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Flight Deals from Montreal to Chicago O Hare Airport from $151

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Stops

  • Nonstop
    from $251
  • Up to 1 stop
    $256
  • Up to 2 stops
    $311

Airlines

  • Air Canada
    $251
  • American Airlines
    $278
  • Delta Air Lines
    $276
  • United Airlines
    $251
  • WestJet
    $351

Cabin Class

  • Economy
    $251

Departure Airports

  • Montreal Trudeau Airport
    $251

Arrival Airports

  • Chicago O Hare Airport
    $251

Layover Airports

  • Calgary International Airport
    $357
  • Charlotte Douglas International Airport
    $278
  • Denver International Airport
    $400
  • Detroit Metropolitan Airport
    $276
  • Hartsfield Jackson Atlanta International Airport
    $351
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $351
  • New York LaGuardia Airport
    $261
  • Ottawa Macdonald-Cartier International Airport
    $256
  • Philadelphia International Airport
    $316
  • Reagan Washington National Airport
    $266
  • Salt Lake City International Airport
    $357
  • Toronto Pearson Airport
    $263
  • Washington Dulles Airport
    $266

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On average save $240 per traveler
Air Canada Logo
Air Canada

05/31/25

YUL
1h 44m
Direct

05/31/25

ORD
Air Canada Logo
Air Canada

06/07/25

ORD
3h 31m
Direct

06/07/25

YUL
$251
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/23/25

YUL
1h 32m
Direct

05/23/25

ORD
Air Canada Logo
Air Canada

05/28/25

ORD
3h 15m
Direct

05/28/25

YUL
$251
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/25/25

YUL
1h 39m
Direct

05/25/25

ORD
United Airlines Logo
United Airlines

06/08/25

ORD
3h 19m
Direct

06/08/25

YUL
$251
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

YUL
1h 32m
Direct

05/24/25

ORD
United Airlines Logo
United Airlines

06/07/25

ORD
3h 8m
Direct

06/07/25

YUL
$251
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/23/25

YUL
1h 32m
Direct

05/23/25

ORD
Air Canada Logo
Air Canada

05/31/25

ORD
7h 25m
YOW

05/31/25

YUL
$256
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/25/25

YUL
3h 41m
YOW

05/25/25

ORD
Air Canada Logo
Air Canada

05/29/25

ORD
3h 19m
Direct

05/29/25

YUL
$256
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/06/25

YUL
1h 32m
Direct

06/06/25

ORD
United Airlines Logo
United Airlines

06/20/25

ORD
6h 44m
LGA

06/20/25

YUL
$261
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

06/06/25

YUL
1h 44m
Direct

06/06/25

ORD
Air Canada Logo
Air Canada

06/20/25

ORD
5h 44m
LGA

06/20/25

YUL
$261
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/31/25

YUL
4h 35m
YYZ

05/31/25

ORD
Air Canada Logo
Air Canada

06/07/25

ORD
3h 31m
Direct

06/07/25

YUL
$263
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

06/04/25

YUL
1h 32m
Direct

06/04/25

ORD
Air Canada Logo
Air Canada

06/09/25

ORD
5h 26m
YYZ

06/10/25

YUL
$263
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/25/25

YUL
6h 25m
DCA

05/25/25

ORD
United Airlines Logo
United Airlines

06/08/25

ORD
3h 19m
Direct

06/08/25

YUL
$266
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/27/25

YUL
5h 53m
YOW

05/27/25

ORD
Air Canada Logo
Air Canada

06/04/25

ORD
6h 57m
IAD

06/04/25

YUL
$266
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

YUL
6h 27m
DCA

05/24/25

ORD
United Airlines Logo
United Airlines

06/07/25

ORD
3h 31m
Direct

06/07/25

YUL
$266
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/23/25

YUL
3h 16m
DTW

05/23/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/06/25

ORD
7h 15m
DTW

06/06/25

YUL
$276
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/23/25

YUL
1h 35m
Direct

05/23/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
6h 39m
CLT

06/06/25

YUL
$278
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

YUL
6h 27m
DCA

05/24/25

ORD
United Airlines Logo
United Airlines

06/07/25

ORD
6h 57m
IAD

06/07/25

YUL
$292
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

YUL
1h 35m
Direct

05/25/25

ORD
American Airlines Logo
American Airlines

06/08/25

ORD
3h 20m
Direct

06/08/25

YUL
$300
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

06/14/25

YUL
9h 9m
YOW
YYZ

06/14/25

ORD
Air Canada Logo
Air Canada

06/16/25

ORD
5h 26m
YYZ

06/17/25

YUL
$311
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

06/03/25

YUL
6h 9m
YYZ

06/03/25

ORD
Air Canada Logo
Air Canada

06/15/25

ORD
11h 41m
YYZ
YOW

06/15/25

YUL
$311
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

YUL
6h 5m
PHL

05/25/25

ORD
American Airlines Logo
American Airlines

06/08/25

ORD
3h 20m
Direct

06/08/25

YUL
$316
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/23/25

YUL
6h 5m
PHL

05/23/25

ORD
American Airlines Logo
American Airlines

06/06/25

ORD
6h 39m
CLT

06/06/25

YUL
$322
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

06/06/25

YUL
3h 51m
DTW

06/06/25

ORD
WestJet Logo
WestJet

06/07/25

ORD
6h 1m
DTW

06/07/25

YUL
$351
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

06/10/25

YUL
10h 40m
LGA

06/10/25

ORD
WestJet Logo
WestJet

06/14/25

ORD
12h 34m
ATL

06/14/25

YUL
$351
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

06/02/25

YUL
3h 34m
DTW

06/02/25

ORD
WestJet Logo
WestJet

06/05/25

ORD
11h 6m
ATL

06/05/25

YUL
$351
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

05/29/25

YUL
10h 30m
MSP

05/29/25

ORD
WestJet Logo
WestJet

06/02/25

ORD
27h 51m
DTW

06/03/25

YUL
$351
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

06/13/25

YUL
15h 9m
YYC
SLC

06/13/25

ORD
WestJet Logo
WestJet

06/19/25

ORD
14h 13m
DTW

06/19/25

YUL
$357
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

05/29/25

YUL
26h 35m
ATL

05/30/25

ORD
WestJet Logo
WestJet

06/02/25

ORD
15h 23m
MSP
YYC

06/03/25

YUL
$357
Free cancellation within 83 hours of booking
WestJet Logo
WestJet

06/13/25

YUL
15h 9m
YYC
SLC

06/13/25

ORD
WestJet Logo
WestJet

06/19/25

ORD
10h 52m
ATL
YYZ

06/20/25

YUL
$368
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/17/25

YUL
5h 20m
ATL

05/17/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/31/25

ORD
5h 34m
LGA

05/31/25

YUL
$391
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/01/25

YUL
8h 20m
DEN

06/02/25

ORD
United Airlines Logo
United Airlines

06/15/25

ORD
7h 51m
YYZ

06/15/25

YUL
$400
Free cancellation within 83 hours of booking

Top Deals on flights from Montreal to Chicago O Hare Airport

Montreal, CA (YMQ) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 26

YUL
1h 32m
Direct

May 26

ORD

as low as

$151

Montreal, CA (YMQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 24

YUL
1h 35m
Direct

May 24

ORD

as low as

$151

Montreal, CA (YMQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Jun 3

YUL
6h 37m
CLT

Jun 3

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 26

YUL
7h 12m
EWR

May 26

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 30

YUL
9h 22m
IAD

May 30

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 24

YUL
6h 27m
DCA

May 24

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 21

YUL
4h 33m
PHL

May 21

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 6

YUL
3h 51m
DTW

Jun 6

ORD

as low as

$167

Montreal, CA (YMQ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 25

YUL
1h 32m
Direct

May 25

ORD

as low as

$168

Montreal, CA (YMQ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

Jun 11

YUL
4h 55m
YYZ

Jun 11

ORD

as low as

$180

Montreal, CA (YMQ) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 2

YUL
9h 47m
ATL

Jun 2

ORD

as low as

$183

Montreal, CA (YMQ) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 31

YUL
7h 44m
YOW
YYZ

May 31

ORD

as low as

$185

Frequently Asked Questions

What is the typical flight duration from Montreal to Chicago O Hare Airport?
Typically, the direct flight between Montreal and Chicago O Hare Airport takes between 3 to 4 hours, depending on factors like wind speeds and the specific flight path chosen by the airline. This duration applies for non-stop flights, while itineraries with layovers can extend travel time considerably. When planning your trip, consider that the slight variations in duration might also reflect seasonal weather conditions or operational adjustments. It’s wise to check with your airline for the most accurate timing details close to your departure date.
Are there any direct flights from Montreal to Chicago O Hare Airport?
Yes, there are direct flights available from Montreal to Chicago O Hare Airport. Several airlines operate non-stop services between these two cities, offering a convenient option for travelers looking to minimize transit time. The frequency and availability might vary seasonally, so it is advisable to review current schedules when booking. Direct flights typically provide a smoother experience with fewer potential delays compared to multi-stop itineraries, making your transition between the cities more efficient.
What are the best transportation options from Chicago O Hare Airport to downtown Chicago?
The best transportation options from Chicago O Hare Airport to downtown Chicago include a mix of public transit, ride-sharing, and taxis. The CTA Blue Line train is a popular choice, costing between $5 to $10 and taking roughly 30 to 45 minutes to reach the city center. Alternatively, ride-sharing services or taxis offer door-to-door service with fares usually ranging from $30 to $50, depending on traffic and time of day. These choices provide a balance between cost efficiency and convenience for arriving travelers.
What are the must-see attractions in Chicago for travelers arriving from Montreal?
Arriving visitors should explore several iconic attractions in Chicago. It is highly recommended to visit Millennium Park, where you can experience art installations and the famous Cloud Gate sculpture. The Art Institute of Chicago, Willis Tower, and Navy Pier offer diverse cultural and scenic experiences. For engaging urban exploration, consider taking an architecture river cruise and stopping by the vibrant neighborhoods. These attractions deliver distinctive local flavor and historical insights, ensuring travellers capture a well-rounded experience of the city's dynamic atmosphere.
Which local dishes should travelers from Montreal try when visiting Chicago?
Travelers visiting Chicago will find the city’s food scene rich in unique local dishes. The deep-dish pizza, characterized by its thick buttery crust and hearty fillings, is a must-try. Additionally, the classic Chicago-style hot dog, loaded with specific toppings like pickles and sport peppers, offers a distinct flavor profile. Italian beef sandwiches, best enjoyed dipped in au jus, showcase local culinary creativity. Sampling these dishes provides a genuine taste of Chicago’s vibrant food culture, blending comfort and authenticity in every bite.
Are there any budget-friendly hotels in Chicago for visitors from Montreal?
Yes, Chicago offers a range of budget-friendly hotel options suitable for visitors arriving from Montreal. You can find accommodation choices ranging from $100 to $200 per night in areas with convenient public transportation access like near downtown or in established neighborhoods. Options include boutique hotels, chain hotels, and even hostels that provide clean, reliable services. When booking, consider locations that minimize commute time to popular attractions, ensuring that both affordability and accessibility are well-maintained during your stay.
What are the best family-friendly activities in Chicago for travelers arriving from Montreal?
Chicago offers a variety of family-friendly activities that cater to all ages. The Shedd Aquarium and Field Museum provide educational and interactive exhibits, while the Lincoln Park Zoo is an excellent outdoor option that is free to visit. Navy Pier also hosts rides, games, and seasonal events suitable for children and adults alike. Interactive theaters and science centers round out the experience, ensuring that families enjoy a blend of cultural, educational, and recreational activities during their visit, making every moment in the city both engaging and memorable.
What are the customs requirements for travelers flying from Montreal to Chicago O Hare Airport?
Travelers flying from Montreal to Chicago O Hare Airport must comply with U.S. customs and immigration requirements. A valid passport is essential, and in many cases, additional documentation such as an Electronic System for Travel Authorization (ESTA) is required under the Visa Waiver Program. It’s advisable to check the most updated information before departure, as regulations can change. Additionally, travelers should be prepared for security procedures at the airport, ensuring that all documents are ready for inspection upon arrival into the United States.
What are the top shopping districts in Chicago for travelers from Montreal?
Chicago boasts several vibrant shopping districts that offer an array of retail experiences. The Magnificent Mile is world-renowned for its luxury boutiques, flagship stores, and contemporary shopping centers, ideal for finding both high-end brands and local designer items. State Street and Water Tower Place provide additional options, combining historic charm with modern retail conveniences. These areas offer detailed maps, frequent promotions, and seasonal sales, ensuring that visitors have plenty of choices to explore during their stay while enjoying a blend of culture and commerce.
Is there a specific time of year when Chicago is best visited by travelers from Montreal?
Yes, many travelers find that visiting Chicago is particularly enjoyable during late spring to early fall, from May through September. During these months, the weather is generally mild and pleasant, making it ideal for exploring outdoor attractions and attending festivals. Fall, especially September to October, brings cooler temperatures and vibrant cityscapes with autumn colors, enhancing the urban experience. However, it is wise to consider that peak tourist seasons might increase costs and crowds, so planning ahead can help secure better rates and a smoother visit.
What are the health and safety tips for travelers from Montreal visiting Chicago?
When visiting Chicago, it is important to prioritize health and safety. Always remain aware of your surroundings, particularly in busy urban areas around downtown and major transit hubs. Use trusted transportation options like reputable taxis or ride-sharing services and avoid isolated areas after dark. Keep personal belongings secure in crowded areas, and consider using a money belt. Additionally, check local health advisories and secure travel insurance that covers medical emergencies. Staying informed with reliable local news and updates can further enhance your overall travel security.
Are there any seasonal events in Chicago that travelers from Montreal should not miss?
Yes, Chicago hosts several seasonal events that provide a unique local flavor. Popular events include the Taste of Chicago in the summer, where diverse culinary offerings take center stage, and the Chicago Air and Water Show, which is spectacular for families. Additionally, festivals like Lollapalooza in early fall and winter holiday markets create a festive atmosphere that captures the city’s culture. Attending these seasonal events offers a more immersive experience, allowing you to enjoy local traditions along with the city’s vibrant food, art, and musical scenes.
What are the unique cultural attractions in Chicago for travelers from Montreal?
Chicago offers a rich tapestry of cultural attractions that highlight its diverse heritage. Noteworthy sites include the Chicago Cultural Center, which hosts free art exhibits and performances, and the diverse neighborhoods such as Pilsen and Bronzeville, known for their vibrant street art and historical significance. The city also features the Chicago Architecture Center, offering fascinating insights through guided tours. These attractions combine contemporary art, historical context, and community engagement, ensuring that visitors enjoy an in-depth cultural exploration reflective of the city's unique artistic legacy.
What amenities are available at Chicago O Hare Airport for families traveling from Montreal?
Chicago O Hare Airport provides a range of family-oriented amenities to ensure a comfortable experience for travelers. Facilities include dedicated family lounges, play areas for children, and a variety of dining options that cater to different tastes and dietary requirements. The airport is also equipped with nursing rooms and baby-changing stations, alongside free Wi-Fi and charging stations. With clear signage and easy navigation, it makes transitioning between flights more stress-free for families. These features collectively aim to ease travel-related challenges and offer convenience throughout your journey.
What are the best solo travel activities in Chicago for travelers arriving from Montreal?
Solo travel in Chicago offers a wealth of engaging activities that allow for personal exploration. Consider taking a self-guided walking tour through the Loop to appreciate the vibrant street art and architectural marvels, or visit renowned museums like the Art Institute. Exploring local neighborhoods, such as River North or Hyde Park, offers intimate glimpses into the city’s cultural life. Cafés and local markets provide opportunities for meeting residents while enjoying local flavors. These activities ensure that solo explorers gain both independent adventure and meaningful insights into the city’s dynamic urban culture.