Planning a flight from Montreal to Chicago Midway?

Flight prices from Montreal to Chicago change depending on demand and time of booking.

The lowest fare seen in the past 15 days was Can$351.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Flying from or to Montreal and Chicago? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Montreal: You have 2 departure options - Saint-Hubert, Trudeau International.
• Airports in Chicago: Arrivals into Chicago are possible from 3 airports - Midway, O'Hare, Rockford.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Find flights from Montreal to Chicago Midway that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in United States? These cities are also in demand: Atlanta, Los Angeles, Miami, New York City, Orlando.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.