Flight Routes from Chicago to Calgary

Compare cheap outbound and return flights from Chicago (CHI) to Calgary (YYC) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest outbound flight
Fastest inbound flight
non-stop flights
20x / week
Flight distance
2,251 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Chicago (CHI) to Calgary (YYC)

Select a travel date in the flight schedule for the route from Chicago (CHI) to Calgary (YYC) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsCHI–YYC · 7 of 7
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. ORDYYC
      nonstop
      1. United Airlines
    2. ORDYYC
      nonstop
      1. United Airlines
    3. ORDYYC
      nonstop
      1. American Airlines
    4. ORDYYC
      nonstop
      1. Westjet
    5. ORDYYC
      nonstop
      1. Westjet
    6. ORDYYC
      nonstop
      1. United Airlines
    7. ORDYYC
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around Chicago and Calgary

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport Calgary International Airport-Banff (YYC)
      Destination country Flights to Canada
      Departure airport - Destination country Chicago-IL, all airports - Canada
      Alternative flights to Calgary
      Flight destinations with a similar price