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Flights from Portland to Chicago

Did you mean Flights from Chicago to Portland?

Flightmap/Flights from PWM/PWM to ORD

Portland

United States

PWM

Portland International Jetport Airport

Chicago

United States

ORD

Chicago O'Hare International Airport

Distance
898 miles

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

The award price preview is temporarily unavailable. This does not mean the route is sold out. Use the search controls to check other dates and routes.

Explore flight routesCompare transfer partnersLearn how to book with points

Portland to Chicago route overview

Portland International Jetport Airport (PWM) serves Portland; Chicago O'Hare International Airport (ORD) serves Chicago.

The airports are 898 miles apart by great-circle distance.

Frequently asked questions

Which airports serve the Portland to Chicago route?

Portland International Jetport Airport (PWM) is the origin airport and Chicago O'Hare International Airport (ORD) is the destination airport.

How far is Chicago from Portland?

PWM and ORD are approximately 898 miles apart by great-circle distance.

More routes from Portland

Route data for PWM is being prepared.

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Direct flights from Portland to Chicago

Did you mean Flights from Chicago to Portland?

Flightmap/Flights from PWM/PWM to ORD

Portland

United States

PWM

Portland International Jetport Airport

Chicago

United States

ORD

Chicago O'Hare International Airport

Route
Nonstop service available
Distance
898 miles
Marketing airlines
6 airlines
Aircraft
8 aircraft types
Dates
Sep 21, 2026 – Sep 19, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-03 through 2026-11-01.

Recently observed award prices by route, flight, departure date, cabin, and booking program
Route / flightDepartureCabinBook withPointsFees (USD)Seats seenObserved (UTC)
PWM → ORD
AA4478
2026-10-27EconomyAlaska Atmos Rewards7,500$25.0092026-10-01 07:25
PWM → ORD
UA1828
2026-10-24EconomyVirgin Australia12,500$9.0092026-10-02 17:09
PWM → ORD
UA3688
2026-10-24EconomyVirgin Australia12,500$9.0052026-10-02 17:09
PWM → ORD
UA2170
2026-10-24EconomyVirgin Australia12,500$9.0092026-10-02 17:09
PWM → ORD
UA646
2026-10-31EconomyVirgin Australia12,500$9.0092026-10-02 02:39
PWM → ORD
UA1828
2026-10-31EconomyVirgin Australia12,500$9.0092026-10-02 02:39
PWM → ORD
AA4478
2026-10-27FirstAlaska Atmos Rewards15,000$25.0032026-10-01 07:25
Explore flight routesCompare transfer partnersLearn how to book with points

Portland to Chicago route overview

Portland International Jetport Airport (PWM) serves Portland; Chicago O'Hare International Airport (ORD) serves Chicago.

The airports are 898 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from PWM to ORD.

Marketing airlines listed in the current schedule, including codeshare sellers, are American Airlines (AA), Alaska Airlines (AS), Emirates (EK), Air New Zealand (NZ), Qatar Airways (QR) and United Airlines (UA). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Sep 21, 2026 – Sep 19, 2027.

Marketing airlines on the Portland to Chicago route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Airline alliance affiliations represented: Oneworld, Star Alliance

Aircraft flying from PWM to ORD

Frequently asked questions

Which airports serve the Portland to Chicago route?

Portland International Jetport Airport (PWM) is the origin airport and Chicago O'Hare International Airport (ORD) is the destination airport.

How far is Chicago from Portland?

PWM and ORD are approximately 898 miles apart by great-circle distance.

Are there direct flights from PWM to ORD?

Yes. Roame's current schedule feed shows nonstop service from PWM to ORD.

Which airlines market flights from PWM to ORD?

Marketing airlines listed in the current schedule, including codeshare sellers, are American Airlines (AA), Alaska Airlines (AS), Emirates (EK), Air New Zealand (NZ), Qatar Airways (QR) and United Airlines (UA). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from PWM to ORD?

Aircraft listed in the current schedule include Airbus A319 (319), Airbus A320 (320), Boeing 737-800 (738), Boeing 737-900 / Boeing 737-900ER (739), Boeing 737-700 / Boeing 737-700ER (73G), Embraer 175 (short wing) (E75), Embraer 175 (long wing) (E7W) and JET.

More routes from Portland

  • PWM to JFKNew York
  • PWM to PHLPhiladelphia
  • PWM to LGANew York
  • PWM to DTWDetroit
  • PWM to ATLAtlanta
  • PWM to EWRNewark
  • PWM to DCAWashington
  • PWM to BWIBaltimore
  • PWM to IADDulles
  • PWM to CLTCharlotte
  • PWM to MSPMinneapolis
  • PWM to DENDenver
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