Wayfli › Toronto (YYZ) › To Chicago (ORD)

Toronto (YYZ) to Chicago (ORD) flights

There are direct flights from Toronto Lester B. Pearson International Airport to Chicago O'Hare International Airport, sold by 5 airlines (including codeshares): American Airlines, Air Canada, Etihad Airways, United Airlines and WestJet. The distance is 700 km, about 1h 20m in the air. There are also 4 one-stop options, via airports such as Cleveland, Detroit and Milwaukee.

Live fares for YYZ → ORDSee all routes on the map
700 kmdistance
~1h 20mdirect flight time (estimate)
5direct airlines
4one-stop options

Direct flights from Toronto to Chicago

RouteAirlines (incl. codeshares)DistanceTime (est.)
YYZ → ORDAmerican Airlines, Air Canada, Etihad Airways, United Airlines, WestJet700 km~1h 20m

Best one-stop connections

Through the biggest hubs first. Times include about 100 minutes to change planes.

ViaAirlinesDistanceTime (est.)
CLE ClevelandAir Canada and United Airlines then American Airlines and United Airlines817 km~3h 40m
DTW DetroitAir Canada and ITA Airways then American Airlines and United Airlines720 km~3h 35m
MKE MilwaukeeAir Canada then American Airlines and United Airlines781 km~3h 35m
YXU LondonAir Canada then Air Canada and United Airlines708 km~3h 30m

More from Toronto and Chicago

Routes come from current airline fares, updated weekly (last update 9 November 2026), plus older schedule data for airports with few recent fares. “Direct” can include a few same-plane flights with a stop. Flight times are estimates from distance. Always check with the airline before booking.