Direct flights from Portland to Chicago

Did you mean Flights from Chicago to Portland?

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: 5 airlines
Aircraft: 9 aircraft types
Dates: Oct 19, 2026 – Oct 17, 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.

Lowest price in this limited sample: 7,500 points + $25.00 for PWM → ORD, Economy, on 2026-11-13, booked with Alaska Atmos Rewards. This is an observed fare, not a guaranteed price or the lowest price across all dates and programs.

Departure window: 2026-10-23 – 2026-11-21.

PWM → ORDEconomy
AA4741
7,500 points+ $25.00
Departure
2026-11-13
Seats seen
2
Book with
Alaska Atmos Rewards
Observed (UTC)
2026-10-21 18:17

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), 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 Oct 19, 2026 – Oct 17, 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.

Alaska Airlines (AS)Codeshare only
Air New Zealand (NZ)Codeshare only
Qatar Airways (QR)Codeshare only

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?

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), Canadair Regional Jet 700 | Regional Jet 550 (CR7), Embraer 175 (short wing) (E75), Embraer 175 (long wing) (E7W) and JET.