Find Cheap Flights from Montreal to Chicago (YMQ - CHI)

Flights overview

Useful information for finding cheap flights from Montreal to Chicago and booking your next trip

Cheapest round-trip flights	$294	Air Canada, United 1 stop 15 hr Sat, May 23 — Sun, May 24	The cheapest round-trip flight from Montreal to Chicago is currently $294
Cheapest one-way flight	$183	Air Canada Nonstop 3 hr Wed, May 27	The cheapest one-way flight from Montreal to Chicago is currently $183
Cheapest nonstop flights	$331	Air Canada Nonstop 3 hr Thu, Jul 9 — Sun, Jul 12	The cheapest nonstop round-trip flight from Montreal to Chicago is currently $331
Last-minute weekend getaway	$434	Air Canada Nonstop 3 hr Sat, May 9 — Sun, May 10	The cheapest last-minute weekend getaway from Montreal to Chicago is currently $434
Cheapest business class flights	$521	American Nonstop 3 hr Thu, Jun 11 — Sun, Jun 14	The cheapest business class round-trip flight from Montreal to Chicago is currently $521

Fastest flight	2 hr 29 min	The fastest nonstop flight from Montreal to Chicago takes 2 hr 29 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Montreal to Chicago is typically February. The most expensive month to fly is typically December.

February Cheapest	Typical prices: $190–465
December Most expensive	Typical prices: $300–465

Popular airlines from Montreal to Chicago

Air Canada

Nonstop

from $310

Typical price: $260–460

21 weekly nonstop flights

YUL - ORD Every day

126 weekly connecting flights

YUL - ORD Every day
United

Nonstop

from $385

Typical price: $290–620

21 weekly nonstop flights

YUL - ORD Every day

73 weekly connecting flights

YUL - ORD Every day
American

Nonstop

from $310

Typical price: $290–610

7 weekly nonstop flights

YUL - ORD Every day

53 weekly connecting flights

YUL - ORD Every day
Delta

from $339

Typical price: $265–540

213 weekly connecting flights

YUL - MDW, ORD Every day
Porter Airlines

from $415

Typical price: $410–720

52 weekly connecting flights

YUL - MDW Every day

Popular airports near Montreal

Montréal-Pierre Elliott Trudeau International Airport (YUL)

Montreal Canada 23 min 8 mi
Ottawa International Airport (YOW)

Ottawa Canada 2 hr 9 min 103 mi
Montreal Metropolitan Airport (YHU)

Montreal Canada 29 min 7 mi
Québec City Jean Lesage International Airport (YQB)

Québec City Canada 2 hr 41 min 137 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Montreal to Chicago

The cheapest flights from Montreal to Chicago are usually in February. Typical ticket prices in February range from $190 to $465.

The cheapest round-trip flight from Montreal to Chicago recently found on Google Flights was with Air Canada, United from $294. The cheapest one-way flight was with Air Canada from $183.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Air Canada flight from Montreal to Chicago is $310, flying from May 28 to May 31.
The cheapest United flight from Montreal to Chicago is $385, flying from Jul 4 to Jul 5.
The cheapest American flight from Montreal to Chicago is $310, flying from May 21 to May 24.
The cheapest Delta flight from Montreal to Chicago is $339, flying from May 21 to May 24.
The cheapest Porter Airlines flight from Montreal to Chicago is $415, flying from Jun 11 to Jun 14.

The cheapest round-trip flight from Montreal to Chicago starts at $294 from Sat, May 23 to Sun, May 24. The cheapest one-way flight starts at $183 and departs on Wed, May 27.

2 hr 29 min is the shortest flight time from Montreal to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Montreal to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Montreal to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Montreal to Chicago.

In terms of nonstop flights, Air Canada is the most popular. Air Canada offers 21 nonstop flights and 126 connecting flights per week. Air Canada flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 213 connecting flights per week. Delta flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Montreal to Chicago are:

United offers 21 nonstop flights and 73 connecting flights per week. United flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD) .
American offers 7 nonstop flights and 53 connecting flights per week. American flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD) .
Porter Airlines offers 52 connecting flights per week. Porter Airlines flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago Midway International Airport (MDW) .

The number of connecting flights refers to distinct flights with at least one stop between Montreal and Chicago.

The cheapest round-trip flight from Montreal to Chicago recently found on Google Flights was with Air Canada, United from $294. The cheapest one-way flight was with Air Canada from $183.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Air Canada flight from Montreal to Chicago is $310, flying from May 28 to May 31.
The cheapest United flight from Montreal to Chicago is $385, flying from Jul 4 to Jul 5.
The cheapest American flight from Montreal to Chicago is $310, flying from May 21 to May 24.
The cheapest Delta flight from Montreal to Chicago is $339, flying from May 21 to May 24.
The cheapest Porter Airlines flight from Montreal to Chicago is $415, flying from Jun 11 to Jun 14.

Air Canada, United and American fly direct from Montreal to Chicago.

There are 21 Air Canada direct flights from Montreal to Chicago per week. Flights are available every day.
There are 21 United direct flights from Montreal to Chicago per week. Flights are available every day.
There are 7 American direct flights from Montreal to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Montreal and Chicago at price $434 is offered by Air Canada from Sat, May 9 to Sun, May 10.

Air Canada, United and American fly direct from Montreal to Chicago.

There are 21 Air Canada direct flights from Montreal to Chicago per week. Flights are available every day.
There are 21 United direct flights from Montreal to Chicago per week. Flights are available every day.
There are 7 American direct flights from Montreal to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Montreal to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Montreal and Chicago start at $331 from Thu, Jul 9 to Sun, Jul 12 with Air Canada.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Montreal to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Montreal and Chicago start at $521 from Thu, Jun 11 to Sun, Jun 14 with American.

The cheapest economy class round-trip flights between Montreal and Chicago start at $294 from Sat, May 23 to Sun, May 24.

To book business class trips from Montreal to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Montreal and Chicago starts at $434 from Sat, May 9 to Sun, May 10 with Air Canada.

The cheapest last-minute deal between Montreal and Chicago at price $434 is offered by Air Canada from Sat, May 9 to Sun, May 10.

To find last-minute flight deals from Montreal to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.