Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Portland-Oregon | Outbound 04/21/25 1 Stopover (LAS) NK0929, NK0252 12h 24min | Return 05/19/25 1 Stopover (DEN) F91790, F93174 15h 25min | | ![]() | $170 | ||
Best option Chicago Portland-Oregon | Outbound 06/20/25 direct UA1100 04h 32min | Return 07/19/25 direct UA1490 03h 44min | | ![]() | ? | $301 | |
Chicago Portland-Oregon | Outbound 04/21/25 1 Stopover (DEN) F93173, F92687 19h 57min | Return 05/19/25 1 Stopover (DEN) F91790, F93174 15h 25min | | ![]() | ? | $188 | |
Chicago Portland-Oregon | Outbound 04/21/25 1 Stopover (LAS) NK0929, NK0252 12h 24min | Return 05/19/25 direct AS0340 04h 05min | | ![]() | $205 | ||
Chicago Portland-Oregon | Outbound 06/20/25 direct AA2977 04h 28min | Return 07/19/25 direct AA2977 03h 55min | | ![]() | ? | $303 | |
Chicago Portland-Oregon | Outbound 06/20/25 direct UA1100 04h 32min | Return 07/19/25 direct UA2228 04h 01min | | ![]() | ? | $304 | |
Chicago Portland-Oregon | Outbound 04/21/25 direct UA0426 04h 37min | Return 05/19/25 direct UA1490 03h 57min | | ![]() | ? | $345 | |
Chicago Portland-Oregon | Outbound 06/20/25 1 Stopover (MSP) SY0262, SY0295 23h 36min | Return 07/19/25 1 Stopover (MSP) SY0296, SY0261 22h 26min | | ![]() | ? | $371 | |
Chicago Portland-Oregon | Outbound 06/20/25 direct AS0413 04h 34min | Return 07/19/25 direct AS0376 04h 04min | | ![]() | $388 | ||
Chicago Portland-Oregon | Outbound 04/21/25 direct AA2366 04h 42min | Return 05/19/25 direct AA2977 04h 06min | | ![]() | ? | $388 |
Stops
- Direct flight
Airline
- United Airlines
- American Airlines
- Spirit Airlines
- Alaska Airlines
- Frontier Airlines
Flight type
- Return
Outbound departure month
- April 2025
- June 2025
Outbound weekday
- Monday
- Friday
Return departure month
- May 2025
- July 2025
Return weekday
- Monday
- Saturday
Change in
- Las Vegas - McCarran International Airport, NV
- Denver International Airport, CO
- Minneapolis - St. Paul International Airport, MN
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
$ 245
$ 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 $ 245
63 %
1 stopover Las Vegas - McCarran International Airport, NV
10h 55min, from $ 158
18 %
1 stopover Phoenix - Sky Harbor International Airport
10h 55min, from $ 171
8 %
Important flight information
Flight information: Chicago - Portland-Oregon
Roundtrip from | $ 169,49 |
---|---|
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 (ORD, MDW, RFD) (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 $ 61
- Flight Chicago - Las Vegas from $ 184
- Flight Chicago - Los Angeles from $ 112
- Flight Chicago - Miami from $ 149
- Flight Chicago - San Francisco from $ 133
- Flight Chicago - Tampa from $ 106
- Flight Chicago - Denver from $ 81
- Flight Chicago - Orlando from $ 108
- Flight Chicago - New Orleans from $ 171
- Flight Chicago - Atlanta from $ 57
Alternative flights to Portland-Oregon
- Flight San Francisco - Portland-Oregon from $ 180
- Flight Los Angeles - Portland-Oregon from $ 334
- Flight Atlanta - Portland-Oregon from $ 197
- Flight Las Vegas - Portland-Oregon from $ 143
- Flight Kansas City - Portland-Oregon from $ 357
- Flight Denver - Portland-Oregon from $ 109
- Flight Dallas - Portland-Oregon from $ 164
- Flight Seattle-Tacoma - Portland-Oregon from $ 134
- Flight Oakland - Portland-Oregon from $ 202
Flight destinations with a similar price
- Flight Portland-Oregon - Munich from $ 828
- Flight Portland-Oregon - Stuttgart from $ 855
- Flight Portland-Oregon - Amsterdam from $ 906
- Flight Portland-Oregon - Hannover from $ 857
- Flight Portland-Oregon - Frankfurt from $ 730
Flight destinations with a similar price
- Flight Chicago - Las Vegas from $ 184
- Flight Chicago - New Orleans from $ 171
- Flight Chicago - Fort Myers from $ 173
- Flight Chicago - Charlotte from $ 173