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Flight Deals from Montreal Trudeau Airport 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
  • Vancouver International Airport
    $401
  • Washington Dulles Airport
    $266

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

05/27/25

YUL
1h 32m
Direct

05/27/25

ORD
Air Canada Logo
Air Canada

06/04/25

ORD
3h 21m
Direct

06/04/25

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

05/24/25

YUL
1h 32m
Direct

05/24/25

ORD
Air Canada Logo
Air Canada

05/29/25

ORD
3h 19m
Direct

05/29/25

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

05/21/25

YUL
1h 47m
Direct

05/21/25

ORD
Air Canada Logo
Air Canada

05/31/25

ORD
5h 10m
YOW

05/31/25

YUL
$256
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

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
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
United Airlines Logo
United Airlines

05/23/25

YUL
1h 44m
Direct

05/23/25

ORD
United Airlines Logo
United Airlines

06/06/25

ORD
5h 26m
YYZ

06/07/25

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

06/11/25

YUL
1h 32m
Direct

06/11/25

ORD
Air Canada Logo
Air Canada

06/18/25

ORD
7h 21m
YYZ

06/18/25

YUL
$263
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
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

05/25/25

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
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

06/03/25

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
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
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

06/10/25

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

05/28/25

YUL
14h 20m
ATL

05/28/25

ORD
WestJet Logo
WestJet

06/01/25

ORD
12h 16m
MSP

06/01/25

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

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
14h 13m
DTW

06/19/25

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
WestJet Logo
WestJet

05/21/25

YUL
9h 43m
YYZ
LGA

05/21/25

ORD
WestJet Logo
WestJet

05/25/25

ORD
18h 20m
ATL
YVR

05/26/25

YUL
$401
Free cancellation within 83 hours of booking

Top Deals on flights from Montreal Trudeau Airport to Chicago O Hare Airport

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

United Airlines Logo
United Airlines

Jun 6

YUL
1h 44m
Direct

Jun 6

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)

United Airlines Logo
United Airlines

Jun 12

YUL
7h 14m
EWR

Jun 12

ORD

as low as

$167

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)

American Airlines Logo
American Airlines

May 21

YUL
4h 33m
PHL

May 21

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 20

YUL
4h 15m
DCA

May 20

ORD

as low as

$167

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

Delta Air Lines Logo
Delta Air Lines

Jun 6

YUL
5h 41m
LGA

Jun 6

ORD

as low as

$167

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

Air Canada Logo
Air Canada

May 22

YUL
1h 32m
Direct

May 22

ORD

as low as

$168

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

Air Canada Logo
Air Canada

May 26

YUL
4h 55m
YYZ

May 26

ORD

as low as

$180

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

Delta Air Lines Logo
Delta Air Lines

May 22

YUL
6h 41m
DTW

May 22

ORD

as low as

$183

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

Delta Air Lines Logo
Delta Air Lines

May 31

YUL
9h 47m
ATL

May 31

ORD

as low as

$183

Frequently Asked Questions

What is the typical flight duration from Montreal Trudeau Airport to Chicago O Hare Airport?
The typical direct flight duration from Montreal Trudeau Airport (YUL) to Chicago O Hare Airport (ORD) usually ranges between 2.5 to 3.5 hours. However, factors like weather, air traffic, and specific flight paths can slightly adjust this time. In some cases with a connecting flight, the journey might extend up to 4 or 5 hours. It is advisable to check with your airline for the most recent schedules, and consider allowances for delays when planning your transfer between these two cities.
Are there any direct flights from Montreal Trudeau Airport to Chicago O Hare Airport?
Yes, there are direct flights available from Montreal Trudeau Airport (YUL) to Chicago O Hare Airport (ORD), providing a convenient option for a non-stop travel experience. Direct flights typically shorten the overall travel time compared to itineraries with layovers. However, schedules may vary seasonally or based on airline operations. It is a good idea to monitor multiple carriers and use flexible booking options to secure the best timing and pricing, ensuring a hassle-free journey between these two significant travel hubs.
What are the best transportation options from Chicago O Hare Airport to downtown Chicago?
Travelers arriving at Chicago O Hare Airport (ORD) can choose from several convenient transportation options to downtown Chicago. The CTA Blue Line offers an affordable ride, with fares ranging between $5 and $10, and the journey typically takes 30 to 40 minutes. Additionally, taxis, rideshare services, and airport shuttles provide direct and comfortable transfers, with costs usually ranging from $30 to $60 depending on traffic and drop-off points. Comparing these options will help ensure you find the best balance between cost, time, and convenience during your trip.
What are the must-see attractions in Chicago for travelers arriving from Montreal?
For those coming from Montreal, Chicago offers several must-see attractions that capture its vibrant spirit. Highlights include Millennium Park with its iconic Cloud Gate sculpture, Navy Pier with diverse dining and entertainment options, and the Willis Tower Skydeck, which provides sweeping city views. Cultural spots like the Art Institute of Chicago, Field Museum, and Shedd Aquarium offer rich experiences, while exploring diverse neighborhoods adds a local flavor. These attractions not only celebrate the city’s history and art but also provide an immersive experience in Chicago’s dynamic urban environment.
Which local dishes should travelers from Montreal try when visiting Chicago?
Travelers from Montreal visiting Chicago should definitely indulge in the city’s renowned deep-dish pizza, celebrated for its thick, buttery crust and hearty toppings. Another must-try is the Italian beef sandwich, loved for its juicy, seasoned meat and zesty giardiniera. Chicago-style hot dogs, served with a unique combination of toppings, offer a local twist on the classic snack. Sampling these dishes provides a taste of Chicago’s rich culinary culture, distinguishing it from Montreal’s fare and ensuring a memorable gastronomic adventure during your stay.
What are the best family-friendly activities in Chicago for visitors from Montreal?
Families traveling from Montreal to Chicago will find a variety of engaging activities suitable for all ages. Highlights include exploring museums like the Field Museum and Shedd Aquarium, where interactive exhibits educate and entertain. Millennium Park offers open spaces and art installations for outdoor enjoyment, while Navy Pier provides rides and boat tours on Lake Michigan. Additionally, attractions like the Chicago Children’s Museum and the Lincoln Park Zoo deliver exciting, hands-on experiences. These diverse activities ensure that every member of the family can enjoy the cultural, historical, and recreational offerings of the city.
Are there any seasonal events in Chicago that travelers from Montreal should not miss?
Yes, Chicago hosts a variety of seasonal events that are a must-see for travelers arriving from Montreal. During the summer months, festivals such as Taste of Chicago and Lollapalooza offer great food, music, and cultural experiences. In winter, events like the Christkindlmarket and festive light displays transform the city into a winter wonderland, while the Chicago Air and Water Show is a popular attraction during the warmer season. Checking the local event calendar before your visit will help you plan around these unique celebrations, making your trip more memorable and vibrant.
What are the most affordable dining options in Chicago for travelers from Montreal?
Chicago offers a wide range of affordable dining options for visitors from Montreal without compromising on quality or local flavor. Budget-friendly choices include neighborhood diners, local cafes, and a plethora of food trucks offering meals typically priced between $10 and $20. Areas like Wicker Park and Logan Square are known for trendy and wallet-friendly eateries. In addition, many local pizzerias and casual bistros offer daily specials that provide great value. It is beneficial to use dining apps or consult local guides to identify these hidden gems that combine delicious fare with economical prices.
What are the best shopping districts in Chicago for visitors from Montreal?
Chicago is home to several vibrant shopping districts that appeal to visitors from Montreal. The Magnificent Mile is renowned for its high-end boutiques and international brand stores, offering upscale shopping experiences. For a mix of vintage finds and unique boutique items, neighborhoods like Wicker Park and Bucktown provide diverse selections. State Street also presents a blend of classic retail and modern outlets. These areas not only serve shoppers with varied tastes but also allow visitors to experience the local urban culture. Planning a shopping tour in these districts can enhance your travel experience with unique finds and exceptional service.
What cultural tips should travelers from Montreal keep in mind when visiting Chicago?
Travelers from Montreal visiting Chicago should be mindful of the city’s rich cultural diversity and local etiquette. It is customary to tip service providers, with a standard rate of 15-20% at restaurants and cafes. Embracing the local pace, including a relaxed yet busy urban environment, will enhance your visit. Respect diverse communities and engage politely with locals. Additionally, being aware of regional slang and social cues helps navigate social interactions. By understanding these cultural nuances, you ensure a respectful and fulfilling experience while exploring iconic landmarks, museums, and vibrant neighborhoods that define Chicago’s character.
What are the health and safety precautions travelers from Montreal should consider in Chicago?
Travelers from Montreal visiting Chicago should follow standard health and safety precautions to ensure a smooth trip. Maintain regular hand hygiene, particularly in crowded areas like public transit and tourist attractions, and consider carrying hand sanitizer. Stay vigilant with personal belongings, especially in busy urban centers, and always lock valuables securely. It is recommended to have travel insurance that covers medical emergencies and to familiarize yourself with local emergency numbers. Additionally, monitoring local weather reports is wise during extreme seasons. These proactive steps will help safeguard your well-being while you explore Chicago’s dynamic urban landscape.
What unique airport amenities can travelers expect at Chicago O Hare Airport?
At Chicago O Hare Airport (ORD), travelers can expect a range of unique amenities designed to enhance comfort and convenience. The terminal features free high-speed WiFi, numerous charging stations, and a collection of art installations that showcase local culture. Passengers also benefit from a variety of dining options offering everything from quick snacks to full meals, along with retail stores and duty-free shopping. Modern lounges and comfortable seating areas provide spaces to relax during layovers, while multilingual customer service desks assist international visitors, including those from Montreal, ensuring a streamlined and enjoyable airport experience.
What are the best car rental options in Chicago for travelers arriving from Montreal?
Travelers arriving from Montreal at Chicago O Hare Airport have a variety of reliable car rental options to choose from. Major companies such as Enterprise, Hertz, Avis, and Budget are available, typically offering daily rates ranging from $40 to $80 depending on vehicle type and rental duration. Booking your car in advance can secure special rates or additional family-friendly vehicles. Comparing offers online will help identify the best deal, and checking for extra fees such as insurance or fuel surcharges is advisable. These options provide the flexibility to explore the surrounding areas of Chicago at your own pace.
How does public transportation in Chicago compare for travelers coming from Montreal?
Public transportation in Chicago is efficient, extensive, and relatively affordable when compared with Montreal’s well-developed metro system. The Chicago Transit Authority (CTA) operates buses and trains that cover many areas of the city, with fares typically ranging from $2.50 to $5.00 per ride or offering day passes between $10 and $20. While both cities provide reliable options, Chicago’s network is particularly designed to navigate its sprawling urban environment. Travelers can enjoy convenient access to major attractions and neighborhoods. Exploring a range of transit routes and schedules will help you optimize your travel experience during your visit.
What are the best seating options for families traveling from Montreal to Chicago?
Families traveling from Montreal to Chicago should prioritize seating arrangements that maximize comfort and convenience during the flight. Many airlines offer family seating options such as bulkhead rows, extra legroom seats, or themed family sections, which are ideal for managing children’s needs. Booking these seats early helps ensure proximity and a smoother travel experience, often including child-friendly amenities like in-flight entertainment and adjustable seating. It is useful to request a seating configuration that accommodates both parents and children, allowing for a more relaxed journey and easier boarding and disembarkation during your trip.