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 $82. 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 $82 – the departure date for this flight is 05 January 2023.

Sort by: Departure dateCheap flightsFast flightsDirect flights
14.01.2023 Saturday
from $78 Travomint
Economy Found 2022-11-30
Nonstop 4 hours 40 min
Find Flights
14.01.2023 Saturday
from $88 Trip.com
Economy Found 2022-11-30
1 Stopover 23 hours 32 min
Find Flights
14.01.2023 Saturday
from $129 SmartFares
Economy Found 2022-11-30
2 Stopovers 28 hours 8 min
Find Flights
03.01.2023 Tuesday
from $136 Trip.com
Economy Found 2022-11-27
2 Stopovers 36 hours 48 min
Find Flights
03.01.2023 Tuesday
from $159 Trip.com
Economy Found 2022-11-27
1 Stopover 21 hours 9 min
Find Flights
03.01.2023 Tuesday
from $191 Farehuts
Economy Found 2022-11-27
Nonstop 4 hours 43 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 $165, the flight dates are: there on 30 November 2022 year and back on 07 December 2022 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 2115 Night flight
Departure 07.12.22 04:46, We
1 Stopover Trip 2 days
Return 08.12.22 16:50, Th
Frontier Airlines F9 881 Night flight
Departure 11.12.22 03:28, Su
1 Stopover Trip 2 days
Return 13.12.22 06:07, Tu
Frontier Airlines F9 2115 Evening flight
Departure 24.01.23 18:29, Tu
1 Stopover Trip 6 days
Return 31.01.23 06:25, Tu
Frontier Airlines F9 2115 Evening flight
Departure 10.01.23 18:29, Tu
1 Stopover Trip 3 days
Return 14.01.23 05:53, Sa
Frontier Airlines F9 2115 Evening flight
Departure 17.01.23 18:29, Tu
1 Stopover Trip 3 days
Return 21.01.23 05:53, Sa
Frontier Airlines F9 2115 Evening flight
Departure 26.01.23 18:29, Th
1 Stopover Trip 3 days
Return 30.01.23 03:30, Mo
Frontier Airlines F9 879 Night flight
Departure 06.12.22 04:27, Tu
1 Stopover Trip 2 days
Return 08.12.22 06:07, Th
Frontier Airlines F9 2115 Evening flight
Departure 19.01.23 18:29, Th
1 Stopover Trip 6 days
Return 26.01.23 06:25, Th
Frontier Airlines F9 879 Night flight
Departure 01.12.22 04:26, Th
1 Stopover Trip 7 days
Return 08.12.22 06:07, Th
Frontier Airlines F9 879 Night flight
Departure 15.12.22 04:26, Th
1 Stopover Trip 2 days
Return 17.12.22 06:07, Sa
Frontier Airlines F9 2115 Evening flight
Departure 08.01.23 18:29, Su
1 Stopover Trip 5 days
Return 14.01.23 06:25, Sa
Frontier Airlines F9 2115 Evening flight
Departure 22.01.23 18:29, Su
1 Stopover Trip 6 days
Return 29.01.23 06:25, Su
Frontier Airlines F9 2115 Evening flight
Departure 15.01.23 18:29, Su
1 Stopover Trip 6 days
Return 22.01.23 06:25, Su
Frontier Airlines F9 879 Night flight
Departure 13.12.22 04:27, Tu
1 Stopover Trip 2 days
Return 15.12.22 06:07, Th
Frontier Airlines F9 2115 Evening flight
Departure 05.02.23 18:29, Su
1 Stopover Trip 3 days
Return 09.02.23 06:25, Th
Frontier Airlines F9 879 Night flight
Departure 10.12.22 04:26, Sa
1 Stopover Trip 3 days
Return 13.12.22 06:07, Tu
Frontier Airlines F9 879 Night flight
Departure 03.12.22 04:28, Sa
1 Stopover Trip 2 days
Return 04.12.22 20:37, Su
Frontier Airlines F9 2115 Evening flight
Departure 12.01.23 18:29, Th
1 Stopover Trip 4 days
Return 17.01.23 06:25, Tu
Frontier Airlines F9 2115 Evening flight
Departure 05.01.23 18:29, Th
1 Stopover Trip 6 days
Return 12.01.23 06:25, Th
Frontier Airlines F9 2115 Evening flight
Departure 02.02.23 18:29, Th
1 Stopover Trip 4 days
Return 07.02.23 06:25, Tu
Delta Air Lines DL 1189 Evening flight
Departure 06.02.23 20:10, Mo
1 Stopover Trip 5 days
Return 11.02.23 15:10, Sa
Frontier Airlines F9 1421 Night flight
Departure 15.01.23 04:40, Su
1 Stopover Trip 2 days
Return 17.01.23 02:40, Tu
Frontier Airlines F9 1421 Night flight
Departure 05.02.23 04:40, Su
1 Stopover Trip 5 days
Return 10.02.23 03:30, Fr
United Airlines UA 2483 Day flight
Departure 18.01.23 15:05, We
Direct Trip 6 days
Return 24.01.23 14:45, Tu
United Airlines UA 1698 Evening flight
Departure 20.01.23 21:44, Fr
Direct Trip 2 days
Return 23.01.23 07:59, Mo
United Airlines UA 1698 Evening flight
Departure 08.02.23 21:44, We
Direct Trip 10 hours
Return 09.02.23 07:59, Th
United Airlines UA 2483 Day flight
Departure 25.01.23 15:05, We
Direct Trip 5 days
Return 30.01.23 07:59, Mo
Alaska Airlines AS 523 Day flight
Departure 17.02.23 13:00, Fr
Direct Trip 4 days
Return 21.02.23 15:15, Tu
United Airlines UA 2483 Day flight
Departure 01.02.23 15:05, We
Direct Trip 4 days
Return 05.02.23 07:59, Su
Alaska Airlines AS 523 Day flight
Departure 16.02.23 13:00, Th
Direct Trip 3 days
Return 19.02.23 08:30, Su
Alaska Airlines AS 325 Evening flight
Departure 15.02.23 19:05, We
Direct Trip 6 days
Return 21.02.23 15:15, Tu
Alaska Airlines AS 325 Evening flight
Departure 02.03.23 19:05, Th
Direct Trip 4 days
Return 06.03.23 08:30, Mo
Alaska Airlines AS 523 Day flight
Departure 01.03.23 13:00, We
Direct Trip 3 days
Return 04.03.23 15:15, Sa
United Airlines UA 1698 Evening flight
Departure 04.03.23 22:05, Sa
Direct Trip 4 days
Return 09.03.23 07:10, Th
United Airlines UA 2483 Day flight
Departure 11.01.23 15:05, We
Direct Trip 4 days
Return 15.01.23 07:59, Su
Frontier Airlines F9 1421 Night flight
Departure 12.02.23 04:40, Su
1 Stopover Trip 4 days
Return 16.02.23 06:25, Th
Frontier Airlines F9 1421 Night flight
Departure 22.01.23 04:40, Su
1 Stopover Trip 1 day
Return 23.01.23 03:30, Mo
Alaska Airlines AS 325 Evening flight
Departure 23.01.23 19:05, Mo
Direct Trip 4 days
Return 27.01.23 15:00, Fr
Alaska Airlines AS 523 Day flight
Departure 21.02.23 13:00, Tu
Direct Trip 7 days
Return 28.02.23 15:15, Tu
Alaska Airlines AS 325 Evening flight
Departure 10.02.23 19:05, Fr
Direct Trip 2 days
Return 12.02.23 15:00, Su
Alaska Airlines AS 523 Day flight
Departure 20.02.23 13:00, Mo
Direct Trip 7 days
Return 27.02.23 08:30, Mo
Alaska Airlines AS 325 Evening flight
Departure 07.02.23 19:05, Tu
Direct Trip 6 days
Return 13.02.23 15:00, Mo
Alaska Airlines AS 325 Evening flight
Departure 23.02.23 19:05, Th
Direct Trip 7 days
Return 02.03.23 08:30, Th
Alaska Airlines AS 325 Evening flight
Departure 03.02.23 19:05, Fr
Direct Trip 7 days
Return 10.02.23 15:00, Fr
Alaska Airlines AS 523 Day flight
Departure 18.02.23 13:00, Sa
Direct Trip 2 days
Return 20.02.23 08:30, Mo
Alaska Airlines AS 325 Evening flight
Departure 09.02.23 19:05, Th
Direct Trip 7 days
Return 16.02.23 08:30, Th
Alaska Airlines AS 523 Day flight
Departure 25.02.23 13:00, Sa
Direct Trip 7 days
Return 04.03.23 15:15, Sa
Alaska Airlines AS 325 Evening flight
Departure 24.02.23 19:05, Fr
Direct Trip 2 days
Return 26.02.23 08:30, Su
Alaska Airlines AS 523 Day flight
Departure 27.02.23 13:00, Mo
Direct Trip 7 days
Return 06.03.23 08:30, Mo
Alaska Airlines AS 523 Day flight
Departure 26.02.23 13:00, Su
Direct Trip 7 days
Return 05.03.23 08:30, Su
Alaska Airlines AS 325 Evening flight
Departure 28.02.23 19:05, Tu
Direct Trip 7 days
Return 07.03.23 08:30, Tu
Alaska Airlines AS 325 Evening flight
Departure 14.02.23 19:05, Tu
Direct Trip 7 days
Return 21.02.23 15:15, Tu
Alaska Airlines AS 325 Evening flight
Departure 13.02.23 19:05, Mo
Direct Trip 7 days
Return 20.02.23 08:30, Mo
Alaska Airlines AS 325 Evening flight
Departure 12.02.23 17:15, Su
Direct Trip 7 days
Return 19.02.23 08:30, Su
Alaska Airlines AS 325 Evening flight
Departure 22.02.23 19:05, We
Direct Trip 7 days
Return 01.03.23 15:15, We
Alaska Airlines AS 523 Day flight
Departure 19.02.23 13:00, Su
Direct Trip 7 days
Return 26.02.23 08:30, Su
Alaska Airlines AS 325 Evening flight
Departure 30.01.23 19:05, Mo
Direct Trip 7 days
Return 06.02.23 15:00, Mo
Alaska Airlines AS 325 Evening flight
Departure 31.01.23 19:05, Tu
Direct Trip 7 days
Return 07.02.23 15:00, Tu
Alaska Airlines AS 325 Evening flight
Departure 29.01.23 17:15, Su
Direct Trip 7 days
Return 05.02.23 15:00, Su
Alaska Airlines AS 325 Day flight
Departure 28.01.23 14:00, Sa
Direct Trip 7 days
Return 04.02.23 15:00, Sa
United Airlines UA 2483 Day flight
Departure 27.01.23 15:05, Fr
Direct Trip 4 days
Return 31.01.23 07:59, Tu
Alaska Airlines AS 325 Evening flight
Departure 03.03.23 19:05, Fr
Direct Trip 2 days
Return 05.03.23 08:30, Su
Spirit Airlines NK 759 Night flight
Departure 14.01.23 04:43, Sa
1 Stopover Trip 3 days
Return 17.01.23 05:53, Tu
Frontier Airlines F9 879 Night flight
Departure 08.12.22 04:26, Th
1 Stopover Trip 23 days
Return 31.12.22 06:07, Sa
Frontier Airlines F9 2115 Evening flight
Departure 04.01.23 18:29, We
1 Stopover Trip 24 days
Return 29.01.23 06:25, Su
United Airlines UA 1698 Evening flight
Departure 09.01.23 21:44, Mo
Direct Trip 6 days
Return 15.01.23 14:45, Su
Delta Air Lines DL 2056 Evening flight
Departure 16.01.23 20:10, Mo
1 Stopover Trip 1 day
Return 17.01.23 14:00, Tu
Spirit Airlines NK 759 Evening flight
Departure 25.12.22 22:25, Su
1 Stopover Trip 5 days
Return 30.12.22 18:55, Fr
Spirit Airlines NK 759 Evening flight
Departure 20.12.22 22:25, Tu
1 Stopover Trip 16 days
Return 06.01.23 03:27, Fr
United Airlines UA 2483 Day flight
Departure 13.12.22 15:07, Tu
1 Stopover Trip 1 day
Return 14.12.22 16:17, We
Frontier Airlines F9 881 Night flight
Departure 17.12.22 03:59, Sa
1 Stopover Trip 5 days
Return 22.12.22 06:07, Th
Frontier Airlines F9 2115 Night flight
Departure 16.12.22 04:54, Fr
1 Stopover Trip 6 days
Return 22.12.22 06:07, Th
United Airlines UA 1698 Evening flight
Departure 06.01.23 21:44, Fr
Direct Trip 12 days
Return 18.01.23 14:45, We
United Airlines UA 1698 Evening flight
Departure 07.01.23 21:44, Sa
Direct Trip 7 days
Return 15.01.23 07:59, Su
Alaska Airlines AS 523 Day flight
Departure 08.03.23 13:00, We
Direct Trip 7 days
Return 15.03.23 14:15, We
United Airlines UA 2489 Evening flight
Departure 03.01.23 23:53, Tu
1 Stopover Trip 7 days
Return 10.01.23 14:45, Tu
Spirit Airlines NK 759 Evening flight
Departure 18.12.22 22:25, Su
1 Stopover Trip 18 days
Return 05.01.23 19:57, Th
Alaska Airlines AS 523 Day flight
Departure 05.03.23 13:00, Su
Direct Trip 6 days
Return 11.03.23 15:15, Sa
Spirit Airlines NK 183 Day flight
Departure 21.12.22 11:25, We
1 Stopover Trip 4 days
Return 25.12.22 05:25, Su
Spirit Airlines NK 759 Evening flight
Departure 26.12.22 22:25, Mo
1 Stopover Trip 7 days
Return 03.01.23 03:27, Tu
Spirit Airlines NK 759 Evening flight
Departure 23.12.22 22:25, Fr
1 Stopover Trip 9 days
Return 01.01.23 18:55, Su
Spirit Airlines NK 759 Evening flight
Departure 22.12.22 22:25, Th
1 Stopover Trip 7 days
Return 30.12.22 03:27, Fr
Alaska Airlines AS 325 Evening flight
Departure 06.03.23 19:05, Mo
Direct Trip 9 days
Return 15.03.23 14:15, We
Alaska Airlines AS 325 Evening flight
Departure 07.03.23 19:05, Tu
Direct Trip 9 days
Return 16.03.23 07:40, Th
Spirit Airlines NK 183 Day flight
Departure 11.12.22 11:25, Su
1 Stopover Trip 14 days
Return 25.12.22 05:25, Su
Spirit Airlines NK 759 Evening flight
Departure 17.12.22 21:09, Sa
1 Stopover Trip 7 days
Return 24.12.22 18:55, Sa
United Airlines UA 380 Evening flight
Departure 28.12.22 18:45, We
Direct Trip 1 day
Return 29.12.22 07:30, Th
United Airlines UA 1698 Evening flight
Departure 19.12.22 21:35, Mo
Direct Trip 10 hours
Return 20.12.22 07:30, Tu
Alaska Airlines AS 669 Evening flight
Departure 02.01.23 19:10, Mo
1 Stopover Trip 8 hours
Return 03.01.23 03:30, Tu
United Airlines UA 2348 Night flight
Departure 10.03.23 01:40, Fr
Direct Trip 5 days
Return 15.03.23 06:10, We
Spirit Airlines NK 759 Evening flight
Departure 24.12.22 21:09, Sa
1 Stopover Trip 7 days
Return 01.01.23 03:27, Su
Spirit Airlines NK 759 Evening flight
Departure 08.12.22 22:25, Th
1 Stopover Trip 1 day
Return 10.12.22 03:27, Sa
Spirit Airlines NK 759 Evening flight
Departure 01.01.23 22:25, Su
1 Stopover Trip 7 days
Return 09.01.23 00:25, Mo
Spirit Airlines NK 759 Evening flight
Departure 31.12.22 21:09, Sa
1 Stopover Trip 7 days
Return 07.01.23 19:57, Sa
Spirit Airlines NK 759 Evening flight
Departure 30.12.22 22:25, Fr
1 Stopover Trip 7 days
Return 07.01.23 03:27, Sa
Spirit Airlines NK 759 Evening flight
Departure 29.12.22 22:25, Th
1 Stopover Trip 2 days
Return 01.01.23 03:27, Su
Spirit Airlines NK 759 Evening flight
Departure 27.12.22 22:25, Tu
1 Stopover Trip 8 days
Return 04.01.23 20:25, We
Spirit Airlines NK 1294 Evening flight
Departure 03.12.22 18:09, Sa
1 Stopover Trip 10 days
Return 14.12.22 05:25, We
Spirit Airlines NK 1294 Evening flight
Departure 04.12.22 18:09, Su
1 Stopover Trip 2 days
Return 06.12.22 20:24, Tu
Delta Air Lines DL 2993 Day flight
Departure 01.12.22 12:00, Th
1 Stopover Trip 30 days
Return 31.12.22 22:13, Sa
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule Chicago to Portland 2022

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 25min. Local departure and arrival times are indicated.
08:3511:00
Southwest Airlines WN1232 Southwest Airlines WN1232
MDW → PDX
Mo Tu We Th Fr - -
Check price
08:5514:49
United Airlines UA2333 United Airlines UA2333
ORD → PDX
Mo Tu We Th Fr - Su
Check price
09:1014:49
United Airlines UA2333 United Airlines UA2333
ORD → PDX
- - - - - Sa -
Check price
09:1711:48
United Airlines UA2483 United Airlines UA2483
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
13:1515:50
Alaska Airlines AS669 Alaska Airlines AS669
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
13:1515:47
United Airlines UA380 United Airlines UA380
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
15:0517:30
Southwest Airlines WN1469 Southwest Airlines WN1469
MDW → PDX
- - - - - Sa -
Check price
15:2517:55
Southwest Airlines WN1469 Southwest Airlines WN1469
MDW → PDX
- - - - - - Su
Check price
15:5022:15
Southwest Airlines WN971 Southwest Airlines WN971
ORD → PDX
Mo Tu We Th Fr - -
Check price
19:5522:27
American Airlines AA1853 American Airlines AA1853
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price
20:0422:39
United Airlines UA560 United Airlines UA560
ORD → PDX
Mo Tu We Th Fr Sa Su
Check price

*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 $60
04 February 2023
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 $62
14 December 2022
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 $27
31 January 2023
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 $94
10 December 2022
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 $84
17 February 2023

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 $132
20 December 2022
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 $82
12 January 2023
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 $167
10 December 2022
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 $82
05 January 2023
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 $67
10 January 2023

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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