Your travel platformSkip navigation

Scan the QR code and download our app

Tanie loty

Chicago Calgary - Cheap flights

Special flight deals from Chicago to Calgary

    Why book flights with eSky?

    Largest choice of flights

    With flights from over 500 airlines, we'll find your perfect match in seconds.

    Flexible search

    Extend your search to include nearby airports and flex your dates for the cheapest deals.

    Excellent products and services

    Need travel insurance, cancellation insurance, car hire, local attraction bookings or more? We have you covered.

    Over 4950 customer reviews - choose proven quality and book with complete confidence.

    Find the best time to book cheap flights to Calgary

    Flexible on travel dates? Discover the cheapest month to fly to Calgary

    • Cheapest round-trip flight

      from 267 USD

    • Cheapest month to travel

      October

    • The cheapest day to fly

      Saturday

    • Lowest prices

      3 months before
    Sep
    321 USD
    Oct
    267 USD
    Nov
    ??
    Dec
    ??
    Jan
    474 USD
    Feb
    309 USD
    Mar
    ??
    Apr
    ??
    May
    ??
    Jun
    ??
    Jul
    ??
    Aug
    ??

    When is the best time to buy flight tickets?

    Find out how far in advance it's worth booking round-trip flights.

    • 6 months before

      from

      691 USD

    • 3 months before

      from

      415 USD

    • 30 days before

      from

      560 USD

    • 7 days before

      from

      491 USD

    • 1 day before

      from

      835 USD

    Discover the cheapest day to fly

    Discover on which day of the week flights are usually the most affordable.
    510 USD
    Mon
    580 USD
    Tue
    754 USD
    Wed
    738 USD
    Thu
    544 USD
    Fri
    381 USD
    Sat
    677 USD
    Sun

    General information

    • Local time (UTC-7)

    • Flight time from Chicago

    • Exchange Rate

      1 CAD = 0.72 USD
    Calgary
    Calgary is the largest city in the province of Alberta, Canada, located at the confluence of the Bow and Elbow Rivers, at the foothills of the Rocky Mountains. Founded in 1875 as Fort Calgary, it quickly developed thanks to the Canadian Pacific Railway and oil discoveries. Today, it is a hub for the oil and gas industry as well as a cultural and scientific center. Renowned for the Stampede rodeo and the Plus 15 skywalk system. The climate features cold winters and warm summers, with the Chinook wind capable of rapidly raising temperatures.