United States to Canada · 436 miles (702 km)

Chicago (ORD) to Toronto (YYZ) flights

3 airlines fly nonstop from Chicago (ORD) to Toronto (YYZ): Air Canada, American Airlines and United Airlines. The two airports are 436 miles (702 km) apart. Air Canada and United Airlines are in Star Alliance and American Airlines is in oneworld. There are also 22 ways to fly it with one stop, through Detroit, Cleveland and Columbus and more.

Airlines flying nonstop from ORD to YYZ

  • Air Canada logo
    Air CanadaStar Alliance · bookable with 12 programsWho books it
  • American Airlines logo
    American Airlinesoneworld · bookable with 9 programsWho books it
  • United Airlines logo
    United AirlinesStar Alliance · bookable with 13 programsWho books it

Book ORD to YYZ with points

Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.

ORD to YYZ with one stop

22 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.

  • Via Detroit (DTW)Delta Air Lines the whole way
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    Air Canada logo
    Delta Air Lines logo
  • Via Cleveland (CLE)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Columbus (CMH)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Indianapolis (IND)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Pittsburgh (PIT)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Cincinnati (CVG)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Ottawa (YOW)United Airlines, then Air Canada, WestJet and 1 more
    United Airlines logo
    Air Canada logo
    WestJet logo
    Porter Airlines logo
  • Via Saint Louis (STL)American Airlines and United Airlines, then Air Canada
    American Airlines logo
    United Airlines logo
    Air Canada logo
  • Via Dulles (IAD)United Airlines the whole way
    United Airlines logo
    Air Canada logo
    United Airlines logo
  • Via Washington (DCA)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    American Airlines logo
    Air Canada logo
  • Via Minneapolis (MSP)Delta Air Lines and Sun Country Airlines the whole way
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    +1
    Air Canada logo
    Delta Air Lines logo
    Sun Country Airlines logo
  • Via Philadelphia (PHL)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    American Airlines logo
    Air Canada logo
  • Via Nashville (BNA)American Airlines and United Airlines, then Air Canada and WestJet
    American Airlines logo
    United Airlines logo
    Air Canada logo
    WestJet logo
  • Via Montreal (YUL)Air Canada the whole way
    American Airlines logo
    Air Canada logo
    United Airlines logo
    Air Canada logo
    Air Transat logo
    WestJet logo
    +2
  • Via New York (EWR)United Airlines the whole way
    American Airlines logo
    United Airlines logo
    Air Canada logo
    United Airlines logo
See all 22 in Routes

ORD to YYZ: common questions

Which airlines fly nonstop from ORD to YYZ?

Air Canada (Star Alliance), American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Chicago (ORD) to Toronto (YYZ).

How far is Chicago from Toronto by plane?

Chicago (ORD) and Toronto (YYZ) are 436 miles (702 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 YYZ award flights?

22 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, Lufthansa Miles & More, Singapore Airlines KrisFlyer and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.

How many miles does ORD to YYZ 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 YYZ with taxes and fees.

Where can I connect between Chicago and Toronto?

The most direct connections are through Detroit (DTW), Cleveland (CLE), Columbus (CMH), Indianapolis (IND) and Pittsburgh (PIT). On 11 of them the same airline flies both flights, for example Delta Air Lines through Detroit.

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.