Cheap flights from Montreal to Chicago

Good to know

Flight information for Montreal to Chicago to help you plan your next trip.
Cheapest round-trip flight $253
United Nonstop 3 hr Dec 5 — Dec 8
The cheapest round-trip flight from Montreal to Chicago is currently $253
Cheapest one-way flight $154
Air Canada Nonstop 3 hr Nov 20
The cheapest one-way flight from Montreal to Chicago is currently $154
Fastest flight 2 hr 30 min The fastest nonstop flight from Montreal to Chicago takes 2 hr 30 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 January. The most expensive one is typically May.
January
Cheapest
Typical prices: $230–390
May
Most expensive
Typical prices: $290–415

Popular airports near Montreal

  • Montréal-Pierre Elliott Trudeau International Airport (YUL)
    Montreal 23 min 8 mi
  • Ottawa International Airport (YOW)
    Ottawa 2 hr 8 min 103 mi
  • Québec City Jean Lesage International Airport (YQB)
    Québec City 2 hr 41 min 137 mi
  • Montreal Metropolitan Airport (YHU)
    Montreal 29 min 7 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago 30 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago 23 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee 1 hr 27 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis 2 hr 55 min 165 mi

Frequently asked questions about flying from Montreal to Chicago

How long does it take to fly from Montreal to Chicago?
2 hr 30 min is the shortest flight time from Montreal to Chicago.
When are the cheapest days to fly from Montreal to Chicago?
The cheapest days to fly are usually in January. Typical prices range from $230 to $390.
Which airlines provide the cheapest flights from Montreal to Chicago?
The best round-trip deal recently found on Google Flights from Montreal to Chicago was with United from $253. The best one-way deal was with Air Canada from $154.
When are direct flights from Montreal to Chicago available?
There are direct flights from Montreal to Chicago on a daily basis.
Which airlines have direct flights from Montreal to Chicago?
Air Canada, United and American fly direct from Montreal to Chicago.
What are the cheapest flights from Montreal to Chicago?
The cheapest round-trip flight from Montreal to Chicago starts at $253 from Thu, Dec 5 to Sun, Dec 8. The cheapest one-way flight starts at $154 and departs on Wed, Nov 20.
When should you visit 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.
How do I find cheap dates to fly from Montreal to Chicago
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.

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