What’s the cost of a flight from Chicago Midway to Montreal Trudeau?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Montreal.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Is there more than one airport in Chicago or Montreal?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Montreal: Montreal has 2 airports - Saint-Hubert, Trudeau International.

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Montreal as well.

Flight filters for the route Chicago Midway – Montreal Trudeau

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Canada are often searched alongside: Calgary, Halifax, Montreal, Toronto, Vancouver.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.