Toronto (YTZ) to Chicago (ORD) flights
2 airlines fly nonstop from Toronto (YTZ) to Chicago (ORD): Air Canada and Porter Airlines. The two airports are 446 miles (718 km) apart. Air Canada is in Star Alliance. There are also 8 ways to fly it with one stop, through Ottawa, Dulles and Montreal and more.
Airlines flying nonstop from YTZ to ORD
- Air CanadaStar Alliance · bookable with 12 programsWho books it
- Porter AirlinesNot in an alliance · bookable with 1 programWho books it
Book YTZ to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks Air Canada
- Air New Zealand AirpointsBooks Air Canada
- Alaska Atmos RewardsBooks Porter Airlines
- ANA Mileage ClubBooks Air Canada
- Avianca LifeMilesBooks Air Canada
- Emirates SkywardsBooks Air Canada
- EVA Air Infinity MileageLandsBooks Air Canada
- Lufthansa Miles & MoreBooks Air Canada
- Singapore Airlines KrisFlyerBooks Air Canada
- TAP Miles&GoBooks Air Canada
- Thai Royal Orchid PlusBooks Air Canada
- Turkish Airlines Miles&SmilesBooks Air Canada
- United MileagePlusBooks Air Canada
YTZ to ORD with one stop
8 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Ottawa (YOW)Porter Airlines and Air Canada, then United Airlines
- Via Dulles (IAD)Porter Airlines and Air Canada, then United Airlines
- Via Montreal (YUL)Air Canada the whole way
- Via Nashville (BNA)Porter Airlines, then American Airlines and United Airlines
- Via New York (EWR)Porter Airlines, then American Airlines and United Airlines
- Via New York (LGA)Air Canada, then American Airlines, Delta Air Lines and 1 more
- Via Boston (BOS)Porter Airlines and Air Canada, then American Airlines, JetBlue Airways and 2 more
+1 - Via Quebec (YQB)Porter Airlines, then United Airlines and American Airlines
YTZ to ORD: common questions
Which airlines fly nonstop from YTZ to ORD?
Air Canada (Star Alliance) and Porter Airlines fly nonstop from Toronto (YTZ) to Chicago (ORD).
How far is Toronto from Chicago by plane?
Toronto (YTZ) and Chicago (ORD) are 446 miles (718 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book YTZ to ORD award flights?
13 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, ANA Mileage Club, Avianca LifeMiles, Emirates Skywards, EVA Air Infinity MileageLands, 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 YTZ 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 YTZ to ORD with taxes and fees.
Where can I connect between Toronto and Chicago?
The most direct connections are through Ottawa (YOW), Dulles (IAD), Montreal (YUL), Nashville (BNA) and New York (EWR). On 1 of them the same airline flies both flights, for example Air Canada through Montreal.
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.