Find out what a flight from Chicago Midway to Calgary might cost

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

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Flying between Chicago and Calgary? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Calgary: The only active option is Calgary.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Find the best flight from Chicago Midway to Calgary

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, Montreal, Quebec, Toronto, Vancouver.

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