₹14,104 Cheap Flights from Montreal (YUL) to Chicago (MDW)

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 25% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Montreal (YUL) to Chicago (MDW)

Prices were available within the past 7 days and start at ₹14,104 for one-way flights and ₹24,808 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Thu, 6 Jun - Mon, 10 Jun
YUL
Montreal
MDW
Chicago
₹24,808 Return, found 4 days ago
₹24,808
Return
found 4 days ago
Select Porter Airlines flight, departing Thu, 6 Jun from Montreal to Chicago, returning Mon, 10 Jun, priced at ₹24,808 found 4 days ago
Porter Airlines
Fri, 7 Jun - Fri, 14 Jun
YUL
Montreal
MDW
Chicago
₹25,320 Return, just found
₹25,320
Return
just found
Select Porter Airlines flight, departing Fri, 7 Jun from Montreal to Chicago, returning Fri, 14 Jun, priced at ₹25,320 just found
Porter Airlines
Thu, 6 Jun - Mon, 10 Jun
YUL
Montreal
MDW
Chicago
₹25,764 Return, found 4 days ago
₹25,764
Return
found 4 days ago
Select Porter Airlines flight, departing Thu, 6 Jun from Montreal to Chicago, returning Mon, 10 Jun, priced at ₹25,764 found 4 days ago
Porter Airlines
Thu, 6 Jun - Mon, 10 Jun
YUL
Montreal
MDW
Chicago
₹26,805 Return, found 4 days ago
₹26,805
Return
found 4 days ago
Select Porter Airlines flight, departing Thu, 6 Jun from Montreal to Chicago, returning Mon, 10 Jun, priced at ₹26,805 found 4 days ago
Porter Airlines
Fri, 7 Jun - Fri, 14 Jun
YUL
Montreal
MDW
Chicago
₹27,324 Return, just found
₹27,324
Return
just found
Select Porter Airlines flight, departing Fri, 7 Jun from Montreal to Chicago, returning Fri, 14 Jun, priced at ₹27,324 just found
Porter Airlines
Fri, 7 Jun - Fri, 14 Jun
YUL
Montreal
MDW
Chicago
₹27,373 Return, just found
₹27,373
Return
just found
Select Porter Airlines flight, departing Fri, 7 Jun from Montreal to Chicago, returning Fri, 14 Jun, priced at ₹27,373 just found
Porter Airlines
Fri, 7 Jun - Fri, 14 Jun
YUL
Montreal
MDW
Chicago
₹29,377 Return, just found
₹29,377
Return
just found
Select Porter Airlines flight, departing Fri, 7 Jun from Montreal to Chicago, returning Fri, 14 Jun, priced at ₹29,377 just found
Porter Airlines
Fri, 7 Jun - Fri, 14 Jun
YUL
Montreal
MDW
Chicago
₹29,426 Return, just found
₹29,426
Return
just found
Select Porter Airlines flight, departing Fri, 7 Jun from Montreal to Chicago, returning Fri, 14 Jun, priced at ₹29,426 just found
Delta
Thu, 6 Jun - Mon, 10 Jun
YUL
Montreal
MDW
Chicago
₹31,828 Return, found 4 days ago
₹31,828
Return
found 4 days ago
Select Delta flight, departing Thu, 6 Jun from Montreal to Chicago, returning Mon, 10 Jun, priced at ₹31,828 found 4 days ago
Delta
Thu, 6 Jun - Mon, 10 Jun
YUL
Montreal
MDW
Chicago
₹33,749 Return, found 4 days ago
₹33,749
Return
found 4 days ago
Select Delta flight, departing Thu, 6 Jun from Montreal to Chicago, returning Mon, 10 Jun, priced at ₹33,749 found 4 days ago
Flight from Montreal to Chicago route information
Origin airport
Pierre Elliott Trudeau Intl.
Destination airport
Midway Intl.
Return price
₹24,808
Distance
1188 km

Perfect flights from Montreal to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Montreal to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Pierre Elliott Trudeau Intl. to Midway Intl. ticket options cater to your travel preferences, with incredible one-way fares from ₹14,104 and roundtrip prices from ₹24,808. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Midway Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.

Frequently asked questions

How much is a flight from Pierre Elliott Trudeau Intl. Airport (YUL) to MDW?
Round-trip tickets between Pierre Elliott Trudeau Intl. Airport (YUL) and Chicago Airport start from ₹24,808. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Montréal--Trudeau to Midway Intl. Airport (MDW)?
Most flights can be cancelled online, but each air carrier has its own set of terms and conditions. If you do have to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Pierre Elliott Trudeau Intl. Airport (YUL) to Chicago Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Montréal–Trudeau to Midway Intl. Airport (MDW) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Pierre Elliott Trudeau Intl. Airport (YUL) to Chicago Airport?
The flight distance from Montreal Airport (YUL) to Chicago Airport (MDW) is 1,200 kilometres. You’ll be stepping off the plane and collecting your suitcase from the carousel in the blink of an eye.
Which airlines fly direct from Montreal Airport to Midway Intl. Airport (MDW)?
Flying directly between Montréal–Trudeau and Chicago Airport isn’t possible at present. However, you’ll still be able to book a flight to Chicago with at least one stop.
Are Montréal--Trudeau to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Pierre Elliott Trudeau Intl. Airport (YUL) to Midway Intl. Airport (MDW) at the last minute could save you some cash. However, it could end up costing a great deal more! If you’d prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to 12 months in advance. If your preferred carrier hasn’t released tickets yet, check back regularly as deals are updated all the time on Expedia.
Chicago Airports

Chicago

Montreal to O'Hare Intl.
₹22,750.00
*Available to Expedia members.