Chicago (ORD) to Calgary (YYC) flights
3 airlines fly nonstop from Chicago (ORD) to Calgary (YYC): American Airlines, United Airlines and WestJet. The two airports are 1,382 miles (2,224 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 22 ways to fly it with one stop, through Minneapolis, Winnipeg and Edmonton and more.
Airlines flying nonstop from ORD to YYC
- American Airlinesoneworld · bookable with 9 programsWho books it
- United AirlinesStar Alliance · bookable with 13 programsWho books it
- WestJetNot in an alliance · bookable with 3 programsWho books it
Book ORD to YYC with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Emirates SkywardsBooks United Airlines, WestJet
- Air Canada AeroplanBooks United Airlines
- Air France-KLM Flying BlueBooks WestJet
- Air New Zealand AirpointsBooks United Airlines
- Alaska Atmos RewardsBooks American Airlines
- American AAdvantageBooks American Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- British Airways ClubBooks American Airlines
- Cathay Pacific Asia MilesBooks American Airlines
- Delta SkyMilesBooks WestJet
- EVA Air Infinity MileageLandsBooks United Airlines
- Finnair PlusBooks American Airlines
- Iberia ClubBooks American Airlines
- JAL Mileage BankBooks American Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United Airlines
- Qantas Frequent FlyerBooks American Airlines
- Qatar Airways Privilege ClubBooks American Airlines
- Singapore Airlines KrisFlyerBooks United Airlines
- TAP Miles&GoBooks United Airlines
- Thai Royal Orchid PlusBooks United Airlines
- Turkish Airlines Miles&SmilesBooks United Airlines
- United MileagePlusBooks United Airlines
ORD to YYC with one stop
22 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Minneapolis (MSP)Delta Air Lines the whole way
+1 - Via Winnipeg (YWG)United Airlines, then Air Canada, WestJet and 1 more
- Via Edmonton (YEG)United Airlines, then Air Canada, WestJet and 1 more4N
- Via Denver (DEN)United Airlines the whole way
- Via Detroit (DTW)American Airlines, Delta Air Lines and 1 more, then WestJet
- Via Salt Lake City (SLC)Delta Air Lines the whole way
- Via Nashville (BNA)American Airlines and United Airlines, then WestJet
- Via Toronto (YYZ)Air Canada the whole way+1
- Via Seattle (SEA)Alaska Airlines the whole way
+1 - Via Vancouver (YVR)Air Canada the whole way
- Via Portland (PDX)American Airlines, Alaska Airlines and 1 more, then WestJet
- Via Dallas (DFW)American Airlines the whole way
- Via Ottawa (YOW)United Airlines, then Air Canada, WestJet and 1 more
- Via Atlanta (ATL)American Airlines, Delta Air Lines and 2 more, then WestJet+1
- Via Dulles (IAD)United Airlines the whole way
ORD to YYC: common questions
Which airlines fly nonstop from ORD to YYC?
American Airlines (oneworld), United Airlines (Star Alliance) and WestJet fly nonstop from Chicago (ORD) to Calgary (YYC).
How far is Chicago from Calgary by plane?
Chicago (ORD) and Calgary (YYC) are 1,382 miles (2,224 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book ORD to YYC award flights?
24 programs can book at least one of the nonstop airlines: Emirates Skywards, Air Canada Aeroplan, Air France-KLM Flying Blue, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles and 16 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does ORD to YYC cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for ORD to YYC with taxes and fees.
Where can I connect between Chicago and Calgary?
The most direct connections are through Minneapolis (MSP), Winnipeg (YWG), Edmonton (YEG), Denver (DEN) and Detroit (DTW). On 11 of them the same airline flies both flights, for example Delta Air Lines through Minneapolis.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.