Ottawa (YOW) to Chicago (ORD) flights
One airline flies nonstop from Ottawa (YOW) to Chicago (ORD): United Airlines. The two airports are 653 miles (1,051 km) apart. United Airlines is in Star Alliance. There are also 8 ways to fly it with one stop, through Toronto, Toronto and Montreal and more.
Airlines flying nonstop from YOW to ORD
- United AirlinesStar Alliance Β· bookable with 13 programsWho books it

Book YOW to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks United Airlines
- Air New Zealand AirpointsBooks United Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- Emirates SkywardsBooks United Airlines
- EVA Air Infinity MileageLandsBooks United Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United 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
YOW to ORD with one stop
8 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Toronto (YYZ)Air Canada the whole way






- Via Toronto (YTZ)Porter Airlines and Air Canada the whole way




- Via Montreal (YUL)Air Canada the whole way

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- Via Dulles (IAD)United Airlines the whole way


- Via New York (EWR)United Airlines the whole way




- Via Washington (DCA)Air Canada, then American Airlines and United Airlines



- Via Quebec (YQB)Air Canada, then United Airlines and American Airlines



- Via Boston (BOS)Porter Airlines, then American Airlines, JetBlue Airways and 2 more


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YOW to ORD: common questions
Which airlines fly nonstop from YOW to ORD?
United Airlines (Star Alliance) flies nonstop from Ottawa (YOW) to Chicago (ORD).
How far is Ottawa from Chicago by plane?
Ottawa (YOW) and Chicago (ORD) are 653 miles (1,051 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book YOW to ORD award flights?
13 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, ANA Mileage Club, Avianca LifeMiles, Emirates Skywards, EVA Air Infinity MileageLands, JetBlue TrueBlue, Lufthansa Miles & More and 5 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does YOW to ORD cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for YOW to ORD with taxes and fees.
Where can I connect between Ottawa and Chicago?
The most direct connections are through Toronto (YYZ), Toronto (YTZ), Montreal (YUL), Dulles (IAD) and New York (EWR). On 5 of them the same airline flies both flights, for example Air Canada through Toronto.
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.