Airfare Deals Chicago to Portland

On HolidayPrice.com you will find 4 direct and 2 connecting flights from Chicago to Portland at a price of from $136. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - PDX flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Chicago to Portland (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Portland.

One way flight from Chicago to Portland

Below are the prices of tickets for direct one-way flights from Chicago to Portland. The cheapest flight from Chicago to Portland starts from $ 136 – the departure date for this flight is 31 August 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
27.08.2021 Friday
from $ 198 Kiwi.com
Economy Found yesterday
1 Stopover 22 hours 27 min
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19.08.2021 Thursday
from $ 238 Trip.com
Economy Found 2021-07-17
1 Stopover 12 hours 48 min
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18.08.2021 Wednesday
from $ 247 Kiwi.com
Economy Found 2021-07-21
1 Stopover 25 hours 2 min
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18.08.2021 Wednesday
from $ 279 Thefaremasters.com
Economy Found 2021-07-17
Nonstop 8 hours 48 min
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17.08.2021 Tuesday
from $ 285 Kiwi.com
Economy Found yesterday
1 Stopover 25 hours 33 min
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04.08.2021 Wednesday
from $ 290 FlyFar
Economy Found 2021-07-20
1 Stopover 22 hours 32 min
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03.08.2021 Tuesday
from $ 300 Kiwi.com
Economy Found 2021-07-20
1 Stopover 23 hours 25 min
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20.08.2021 Friday
from $ 322 Thefaremasters.com
Economy Found 2021-07-21
Nonstop 8 hours 48 min
Find Flights
19.08.2021 Thursday
from $ 327 Thefaremasters.com
Economy Found yesterday
Nonstop 8 hours 48 min
Find Flights
03.08.2021 Tuesday
from $ 338 Kiwi.com
Economy Found yesterday
1 Stopover 28 hours 14 min
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05.08.2021 Thursday
from $ 351 Trip.com
Economy Found 2021-07-21
1 Stopover 12 hours 47 min
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02.08.2021 Monday
from $ 377 Trip.com
Economy Found 2021-07-19
1 Stopover 12 hours 47 min
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01.08.2021 Sunday
from $ 377 Kiwi.com
Economy Found 2021-07-18
1 Stopover 25 hours 40 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Portland

You can buy a round-trip ticket from Chicago to Portland (United States) and back using the table below. The best offer starts from $ 198, the flight dates are: there on 27 August 2021 year and back on 30 August 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 245 Night flight
Departure 28.08.21 02:45, Sa
1 Stopover Trip 3 days
Return 31.08.21 03:05, Tu
Alaska Airlines AS 669 Night flight
Departure 20.08.21 00:55, Fr
1 Stopover Trip 4 days
Return 24.08.21 03:05, Tu
Alaska Airlines AS 329 Day flight
Departure 01.09.21 14:15, We
1 Stopover Trip 3 days
Return 04.09.21 16:20, Sa
United Airlines UA 407 Evening flight
Departure 13.10.21 19:40, We
1 Stopover Trip 5 days
Return 19.10.21 06:56, Tu
Spirit Airlines NK 245 Night flight
Departure 19.08.21 02:45, Th
1 Stopover Trip 5 days
Return 24.08.21 03:05, Tu
Alaska Airlines AS 669 Night flight
Departure 02.11.21 01:05, Tu
1 Stopover Trip 3 days
Return 04.11.21 17:45, Th
Spirit Airlines NK 245 Night flight
Departure 04.09.21 02:45, Sa
1 Stopover Trip 2 days
Return 06.09.21 06:40, Mo
Alaska Airlines AS 669 Night flight
Departure 15.10.21 01:05, Fr
Direct Trip 5 days
Return 20.10.21 06:25, We
United Airlines UA 2226 Day flight
Departure 29.09.21 14:10, We
1 Stopover Trip 11 days
Return 11.10.21 00:40, Mo
United Airlines UA 1599 Night flight
Departure 25.10.21 01:05, Mo
Direct Trip 3 days
Return 27.10.21 14:15, We
Alaska Airlines AS 3456 Day flight
Departure 06.09.21 12:00, Mo
1 Stopover Trip 2 days
Return 08.09.21 02:18, We
Frontier Airlines F9 1419 Night flight
Departure 11.09.21 01:02, Sa
1 Stopover Trip 2 days
Return 13.09.21 01:29, Mo
Frontier Airlines F9 1421 Day flight
Departure 09.09.21 12:02, Th
1 Stopover Trip 10 days
Return 19.09.21 17:45, Su
Spirit Airlines NK 245 Night flight
Departure 18.08.21 02:30, We
1 Stopover Trip 5 days
Return 22.08.21 17:08, Su
Spirit Airlines NK 1234 Day flight
Departure 04.08.21 13:50, We
1 Stopover Trip 3 days
Return 08.08.21 01:16, Su
Spirit Airlines NK 1234 Day flight
Departure 27.07.21 13:50, Tu
1 Stopover Trip 21 day
Return 17.08.21 03:05, Tu
Frontier Airlines F9 1419 Night flight
Departure 04.08.21 01:02, We
1 Stopover Trip 2 days
Return 06.08.21 03:05, Fr
Alaska Airlines AS 669 Night flight
Departure 21.08.21 00:55, Sa
Direct Trip 2 days
Return 23.08.21 06:55, Mo
Frontier Airlines F9 411 Day flight
Departure 25.07.21 13:25, Su
1 Stopover Trip 6 days
Return 31.07.21 07:35, Sa
American Airlines AA 1848 Day flight
Departure 05.08.21 13:15, Th
1 Stopover Trip 4 days
Return 09.08.21 03:05, Mo
Frontier Airlines F9 1419 Night flight
Departure 29.07.21 01:02, Th
1 Stopover Trip 5 days
Return 03.08.21 06:40, Tu
Southwest Airlines WN 765 Evening flight
Departure 26.07.21 23:15, Mo
1 Stopover Trip 4 days
Return 31.07.21 06:55, Sa
American Airlines AA 1848 Day flight
Departure 02.08.21 13:15, Mo
1 Stopover Trip 7 days
Return 09.08.21 03:05, Mo
Frontier Airlines F9 411 Day flight
Departure 01.08.21 13:25, Su
1 Stopover Trip 4 days
Return 05.08.21 03:05, Th
American Airlines AA 1848 Day flight
Departure 23.07.21 13:15, Fr
Direct Trip 3 days
Return 26.07.21 06:50, Mo
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Chicago to Portland 2021

The current flight schedule for the route from Chicago to Portland for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 7 flights every day, from 4hours 15min. Local departure and arrival times are indicated.
07:0009:30
Alaska Airlines AS3456 Alaska Airlines AS3456
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
08:1510:30
Southwest Airlines WN5334 Southwest Airlines WN5334
MDW → PDX
- - - - - Sa -
Check price
09:1011:25
Southwest Airlines WN1464 Southwest Airlines WN1464
MDW → PDX
Mo - - Th Fr - -
Check price
09:1511:30
Southwest Airlines WN4746 Southwest Airlines WN4746
MDW → PDX
- Tu We - - - -
Check price
11:0516:55
Southwest Airlines WN967 Southwest Airlines WN967
MDW → PDX
- Tu We - - - -
Check price
12:5521:30
Southwest Airlines WN4456 Southwest Airlines WN4456
MDW → PDX
- - - - - Sa -
Check price
15:4518:05
United Airlines UA1186 United Airlines UA1186
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
16:5023:45
Southwest Airlines WN4395 Southwest Airlines WN4395
MDW → PDX
- - - - - - Su
Check price
16:5019:05
Southwest Airlines WN2877 Southwest Airlines WN2877
MDW → PDX
- - - - - - Su
Check price
19:0521:20
Southwest Airlines WN3835 Southwest Airlines WN3835
MDW → PDX
- - - - - Sa -
Check price
19:3022:00
American Airlines AA1853 American Airlines AA1853
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
19:3522:08
United Airlines UA2439 United Airlines UA2439
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Portland from Chicago takes 04:17 minutes (excluding transfers). The distance between Chicago and Portland is 1746 miles (2811 kilometers). Planes depart from Chicago between 00:00 and 23:55. The fastest flight from the company Southwest Airlines with flight number WN 478. Flies for just 04:10 minutes with departure from Chicago Midway and arrival in Portland International Jetport.

time

Average flight time

04:17 min

distance

Distance

1746 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:55

Airplane

The fastest flight

04:10

Airlines

Direct flight

There are 4 airlines that fly directly from Chicago to Portland. The most popular company carrying out non-stop flights is United Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Portland can be bought from 2 airlines:

  • United Airlines: San Francisco, Long Beach, Seattle
  • American Airlines: Long Beach

*Transit cities

Airports

Airports serving the air communication between Chicago and Portland. You can fly to Portland from 2 Chicago airports. Planes arrive at 1 airport in Portland.

Chicago airports:

O'Hare  ~ 25 km* from $ 62Chicago Midway  ~ 14 km* from $ 95

Portland airports:

Portland International Jetport  ~ 4070 km* from $ 71

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Portland on board of 4 airlines that utilize 8 aircraft models.

  • Airbus A319
  • Airbus A320
  • Boeing 737
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Boeing 757-300
  • Embraer EMB 175

Connecting cities

The list of cities on transfer flights to Portland from Chicago. The best options are to fly through: San Francisco, Long Beach, Seattle.

Cheap airline tickets from Chicago to United States

Here is a list of flights from Chicago to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Chicago - New York AA 2382 American Airlines Boeing 737-800
01:13 O'Hare
in a way 1 hours 47 min Direct
03:00 Newark Liberty
Flights
from $ 40
31 August 2021
Chicago - Los Angeles AA 2744 American Airlines Airbus A321
20:03 O'Hare
in a way 3 hours 57 min Direct
00:00 Los Angeles
Flights
from $ 52
10 September 2021
Chicago - Miami WN 1909 Southwest Airlines Boeing 737-700
13:40 Chicago Midway
in a way 2 hours 55 min Direct
16:35 Fort Lauderdale Executive Airport
Flights
from $ 21
29 August 2021
Chicago - San Francisco AA 1312 American Airlines Boeing 737-800
17:55 O'Hare
in a way 4 hours 5 min Direct
22:00 Norman Y. Mineta San Jose
Flights
from $ 87
14 September 2021
Chicago - Boston UA 1420 United Airlines Airbus A320
17:05 O'Hare
in a way 1 hours 55 min Direct
19:00 Boston RT128 Railway
Flights
from $ 68
28 September 2021

All flights from Chicago

Flights from United States to Portland

Here are the cheapest flight bookings from United States to Portland made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Portland UA 2415 United Airlines Boeing 737-800
16:45 Newark Liberty
in a way 5 hours 46 min Direct
22:31 Portland International Jetport
Flights
from $ 108
17 November 2021
Los Angeles - Portland DL 69 Delta Air Lines Boeing 717-200
16:00 Los Angeles
in a way 2 hours 0 min Direct
18:00 Portland International Jetport
Flights
from $ 79
31 July 2021
Miami - Portland WN 5371 Southwest Airlines Boeing 737-700
00:05 Fort Lauderdale Executive Airport
in a way 8 hours 0 min Direct
08:05 Portland International Jetport
Flights
from $ 147
31 July 2021
Chicago - Portland WN 478 Southwest Airlines Boeing 737-800
03:25 Chicago Midway
in a way 4 hours 10 min Direct
07:35 Portland International Jetport
Flights
from $ 136
31 August 2021
San Francisco - Portland UA 1178 United Airlines Boeing 737-800
18:34 San Francisco
in a way 1 hours 26 min Direct
20:00 Portland International Jetport
Flights
from $ 145
31 July 2021

All flights to Portland

Tips for buying a ticket

Chicago – Portland – Chicago round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Chicago to Portland
Portland city

To start searching for tickets, Specify dates.

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