United States to Canada Β· 706 miles (1,137 km)

Chicago (ORD) to Winnipeg (YWG) flights

One airline flies nonstop from Chicago (ORD) to Winnipeg (YWG): United Airlines. The two airports are 706 miles (1,137 km) apart. United Airlines is in Star Alliance. There are also 2 ways to fly it with one stop, through Minneapolis and Toronto.

Airlines flying nonstop from ORD to YWG

  • United Airlines logo
    United AirlinesStar Alliance Β· bookable with 13 programsWho books it

Book ORD to YWG with points

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

ORD to YWG with one stop

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

  • Via Minneapolis (MSP)Delta Air Lines the whole way
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    +1
    Delta Air Lines logo
  • Via Toronto (YYZ)Air Canada the whole way
    American Airlines logo
    Air Canada logo
    United Airlines logo
    Air Canada logo
    WestJet logo
    Flair Airlines logo
    +1

ORD to YWG: common questions

Which airlines fly nonstop from ORD to YWG?

United Airlines (Star Alliance) flies nonstop from Chicago (ORD) to Winnipeg (YWG).

How far is Chicago from Winnipeg by plane?

Chicago (ORD) and Winnipeg (YWG) are 706 miles (1,137 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 YWG 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 ORD to YWG 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 YWG with taxes and fees.

Where can I connect between Chicago and Winnipeg?

The most direct connections are through Minneapolis (MSP) and Toronto (YYZ). On 2 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.