| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Chicago Portland-Oregon | Outbound 09/25/25 1 Stopover (DEN) F91483, F92687 20h 12min | Return 10/05/25 1 Stopover (DEN) F91790, F93174 25h 32min |  Frontier Airlines |  | ? | $195 | |
| Best option Chicago Portland-Oregon | Outbound 09/25/25 direct HA6293 04h 30min | Return 10/05/25 direct HA6374 04h 01min |  Hawaiian Airlines |  | ? | $251 | |
| Chicago Portland-Oregon | Outbound 09/25/25 1 Stopover (DEN) F91483, F92687 20h 12min | Return 10/05/25 1 Stopover (DEN) F91790, F93174 25h 32min | Frontier Airlines |  | $197 | ||
| Chicago Portland-Oregon | Outbound 11/09/25 direct AS0413 04h 39min | Return 12/07/25 1 Stopover (SAN) AS1312, AS1493 07h 19min |  Alaska Airlines | | ? | $215 | |
| Chicago Portland-Oregon | Outbound 11/09/25 direct AS0413 04h 39min | Return 12/07/25 1 Stopover (SEA) AS3365, AS0570 07h 29min | Alaska Airlines | | ? | $233 | |
| Chicago Portland-Oregon | Outbound 11/09/25 1 Stopover (DEN) F91483, F92553 07h 56min | Return 12/07/25 1 Stopover (SAN) AS1312, AS1493 07h 19min | Frontier Airlines |  | $234 | ||
| Chicago Portland-Oregon | Outbound 09/25/25 1 Stopover (DEN) F91483, F92687 20h 12min | Return 10/05/25 direct AS0376 04h 01min | Frontier Airlines |  | $243 | ||
| Chicago Portland-Oregon | Outbound 09/25/25 direct AS0325 04h 30min | Return 10/05/25 1 Stopover (MSP) SY1634, SY0261 06h 22min | Alaska Airlines | | $244 | ||
| Chicago Portland-Oregon | Outbound 11/09/25 direct AS0413 04h 39min | Return 12/07/25 1 Stopover (SAN) AS0577, AS1478 09h 37min | Alaska Airlines | | $249 | ||
| Chicago Portland-Oregon | Outbound 09/25/25 direct AS0325 04h 30min | Return 10/05/25 1 Stopover (MSP) SY1634, SY0261 06h 22min | Alaska Airlines |  | ? | $257 |
Stops
- Direct flight
Airline
- Alaska Airlines
- Frontier Airlines
- American Airlines
- United Airlines
- Hawaiian 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 | 194,90 $ |
|---|---|
| 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 106 $
- Flight Chicago - Las Vegas from 110 $
- Flight Chicago - Los Angeles from 91 $
- Flight Chicago - Miami from 98 $
- Flight Chicago - San Francisco from 156 $
- Flight Chicago - Tampa from 56 $
- Flight Chicago - Denver from 101 $
- Flight Chicago - Orlando from 130 $
- Flight Chicago - New Orleans from 103 $
- Flight Chicago - Boston from 195 $
Alternative flights to Portland-Oregon
- Flight Atlanta - Portland-Oregon from 239 $
- Flight Denver - Portland-Oregon from 108 $
- Flight Dallas - Portland-Oregon from 181 $
- Flight Washington-DC - Portland-Oregon from 171 $
- Flight Boston - Portland-Oregon from 284 $
- Flight Washington DC - Portland-Oregon from 290 $
- Flight Chicago O'Hare - Portland-Oregon from 195 $
- Flight Baltimore - Portland-Oregon from 220 $
- Flight Cleveland - Portland-Oregon from 268 $
- Flight Washington DC - Portland-Oregon from 171 $
Flight destinations with a similar price
- Flight Portland-Oregon - Frankfurt from 671 $
Flight destinations with a similar price
- Flight Chicago - Boston from 195 $
- Flight Chicago - Louisville from 192 $
- Flight Chicago - Santa Ana, CA from 191 $
- Flight Chicago - Jacksonville, Florida from 204 $
- Flight Chicago - Appleton from 187 $
- Flight Chicago - Toronto from 197 $