Find cheap flight tickets from Montreal (YUL) to Chicago (ORD). Cheapest fare starts from $347.
Montreal
YUL
→
Chicago
ORD
11/05/2025 – 11/12/2025
Cheap flight deals from Montreal to Chicago
Average price start from:
i
$260
Round-trip flights from Montreal to Chicago starting at $260. Book now for the best deals!
One-way from:
i
$143
One-way flights from Montreal to Chicago starting at $143. Great for flexible travel!
Cheapest day:
i
Thursday
Thursday is the cheapest day to fly from Montreal to Chicago. Save more by booking on this day!
Cheapest In:
i
$146
May 2025
May 2025 is the cheapest month to fly from Montreal to Chicago with prices starting at $146.
Find flight deals from Montreal to Chicago
Cheapest flights from Montreal to Chicago
ONEWAY FLIGHTS
LAST MINUTE
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Explore the cheapest oneway flights from Montreal to Chicago spotted daily.
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$143
Non-stop • 60 min
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$149
Non-stop • 60 min
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$162
Non-stop • 60 min
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$287
Non-stop • 60 min
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$302
Non-stop • 60 min
YUL
Montreal
YUL - Montreal • 2025-11-05 • 09:00
Unknown
60 min
ORD
Unknown City
$311
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
Save money by choosing Thursday flights to Chicago.
Monthly Price Trends
The cheapest month for flights from Montreal to Chicago is February.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with summer temperatures averaging 70-85°F (21-29°C) and winter temperatures ranging from 20-35°F (-6 to 2°C). The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and humidity is lower.
Rainfall
The best time to visit Chicago is late spring (May to early June) when the weather is pleasantly warm and outdoor festivals abound. Fall (September to October) is also ideal, offering stunning autumn foliage, mild temperatures, and events like the Chicago Gourmet and the Chicago International Film Festival.
Airlines at Chicago
Traveling from Montreal to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Air Canada, Delta Air Lines, American Airlines, KLM Royal Dutch Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Montreal to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Places to Visit in Chicago
Chicago, the Windy City, beckons with its stunning skyline, vibrant arts scene, and rich history. Stroll along the Magnificent Mile, marvel at the iconic Willis Tower, and immerse yourself in world-class museums like the Art Institute of Chicago, where masterpieces await. As you savor deep-dish pizza and explore diverse neighborhoods, expect an exhilarating blend of culture, architecture, and friendly Midwestern charm that will leave you enchanted and eager to return.
About Chicago
Travel to Chicago from Montreal for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Airlines Flying from Montreal to Chicago
Traveling from Montreal to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Air Canada, Delta Air Lines, American Airlines, KLM Royal Dutch Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Montreal to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Travel to Chicago from Montreal for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Places to Visit in Chicago
Chicago, the Windy City, beckons with its stunning skyline, vibrant arts scene, and rich history. Stroll along the Magnificent Mile, marvel at the iconic Willis Tower, and immerse yourself in world-class museums like the Art Institute of Chicago, where masterpieces await. As you savor deep-dish pizza and explore diverse neighborhoods, expect an exhilarating blend of culture, architecture, and friendly Midwestern charm that will leave you enchanted and eager to return.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Montreal to Chicago
Traveling from Montreal to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Air Canada, Delta Air Lines, American Airlines, KLM Royal Dutch Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Montreal to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Frequently Asked Questions
What is the cheapest flight from Montreal to Chicago?
The cheapest fare is $143. For the best deals, consider booking during February and flying on Thursday.
How long is the flight from Montreal to Chicago?
Average flight time is around 10-15 hours, depending on layovers and the chosen route. Most flights include one stopover for optimal pricing.
Which airlines fly from Montreal to Chicago?
Multiple airlines operate this route including Air Canada, Delta Air Lines, American Airlines. Check current schedules and availability for the best options.
What is the best time to book flights?
Booking 2–3 months in advance usually gives the best prices. Consider flying during February for additional savings.
Are there hotels near ORD Airport?
Yes, several hotels are conveniently located near ORD Airport, including options with shuttle services for easy airport access.
What should I know about Chicago?
Chicago offers a perfect blend of culture, history, and modern attractions. The best time to visit is during pleasant weather months for optimal experiences.
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