United States · 897 miles (1,444 km)

Chicago (ORD) to Portland (PWM) flights

2 airlines fly nonstop from Chicago (ORD) to Portland (PWM): American Airlines and United Airlines. The two airports are 897 miles (1,444 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 19 ways to fly it with one stop, through Detroit, Akron and Pittsburgh and more.

Airlines flying nonstop from ORD to PWM

  • 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 PWM with points

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

ORD to PWM with one stop

19 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
    Delta Air Lines logo
  • Via Akron (CAK)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via Pittsburgh (PIT)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via Columbus (CMH)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via New York (LGA)American Airlines and Delta Air Lines the whole way
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    American Airlines logo
    Delta Air Lines logo
  • Via New York (EWR)United Airlines the whole way
    American Airlines logo
    United Airlines logo
    United Airlines logo
  • Via New York (JFK)JetBlue Airways and Delta Air Lines the whole way
    American Airlines logo
    JetBlue Airways logo
    Delta Air Lines logo
    JetBlue Airways logo
    Delta Air Lines logo
  • Via Philadelphia (PHL)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    American Airlines logo
  • Via Baltimore (BWI)American Airlines, United Airlines and 1 more, then Southwest Airlines
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    Southwest Airlines logo
  • Via Cincinnati (CVG)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via Dulles (IAD)United Airlines the whole way
    United Airlines logo
    United Airlines logo
  • Via Washington (DCA)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    American Airlines logo
  • Via Norfolk (ORF)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via Raleigh/Durham (RDU)American Airlines and United Airlines, then Breeze Airways
    American Airlines logo
    United Airlines logo
    Breeze Airways logo
  • Via Charlotte (CLT)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    American Airlines logo
See all 19 in Routes

ORD to PWM: common questions

Which airlines fly nonstop from ORD to PWM?

American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Chicago (ORD) to Portland (PWM).

How far is Chicago from Portland by plane?

Chicago (ORD) and Portland (PWM) are 897 miles (1,444 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 PWM award flights?

22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles 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 PWM 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 PWM with taxes and fees.

Where can I connect between Chicago and Portland?

The most direct connections are through Detroit (DTW), Akron (CAK), Pittsburgh (PIT), Columbus (CMH) and New York (LGA). On 10 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.