Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Portland-Oregon | Outbound 06/07/25 direct AS0325 04h 26min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2186 09h 33min | | ![]() | $183 found 3 days ago | ||
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 06/07/25 direct HA6293 04h 26min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2186 09h 33min | | ![]() | $189 found 3 days ago | ||
Chicago Portland-Oregon | Outbound 06/07/25 1 Stopover (DEN) F91483, F92687 20h 19min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2619 14h 11min | | ![]() | $192 found 3 days ago | ||
Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | ? | $202 | |
Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | ? | $206 | |
Chicago Portland-Oregon | Outbound 06/07/25 1 Stopover (DEN) F91483, F92687 20h 19min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2619 14h 11min | | ![]() | $207 found 3 days ago | ||
Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | | ![]() | $210 | ||
Chicago Portland-Oregon | Outbound 06/18/25 direct HA6294 04h 25min | Return 07/15/25 direct HA6374 04h 04min | | ![]() | $211 | ||
Chicago Portland-Oregon | Outbound 04/29/25 2 Stopovers (LAX, LAS) NK0488, NK0693, NK0252 22h 27min | Return 05/08/25 1 Stopover (LAS) NK2099, NK2619 15h 15min | | ![]() | $223 |
Stops
- Direct flight
Airline
- Alaska Airlines
- Hawaiian Airlines
- United Airlines
- Spirit 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 | 182,88 $ |
---|---|
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 126 $
- Flight Chicago - Los Angeles from 96 $
- Flight Chicago - Miami from 119 $
- 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 96 $
- Flight Chicago - Boston from 114 $
Alternative flights to Portland-Oregon
- Flight Los Angeles - Portland-Oregon from 137 $
- Flight San Francisco - Portland-Oregon from 134 $
- Flight Atlanta - Portland-Oregon from 197 $
- Flight Las Vegas - Portland-Oregon from 108 $
- Flight Kansas City - Portland-Oregon from 288 $
- Flight Denver - Portland-Oregon from 109 $
- Flight Seattle-Tacoma - Portland-Oregon from 159 $
- Flight Dallas - Portland-Oregon from 164 $
- Flight Oakland - Portland-Oregon from 127 $
Flight destinations with a similar price
- Flight Portland-Oregon - Munich from 731 $
- Flight Portland-Oregon - Stuttgart from 780 $
- Flight Portland-Oregon - Frankfurt from 581 $
- Flight Portland-Oregon - Hannover from 748 $
- Flight Portland-Oregon - Amsterdam from 467 $
Flight destinations with a similar price
- Flight Chicago - Seattle-Tacoma from 198 $
- Flight Chicago - San Juan (Puerto Rico) from 197 $