background

Business Class Flight Deals from Chicago to Montreal from $330

Bundle + Save

Bundle + Save

Top flight deals from leading airlines:

UA LogoAC LogoQR LogoSQ LogoNH LogoEK LogoJL Logo

... and +100s more

Customer-First Commitment

Free cancellation for many rates

Best Price Guarantee

If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

Priority Customer Service

VIP member priority support for seamless bookings and exclusive travel benefits

Help 24/7

We’re always here for you - reach us 24 hours a day, 7 days a week

Stops

  • Up to 2 stops
    $615
  • Up to 1 stop
    $675
  • Up to nonstop
    $783

Airlines

  • Air Canada
    $783
  • American Airlines
    $615
  • United Airlines
    $879

Cabin Class

  • Business
    $615
  • First
    $737
  • Economy
    $801

Departure Airports

  • Chicago Metropolitan Area
    $615
  • Chicago O Hare Airport
    $783

Arrival Airports

  • Montreal Metropolitan Area
    $615
  • Montreal Trudeau Airport
    $783

Layover Airports

  • Charlotte Douglas International Airport
    $801
  • Chicago O Hare Airport
    $615
  • Cleveland Hopkins International Airport
    $879
  • Montreal Trudeau Airport
    $615
  • New York LaGuardia Airport
    $3943
  • Newark Liberty Airport
    $3173
  • Philadelphia International Airport
    $615
  • Toronto Pearson Airport
    $796
  • Washington Dulles Airport
    $994

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

American Airlines Logo
American Airlines

07/16/26

CHI
8h 42m
PHL
YUL

07/16/26

YMQ
American Airlines Logo
American Airlines

07/18/26

YMQ
4h 18m
PHL
ORD

07/18/26

CHI
$615
American Airlines Logo
American Airlines

07/09/26

CHI
5h 52m
PHL
YUL

07/09/26

YMQ
American Airlines Logo
American Airlines

07/12/26

YMQ
7h 14m
PHL
ORD

07/12/26

CHI
$636
American Airlines Logo
American Airlines

06/24/26

CHI
5h 59m
PHL
YUL

06/24/26

YMQ
American Airlines Logo
American Airlines

06/30/26

YMQ
4h 18m
PHL
ORD

06/30/26

CHI
$674
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
American Airlines Logo
American Airlines

07/17/26

CHI
3h 27m
YUL

07/17/26

YMQ
American Airlines Logo
American Airlines

07/31/26

YMQ
1h 44m
ORD

07/31/26

CHI
$675
American Airlines Logo
American Airlines

07/16/26

CHI
3h 27m
YUL

07/16/26

YMQ
American Airlines Logo
American Airlines

07/19/26

YMQ
7h 14m
PHL
ORD

07/19/26

CHI
$723
American Airlines Logo
American Airlines

07/17/26

CHI
6h 15m
PHL
YUL

07/17/26

YMQ
American Airlines Logo
American Airlines

07/31/26

YMQ
1h 44m
ORD

07/31/26

CHI
$737
American Airlines Logo
American Airlines

07/16/26

CHI
3h 27m
YUL

07/16/26

YMQ
American Airlines Logo
American Airlines

07/19/26

YMQ
1h 44m
ORD

07/19/26

CHI
$759
Air Canada Logo
Air Canada

07/01/26

ORD
2h 18m
Direct

07/01/26

YUL
Air Canada Logo
Air Canada

07/05/26

YUL
2h 29m
Direct

07/05/26

ORD
$783
Air Canada Logo
Air Canada

07/17/26

CHI
3h 15m
YUL

07/17/26

YMQ
Air Canada Logo
Air Canada

07/20/26

YMQ
1h 49m
ORD

07/20/26

CHI
$783
Air Canada Logo
Air Canada

07/17/26

CHI
5h 27m
YYZ
YUL

07/17/26

YMQ
Air Canada Logo
Air Canada

07/20/26

YMQ
1h 49m
ORD

07/20/26

CHI
$796
American Airlines Logo
American Airlines

07/29/26

CHI
9h 39m
CLT
YUL

07/29/26

YMQ
American Airlines Logo
American Airlines

08/02/26

YMQ
1h 44m
ORD

08/02/26

CHI
$801
Air Canada Logo
Air Canada

07/17/26

CHI
5h 27m
YYZ
YUL

07/17/26

YMQ
Air Canada Logo
Air Canada

07/20/26

YMQ
3h 45m
YYZ
ORD

07/20/26

CHI
$810
American Airlines Logo
American Airlines

07/17/26

CHI
9h 39m
CLT
YUL

07/17/26

YMQ
American Airlines Logo
American Airlines

07/20/26

YMQ
5h 21m
CLT
ORD

07/20/26

CHI
$836
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
American Airlines Logo
American Airlines

06/10/26

CHI
3h 27m
YUL

06/10/26

YMQ
American Airlines Logo
American Airlines

06/12/26

YMQ
1h 45m
ORD

06/12/26

CHI
$869
United Airlines Logo
United Airlines

07/17/26

ORD
2h 15m
Direct

07/17/26

YUL
United Airlines Logo
United Airlines

07/31/26

YUL
4h 45m
CLE

07/31/26

ORD
$879
American Airlines Logo
American Airlines

06/10/26

CHI
7h 21m
CLT
YUL

06/10/26

YMQ
American Airlines Logo
American Airlines

06/12/26

YMQ
1h 45m
ORD

06/12/26

CHI
$879
United Airlines Logo
United Airlines

07/17/26

CHI
3h 15m
YUL

07/17/26

YMQ
United Airlines Logo
United Airlines

07/31/26

YMQ
3h 45m
CLE
ORD

07/31/26

CHI
$879
American Airlines Logo
American Airlines

06/10/26

CHI
7h 21m
CLT
YUL

06/10/26

YMQ
American Airlines Logo
American Airlines

06/12/26

YMQ
5h 11m
CLT
ORD

06/12/26

CHI
$894
United Airlines Logo
United Airlines

07/17/26

CHI
3h 15m
YUL

07/17/26

YMQ
United Airlines Logo
United Airlines

07/31/26

YMQ
1h 36m
ORD

07/31/26

CHI
$950
Air Canada Logo
Air Canada

06/10/26

CHI
3h 30m
YUL

06/10/26

YMQ
Air Canada Logo
Air Canada

06/12/26

YMQ
1h 38m
ORD

06/12/26

CHI
$984
Air Canada Logo
Air Canada

06/10/26

CHI
6h 15m
IAD
YUL

06/10/26

YMQ
Air Canada Logo
Air Canada

06/12/26

YMQ
1h 38m
ORD

06/12/26

CHI
$994
Air Canada Logo
Air Canada

06/10/26

CHI
6h 15m
IAD
YUL

06/10/26

YMQ
Air Canada Logo
Air Canada

06/12/26

YMQ
3h 45m
YYZ
ORD

06/12/26

CHI
$1007
United Airlines Logo
United Airlines

06/10/26

CHI
5h 59m
EWR
YUL

06/10/26

YMQ
United Airlines Logo
United Airlines

06/12/26

YMQ
5h 10m
EWR
ORD

06/12/26

CHI
$3173
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
United Airlines Logo
United Airlines

06/10/26

CHI
3h 11m
YUL

06/10/26

YMQ
United Airlines Logo
United Airlines

06/12/26

YMQ
1h 38m
ORD

06/12/26

CHI
$3319
United Airlines Logo
United Airlines

06/10/26

CHI
3h 11m
YUL

06/10/26

YMQ
United Airlines Logo
United Airlines

06/12/26

YMQ
5h 10m
EWR
ORD

06/12/26

CHI
$3389
United Airlines Logo
United Airlines

07/16/26

CHI
6h
IAD
YUL

07/16/26

YMQ
United Airlines Logo
United Airlines

07/19/26

YMQ
3h 57m
LGA
ORD

07/19/26

CHI
$3943
United Airlines Logo
United Airlines

07/16/26

CHI
3h 22m
YUL

07/16/26

YMQ
United Airlines Logo
United Airlines

07/19/26

YMQ
3h 57m
LGA
ORD

07/19/26

CHI
$4538
United Airlines Logo
United Airlines

07/09/26

CHI
6h
LGA
YUL

07/09/26

YMQ
United Airlines Logo
United Airlines

07/12/26

YMQ
3h 42m
LGA
ORD

07/12/26

CHI
$5790

Top Deals on flights Business Class from Chicago to Montreal

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

Air Canada Logo
Air Canada

Aug 4

ORD
2h 15m
Direct

Aug 4

YUL

as low as

$330

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

Air Canada Logo
Air Canada

Aug 9

ORD
2h 28m
Direct

Aug 9

YUL

as low as

$364

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

American Airlines Logo
American Airlines

Jul 12

CHI
5h 43m
ORD
YUL

Jul 12

YMQ

as low as

$499

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

American Airlines Logo
American Airlines

Jul 9

CHI
5h 43m
ORD
YUL

Jul 9

YMQ

as low as

$499

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

American Airlines Logo
American Airlines

Jul 11

CHI
5h 54m
ORD
YUL

Jul 11

YMQ

as low as

$499

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

American Airlines Logo
American Airlines

Aug 27

CHI
5h 44m
ORD
YUL

Aug 27

YMQ

as low as

$499

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

American Airlines Logo
American Airlines

Jul 21

CHI
5h 43m
ORD
YUL

Jul 21

YMQ

as low as

$509

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

Air Canada Logo
Air Canada

Aug 27

CHI
6h 25m
YOW
YUL

Aug 27

YMQ

as low as

$558

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

Air Canada Logo
Air Canada

Aug 2

CHI
6h 25m
YOW
YUL

Aug 2

YMQ

as low as

$730

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

Air Canada Logo
Air Canada

Jul 29

CHI
6h 25m
YOW
YUL

Jul 29

YMQ

as low as

$730

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

Air Canada Logo
Air Canada

Jul 12

CHI
6h 25m
YOW
YUL

Jul 12

YMQ

as low as

$988

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

Air Canada Logo
Air Canada

Aug 28

CHI
6h 25m
YOW
YUL

Aug 28

YMQ

as low as

$988

Good to Know

Essential information to help you plan your flight Business Class from Chicago to Montreal

Cheapest Flight

$330

The lowest price we found in the last two weeks, departing Aug 4 and returning Aug 4

Airline AC2h 15m ‧ business

Fastest Flights

$879

The fastest flight that we found in the last two weeks, departing Jul 17 and returning Jul 31

Airline UA2h 15m ‧ business

Cheapest Flight Round-trip

$615

Cheapest price found in the last 14 days, departing Jul 16 and returning Jul 18

Airline AA2 stops ‧ 8h 42m ‧ business

Cheapest Flight One-way

$330

Cheapest price found in the last 14 days, departing Aug 4

Airline AC2h 15m ‧ business

Cheapest Layover airport

$499

The cheapest layover airport to Montreal is currently $499

Airline AA2 stops ‧ 5h 44m ‧ business

Best Arrival airport

$330

The best arrival airport to Montreal is currently $330

Airline AC2h 15m ‧ business

Best Departure airport

$330

The best departure airport to Montreal is currently $330

Airline AC2h 15m ‧ business

Cheapest Airline

$330

The cheapest airline to Montreal is currently $330

Airline AC2h 15m ‧ business

Frequently Asked Questions

What is the typical flight duration from Chicago to Montreal?

A direct flight from Chicago (ORD) to Montreal (YUL) typically takes about 2 hours 15 minutes. Flights with layovers usually range from 4 to 6 hours depending on the connection duration.

Are there any direct flights from Chicago to Montreal?

Yes. Non-stop flights from Chicago to Montreal are available daily, typically lasting around 2 hours 15 minutes. Air Canada and American Airlines offer these direct services. Non-stop flights usually cost 10-20% more than one-stop routes, which may include connections through other U.S. cities.

Are there visa requirements to travel from Chicago to Montreal?

Travelers from the United States to Canada generally need an Electronic Travel Authorization if arriving by air, which is valid for up to five years or until your passport expires. U.S. citizens do not require a visa for short visits but must carry proof of citizenship and identity. Canadian nationals do not need a visa to enter Canada. Visa requirements vary for other nationalities, so check specific entry requirements based on your citizenship.

What are the ground transportation options in Montreal?

Montreal’s Montréal–Pierre Elliott Trudeau International Airport is well connected to the city center. The 747 Express bus runs 24/7 directly to downtown Montreal in about thirty-five minutes and is the most popular and cost-effective option. Taxis and ride-share services are readily available outside the terminals, taking approximately twenty to thirty minutes depending on traffic. Car rentals are available at the airport but are generally used for regional travel rather than commuting into the city. Transit options like the bus are most used by travelers for their convenience and affordability.

When is the cheapest time to fly from Chicago to Montreal?

Fares are usually lowest in January and February and again in late fall. Tuesday and Wednesday afternoon flights tend to be more affordable; book about four to six weeks ahead.

How far in advance should I book tickets from Chicago to Montreal?

Reserve tickets six to twelve weeks before travel, especially during summer and holiday seasons when prices tend to increase.

Which airlines usually operate this route from Chicago to Montreal?

Non‑stop flights are operated by Air Canada and American Airlines. One‑stop options include Delta and United via hubs like Dallas or Toronto.

If I need a connection, what are common layover cities between Chicago and Montreal?

Common layovers include Toronto, Montreal, and Detroit, offering broad connections and convenient transfer options.

How reliable are on‑time departures on this route from Chicago to Montreal?

On‑time departures from Chicago to Montreal are usually reliable, but delays can occur, especially later in the day. Booking early morning flights increases the likelihood of on-time departures.

Which months have the best weather for traveling to Montreal?

May to June and September offer mild weather and fewer tourists, ideal for visiting Montreal.

What documents should I bring with me to the airport when flying from Chicago to Montreal?

Bring a valid passport with at least six months' validity, any necessary visa or travel authorization for Canada, proof of onward or return travel, and a payment method for baggage. Vaccination certificates may be required depending on current health regulations.

Which airport should I use in Montreal?

Montreal Pierre Elliott Trudeau International Airport is the main international gateway, close to downtown and serving major airlines. It handles most international and domestic flights, suitable for business and leisure travelers.

Are there hotels or sleeping facilities at Montreal airport?

Montreal Pierre Elliott Trudeau International Airport has on-site hotels, including the Sheraton Montreal Airport Hotel and the Holiday Inn Montreal Airport, both connected directly to the terminal. No shuttle is needed.

Are there currency exchange offices, prayer rooms and Wi‑Fi at Trudeau Intl Airport?

Trudeau International Airport offers currency exchange offices in both terminals, prayer rooms in the main terminal building, and free Wi‑Fi throughout.

Are there accessible services or children's facilities at the Chicago and Montreal airports?

Chicago O'Hare offers wheelchair assistance and family rest zones; request at least 48 hours in advance. Montreal Pierre Elliott Trudeau Airport provides accessible services, nursing rooms, and children’s play areas; assistance should be arranged with your airline 48 hours ahead.

Which aircraft models fly between Chicago and Montreal this route and do airlines offer Wi‑Fi?

Common aircraft for Chicago to Montreal are Airbus A320 family and Bombardier CRJ. Airlines like Air Canada and American offer Wi‑Fi.

Which airline alliances operate this route?

This route is primarily operated by airlines outside the major alliances; relevant airlines include Air Canada (Star Alliance) and American.

What is the cheapest time of day to fly from Chicago to Montreal?

Afternoon departures on weekdays typically have lower fares than morning or evening flights.

What are the best airport lounge options when departing from Chicago?

At Chicago O'Hare, the United Club in Concourse C and the American Airlines Admirals Club in Concourse M provide amenities like complimentary snacks, Wi-Fi, and comfortable seating. Access generally requires business or first class tickets, elite status, or membership; some lounges offer day passes for a fee.

What is the baggage allowance on this route from Chicago to Montreal?

Baggage allowance on Chicago to Montreal flights depends on the airline and fare class. Basic economy fares may not include checked bags; standard economy generally includes one checked bag and a carry‑on. Premium fares allow more.

What cabin and seat options are typical from Chicago to Montreal?

Flights from Chicago to Montreal generally offer Economy class, with Premium Economy available on some airlines, and Business class with flat‑bed seats on select flights.

Are same‑day changes or standby possible on this route?

Policies depend on the airline and ticket class, with flexible fares and premium cabins more likely to allow same‑day changes or standby.

Flights to Montreal