| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Chicago Portland-Oregon | Outbound 09/04/25 1 Stopover (SEA) HA6301, HA6827 08h 04min | Return 09/28/25 direct HA6374 04h 00min |  Hawaiian Airlines |  | ? | $176 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 |  Alaska Airlines |  | ? | $200 | |
| Chicago Portland-Oregon | Outbound 09/04/25 1 Stopover (SEA) AS0942, AS1017 08h 04min | Return 09/28/25 direct AS0376 04h 00min | Alaska Airlines |  | ? | $181 found 3 days ago | |
| Chicago Portland-Oregon | Outbound 06/07/25 direct AS0325 04h 26min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2186 09h 33min | Alaska Airlines |  | $183 | ||
| Chicago Portland-Oregon | Outbound 06/07/25 direct HA6293 04h 26min | Return 06/23/25 1 Stopover (LAS) NK2099, NK2186 09h 33min | Hawaiian Airlines |  | $189 | ||
| Chicago Portland-Oregon | Outbound 09/04/25 1 Stopover (SEA) AS0942, AS1017 08h 04min | Return 09/28/25 direct AS0376 04h 00min | Alaska Airlines | | ? | $191 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 |  Frontier Airlines |  | $192 | ||
| Chicago Portland-Oregon | Outbound 09/04/25 1 Stopover (SEA) AS0942, AS1017 08h 04min | Return 09/28/25 direct AS0376 04h 00min | Alaska Airlines | | $192 found 3 days ago | ||
| Chicago Portland-Oregon | Outbound 09/04/25 1 Stopover (SEA) HA6301, HA6827 08h 04min | Return 09/28/25 direct AS0376 04h 00min | Hawaiian Airlines | | $192 found 3 days ago | ||
| Chicago Portland-Oregon | Outbound 06/18/25 direct AS0413 04h 25min | Return 07/15/25 direct AS0376 04h 04min | Alaska Airlines | | ? | $202 |
Stops
- Direct flight
Airline
- Alaska Airlines
- Hawaiian Airlines
- Spirit Airlines
- United 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 | $ 175,80 |
|---|---|
| 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 $ 160
- Flight Chicago - Los Angeles from $ 114
- Flight Chicago - Miami from $ 146
- Flight Chicago - San Francisco from $ 218
- Flight Chicago - Tampa from $ 117
- Flight Chicago - Denver from $ 134
- Flight Chicago - Orlando from $ 99
- Flight Chicago - New Orleans from $ 139
- Flight Chicago - Boston from $ 120
Alternative flights to Portland-Oregon
- Flight Los Angeles - Portland-Oregon from $ 138
- Flight San Francisco - Portland-Oregon from $ 134
- Flight Atlanta - Portland-Oregon from $ 208
- Flight Las Vegas - Portland-Oregon from $ 118
- Flight Kansas City - Portland-Oregon from $ 283
- Flight Denver - Portland-Oregon from $ 143
- Flight Seattle-Tacoma - Portland-Oregon from $ 159
- Flight Dallas - Portland-Oregon from $ 179
- Flight Oakland - Portland-Oregon from $ 178
Flight destinations with a similar price
- Flight Portland-Oregon - Frankfurt from $ 647
- Flight Portland-Oregon - Munich from $ 747
- Flight Portland-Oregon - Stuttgart from $ 836
- Flight Portland-Oregon - Hannover from $ 751
- Flight Portland-Oregon - Amsterdam from $ 467
Flight destinations with a similar price
- Flight Chicago - Las Vegas from $ 160
- Flight Chicago - Seattle-Tacoma from $ 178
- Flight Chicago - San Diego from $ 193
- Flight Chicago - St. Louis from $ 166
- Flight Chicago - Toronto from $ 174