How much is a ticket from Chicago Midway to Montreal Trudeau?

Depending on when you travel and how far in advance you book, fares between Chicago and Montreal can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

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

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

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

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 the best flight from Chicago Midway to Montreal Trudeau

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to Canada? Travelers also looked at: Calgary, Halifax, Montreal, Toronto, Vancouver.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Chicago Midway – Montreal Trudeau flights.