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	$299	Air Canada Nonstop 3 hr Thu, May 28 — Sun, May 31	The cheapest round-trip flight from Montreal to Chicago is currently $299
Cheapest one-way flight	$177	Air Canada Nonstop 3 hr Wed, May 6	The cheapest one-way flight from Montreal to Chicago is currently $177
Cheapest nonstop flights	$299	Air Canada Nonstop 3 hr Thu, May 7 — Sun, May 10	The cheapest nonstop round-trip flight from Montreal to Chicago is currently $299
Last-minute weekend getaway	$504	Delta 1 stop 11 hr Sat, Apr 25 — Mon, Apr 27	The cheapest last-minute weekend getaway from Montreal to Chicago is currently $504
Cheapest business class flights	$456	United Nonstop 3 hr Thu, May 28 — Sun, May 31	The cheapest business class round-trip flight from Montreal to Chicago is currently $456

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: $185–460
December Most expensive	Typical prices: $300–460

Popular airlines from Montreal to Chicago

Air Canada

Nonstop

from $299

Typical price: $250–455

21 weekly nonstop flights

YUL - ORD Every day

131 weekly connecting flights

YUL - ORD Every day
United

Nonstop

from $319

Typical price: $285–610

21 weekly nonstop flights

YUL - ORD Every day

78 weekly connecting flights

YUL - ORD Every day
American

Nonstop

from $299

Typical price: $285–600

7 weekly nonstop flights

YUL - ORD Every day

63 weekly connecting flights

YUL - ORD Every day
Delta

from $305

Typical price: $260–520

218 weekly connecting flights

YUL - MDW, ORD Every day
Porter Airlines

from $407

Typical price: $400–710

34 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 $185 to $460.

The cheapest round-trip flight from Montreal to Chicago recently found on Google Flights was with Air Canada from $299. The cheapest one-way flight was with Air Canada from $177.

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

The cheapest Air Canada flight from Montreal to Chicago is $299, flying from May 28 to May 31.
The cheapest United flight from Montreal to Chicago is $319, flying from Jun 11 to Jun 15.
The cheapest American flight from Montreal to Chicago is $299, flying from May 7 to May 11.
The cheapest Delta flight from Montreal to Chicago is $305, flying from Jun 18 to Jun 21.
The cheapest Porter Airlines flight from Montreal to Chicago is $407, flying from Jun 4 to Jun 7.

The cheapest round-trip flight from Montreal to Chicago starts at $299 from Thu, May 28 to Sun, May 31. The cheapest one-way flight starts at $177 and departs on Wed, May 6.

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 131 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 218 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 78 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 63 connecting flights per week. American flies from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD) .
Porter Airlines offers 34 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 from $299. The cheapest one-way flight was with Air Canada from $177.

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

The cheapest Air Canada flight from Montreal to Chicago is $299, flying from May 28 to May 31.
The cheapest United flight from Montreal to Chicago is $319, flying from Jun 11 to Jun 15.
The cheapest American flight from Montreal to Chicago is $299, flying from May 7 to May 11.
The cheapest Delta flight from Montreal to Chicago is $305, flying from Jun 18 to Jun 21.
The cheapest Porter Airlines flight from Montreal to Chicago is $407, flying from Jun 4 to Jun 7.

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 $504 is offered by Delta from Sat, Apr 25 to Mon, Apr 27.

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 $299 from Thu, May 7 to Sun, May 10 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 $456 from Thu, May 28 to Sun, May 31 with United.

The cheapest economy class round-trip flights between Montreal and Chicago start at $299 from Thu, May 28 to Sun, May 31.

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 $504 from Sat, Apr 25 to Mon, Apr 27 with Delta.

The cheapest last-minute deal between Montreal and Chicago at price $504 is offered by Delta from Sat, Apr 25 to Mon, Apr 27.

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.