| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago Portland-Oregon | Outbound 04/03/26 direct AS0325 04h 32min | Return 04/16/26 direct AS0170 04h 07min |  Alaska Airlines |  | ? | $245 | |
| Chicago Portland-Oregon | Outbound 04/03/26 direct AS0325 04h 32min | Return 04/16/26 direct AS0324 04h 07min | Alaska Airlines |  | ? | $262 | |
| Chicago Portland-Oregon | Outbound 04/03/26 direct HA6293 04h 32min | Return 04/16/26 direct HA6332 04h 07min |  Hawaiian Airlines | | ? | $262 | |
| Chicago Portland-Oregon | Outbound 04/03/26 direct AS0325 04h 32min | Return 04/16/26 direct AS0170 04h 07min | Alaska Airlines |  | $269 | ||
| Chicago Portland-Oregon | Outbound 04/03/26 direct AS0325 04h 32min | Return 04/16/26 direct AS0170 04h 07min | Alaska Airlines |  | ? | $280 | |
| Chicago Portland-Oregon | Outbound 08/03/26 direct AA1317 04h 27min | Return 08/28/26 direct AS0376 04h 06min |  American Airlines | | ? | $316 | |
| Chicago Portland-Oregon | Outbound 08/03/26 direct AS0413 04h 28min | Return 08/28/26 direct AS0376 04h 06min | Alaska Airlines | | ? | $326 | |
| Chicago Portland-Oregon | Outbound 04/05/26 1 Stopover (SEA) AS0587, AS0466 07h 21min | Return 04/12/26 direct AS0324 04h 07min | Alaska Airlines | | ? | $335 | |
| Chicago Portland-Oregon | Outbound 04/05/26 1 Stopover (SEA) AS0587, AS0466 07h 21min | Return 04/12/26 direct AS0324 04h 07min | Alaska Airlines | | ? | $351 | |
| Chicago Portland-Oregon | Outbound 04/05/26 1 Stopover (SEA) AS0587, AS0466 07h 21min | Return 04/12/26 direct AS0324 04h 07min | Alaska Airlines | | ? | $352 |
Stops
- Direct flight
Airline
- Alaska Airlines
- American Airlines
- United Airlines
- Hawaiian Airlines
- Sun Country Airlines
Tips and tricks to help you find cheap flights from Chicago to Portland Oregon
Favorite airline: Alaska Airlines
The favorite airline for flights from Chicago to Portland-Oregon is Alaska Airlines.
Alaska Airlines
48 %
United Airlines
15 %
Spirit Airlines
14 %
Direct flights are more expensive
Compared to direct flights, flights with a stopover on this route are on average 55 % cheaper.
non stop flight
1 stop
04h 37min
10h 55min
US$245
US$158
The favorite connection is non-stop
Direct flights are especially popular on this route. 63 % of travelers will book a direct flight.
Route
bookings
Direct flights
04h 37min, from US$245
63 %
1 stopover Las Vegas - McCarran International Airport, NV
10h 55min, from US$158
18 %
1 stopover Phoenix - Sky Harbor International Airport
10h 55min, from US$171
8 %
Important flight information
Flight information: Chicago - Portland-Oregon
| Roundtrip from | US$244.61 |
|---|---|
| Flight duration | min. 04:34 / max. 07:40 |
| Return flight duration | min. 03:45/ max. 06:15 |
| Distance | 2820 km |
| Flights per week | 54 |
| Departure airport | Airport Chicago-IL, all airports (CHI) |
| Arrival airport | Airport Portland International Airport, Oregon (PDX) |
| Destination country | Flights to United States |
Alternative routes to United States
- Flight Chicago - New York from US$100
- Flight Chicago - Las Vegas from US$173
- Flight Chicago - Los Angeles from US$90
- Flight Chicago - Miami from US$51
- Flight Chicago - San Francisco from US$282
- Flight Chicago - Tampa from US$180
- Flight Chicago - Denver from US$202
- Flight Chicago - Orlando from US$119
- Flight Chicago - New Orleans from US$160
- Flight Chicago - Boston from US$193
Alternative flights to Portland-Oregon
- Flight Atlanta - Portland-Oregon from US$293
- Flight Denver - Portland-Oregon from US$260
- Flight Dallas - Portland-Oregon from US$305
- Flight Washington-DC - Portland-Oregon from US$420
- Flight Boston - Portland-Oregon from US$426
- Flight Washington DC - Portland-Oregon from US$420
- Flight Chicago O'Hare - Portland-Oregon from US$245
- Flight Baltimore - Portland-Oregon from US$469
- Flight Cleveland - Portland-Oregon from US$448
- Flight Washington DC - Portland-Oregon from US$433
Flight destinations with a similar price
- Flight Portland-Oregon - Frankfurt from US$701
Flight destinations with a similar price
- Flight Chicago - Fort Myers from US$226
- Flight Chicago - Minneapolis from US$233
- Flight Chicago - Seattle-Tacoma from US$268
- Flight Chicago - San Diego from US$237
- Flight Chicago - Phoenix - Sky Harbor from US$268
- Flight Chicago - Charlotte from US$226
- Flight Chicago - Philadelphia from US$250
- Flight Chicago - Amsterdam from US$224
- Flight Chicago - Guadalajara from US$260