Cheap flights from Montreal to Chicago Midway Airport from C$ 205
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 29/7. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Montreal to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Montreal (YMQ) to Midway (MDW). 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 30 June 2025.
Round-trip from | C$ 319 |
---|---|
One-way from | C$ 205 |
Popular in | October |
Cheapest in | April |
Average price | C$ 525 |
Find flight deals from Montreal to Midway
Cheapest flights from Montreal to MidwayExplore the most affordable flight options available from Montreal to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Explore the most affordable flight options available from Montreal to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Montreal to Midway 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 629,999 searches. Data last updated 30 June 2025.
Use the filters below to find and compare flights from Montreal to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Mon 18/8
1:10 p.m.-4:24 p.m.
1 stop4h 14m
Chicago Midway
Tue 26/8
9:40 a.m.-4:00 p.m.
1 stop5h 20m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sun 31/8
6:00 a.m.-8:35 a.m.
1 stop3h 35m
Chicago Midway
Wed 3/9
4:25 p.m.-11:53 p.m.
1 stop6h 28m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 24/7
12:46 p.m.-9:42 p.m.
1 stop9h 56m
Chicago Midway
Mon 28/7
5:20 p.m.-10:15 p.m.
1 stop3h 55m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 16/8
6:20 a.m.-1:03 p.m.
1 stop7h 43m
Chicago Midway
Sat 23/8
1:43 p.m.-11:16 p.m.
1 stop8h 33m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Tue 29/7
10:45 a.m.-4:24 p.m.
1 stop6h 39m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Sat 9/8
6:20 a.m.-1:06 p.m.
1 stop7h 46m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 31/7
7:00 a.m.-9:42 p.m.
1 stop15h 42m
MontrealChicago
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Thu 14/8
6:45 a.m.-7:41 p.m.
2 stops13h 56m
Best time to book a flight from Montreal to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Montreal with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Montreal to Chicago Midway Airport
What is the cheapest month to book a flight from Montreal to Chicago Midway Airport?
Currently, June is the cheapest month in which you can book a flight from Montreal to Chicago Midway Airport (average of C$ 238). Flying from Montreal to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated 30 June 2025.
Read through reviews of airlines operating flights from Montreal to Chicago Midway Airport, such as Porter Airlines,Delta, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Mary,Jun 2025
FLL - YYZ
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Mary,Jun 2025
FLL - YYZ
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Mary,Jun 2025
FLL - YYZ
Food
Overall
Comfort
Entertainment
Crew
Boarding
Reviews
Mary,Jun 2025
FLL - YYZ
Related info for your journey
Find useful and relevant information for your journey from Montreal to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Montreal to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Montreal to Midway
Discover the top airline that operate flights from Montreal to Midway. 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 629,999 searches. Data last updated 30 June 2025.
Fly with Cheapflights
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How does Cheapflights help users find flights from Montreal to Midway?
Cheapflights makes it easy to find Montreal to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Montreal to Midway?
Cheapflights helps you find that perfect flight to Midway from Montreal by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Montreal to Midway with no change fees?
Need flexible booking options for your flight to Midway from Montreal? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights from Montreal to Midway become cheaper?
Yes, Cheapflights offers price alerts on Montreal to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.