Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Portland-Oregon | Outbound 04/12/25 1 Stopover (DEN) F93173, F92687 19h 52min | Return 04/27/25 1 Stopover (DEN) F91790, F93174 15h 18min | | ![]() | ? | $138 | |
Best option Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | ? | $200 | |
Chicago Portland-Oregon | Outbound 04/12/25 1 Stopover (LAS) NK0929, NK0252 12h 24min | Return 04/27/25 3 Stopovers (LAS, SJC, DFW) NK0253, NK0982, NK0760, NK0487 35h 34min | | ![]() | $178 | ||
Chicago Portland-Oregon | Outbound 04/12/25 1 Stopover (LAS) NK0929, NK0694 07h 56min | Return 04/27/25 1 Stopover (LAS) NK0253, NK0928 09h 32min | | ![]() | $154 | ||
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 | ||
Chicago Portland-Oregon | Outbound 04/12/25 1 Stopover (LAS) NK0929, NK0694 07h 56min | Return 04/27/25 1 Stopover (LAS) NK0253, NK0928 09h 32min | | ![]() | $192 | ||
Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | ? | $202 | |
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 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | ? | $206 | |
Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | $210 |
Airline
- Spirit Airlines
- Alaska Airlines
- United Airlines
- Hawaiian Airlines
- American 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
$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 | $137.95 |
---|---|
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 $55
- Flight Chicago - Las Vegas from $141
- Flight Chicago - Los Angeles from $112
- Flight Chicago - Miami from $149
- Flight Chicago - San Francisco from $133
- Flight Chicago - Tampa from $98
- Flight Chicago - Denver from $81
- Flight Chicago - Orlando from $108
- Flight Chicago - New Orleans from $139
- Flight Chicago - Boston from $114
Alternative flights to Portland-Oregon
- Flight Los Angeles - Portland-Oregon from $70
- Flight San Francisco - Portland-Oregon from $187
- Flight Atlanta - Portland-Oregon from $148
- Flight Las Vegas - Portland-Oregon from $78
- Flight Kansas City - Portland-Oregon from $122
- Flight Denver - Portland-Oregon from $81
- Flight Seattle-Tacoma - Portland-Oregon from $178
- Flight Dallas - Portland-Oregon from $121
- Flight Oakland - Portland-Oregon from $122
Flight destinations with a similar price
- Flight Portland-Oregon - Frankfurt from $840
- Flight Portland-Oregon - Stuttgart from $822
- Flight Portland-Oregon - Hannover from $834
- Flight Portland-Oregon - Munich from $823
- Flight Portland-Oregon - Amsterdam from $711
Flight destinations with a similar price
- Flight Chicago - Las Vegas from $141
- Flight Chicago - Miami from $149
- Flight Chicago - San Francisco from $133
- Flight Chicago - New Orleans from $139
- Flight Chicago - Washington-DC from $130
- Flight Chicago - Fort Lauderdale from $130
- Flight Chicago - Philadelphia from $127
- Flight Chicago - Santa Ana, CA from $148