by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Montreal?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Montreal (average of $270). Flying from Chicago Midway Airport to Montreal in July is currently the most expensive (average of $409). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Midway to Montreal

Discover the top airline that operate flights from Midway to Montreal. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$249Average$391FlexibilityNo cancel feeOn-time52%

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