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 $77. 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 $ 77 – the departure date for this flight is 06 January 2022.

Sort by: Departure dateCheap flightsFast flightsDirect flights
02.12.2021 Thursday
from $ 83 Kiwi.com
Economy Found today
1 Stopover 13 hours 51 min
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04.12.2021 Saturday
from $ 115 Kiwi.com
Economy Found today
1 Stopover 7 hours 20 min
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13.12.2021 Monday
from $ 129 Kiwi.com
Economy Found today
2 Stopovers 22 hours 29 min
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13.12.2021 Monday
from $ 131 Kiwi.com
Economy Found today
Nonstop 4 hours 40 min
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05.12.2021 Sunday
from $ 131 Kiwi.com
Economy Found today
1 Stopover 12 hours 25 min
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13.12.2021 Monday
from $ 137 SmartFares
Economy Found today
1 Stopover 27 hours 8 min
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05.12.2021 Sunday
from $ 148 Kiwi.com
Economy Found today
Nonstop 4 hours 40 min
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03.12.2021 Friday
from $ 148 Kiwi.com
Economy Found today
Nonstop 4 hours 40 min
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03.12.2021 Friday
from $ 151 Kiwi.com
Economy Found today
2 Stopovers 25 hours 0 min
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03.12.2021 Friday
from $ 155 Kiwi.com
Economy Found today
1 Stopover 15 hours 34 min
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04.12.2021 Saturday
from $ 157 SuperSaver
Economy Found today
2 Stopovers 15 hours 37 min
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04.12.2021 Saturday
from $ 158 Kiwi.com
Economy Found today
Nonstop 4 hours 40 min
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02.12.2021 Thursday
from $ 165 Kiwi.com
Economy Found today
2 Stopovers 15 hours 37 min
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13.12.2021 Monday
from $ 167 SmartFares
Economy Found today
3 Stopovers 21 hours 31 min
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04.12.2021 Saturday
from $ 170 SuperSaver
Economy Found today
3 Stopovers 26 hours 2 min
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20.12.2021 Monday
from $ 181 Kiwi.com
Economy Found 2021-11-23
1 Stopover 21 hours 9 min
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05.12.2021 Sunday
from $ 186 KupiBilet.ru
Economy Found today
2 Stopovers 31 hours 21 min
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02.12.2021 Thursday
from $ 191 SmartFares
Economy Found today
3 Stopovers 33 hours 9 min
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03.12.2021 Friday
from $ 194 KupiBilet.ru
Economy Found today
3 Stopovers 17 hours 0 min
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05.12.2021 Sunday
from $ 212 Mytrip.com
Economy Found today
3 Stopovers 30 hours 37 min
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20.12.2021 Monday
from $ 221 Kiwi.com
Economy Found 2021-11-23
2 Stopovers 13 hours 37 min
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02.12.2021 Thursday
from $ 228 Kiwi.com
Economy Found today
Nonstop 4 hours 42 min
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20.12.2021 Monday
from $ 345 SmartFares
Economy Found 2021-11-23
3 Stopovers 32 hours 15 min
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27.12.2021 Monday
from $ 380 Kiwi.com
Economy Found 2021-11-23
2 Stopovers 25 hours 50 min
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27.12.2021 Monday
from $ 385 Gotogate
Economy Found 2021-11-23
1 Stopover 12 hours 50 min
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20.12.2021 Monday
from $ 406 Wingie
Economy Found 2021-11-23
Nonstop 4 hours 40 min
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27.12.2021 Monday
from $ 495 SmartFares
Economy Found 2021-11-23
3 Stopovers 28 hours 30 min
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27.12.2021 Monday
from $ 495 Trip.com
Economy Found 2021-11-23
Nonstop 4 hours 33 min
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*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 $ 173, the flight dates are: there on 09 January 2022 year and back on 11 January 2022 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 9413 Evening flight
Departure 09.01.22 20:32, Su
1 Stopover Trip 2 days
Return 12.01.22 03:28, We
United Airlines UA 2439 Night flight
Departure 07.03.22 02:12, Mo
1 Stopover Trip 10 days
Return 17.03.22 02:39, Th
United Airlines UA 634 Day flight
Departure 12.12.21 13:20, Su
1 Stopover Trip 2 days
Return 14.12.21 08:54, Tu
United Airlines UA 2280 Day flight
Departure 10.06.22 12:15, Fr
1 Stopover Trip 4 days
Return 14.06.22 07:39, Tu
Sun Country Airlines SY 262 Night flight
Departure 27.11.21 00:15, Sa
1 Stopover Trip 6 days
Return 03.12.21 08:59, Fr
Alaska Airlines AS 3456 Day flight
Departure 01.12.21 12:40, We
1 Stopover Trip 7 days
Return 08.12.21 08:54, We
United Airlines UA 2483 Day flight
Departure 05.06.22 14:15, Su
Direct Trip 6 days
Return 11.06.22 21:15, Sa
Allegiant Air G4 50 Evening flight
Departure 23.12.21 19:03, Th
2 Stopovers Trip 10 days
Return 03.01.22 04:15, Mo
Frontier Airlines F9 411 Evening flight
Departure 22.12.21 18:13, We
1 Stopover Trip 5 days
Return 27.12.21 08:59, Mo
Frontier Airlines F9 1419 Night flight
Departure 31.12.21 01:30, Fr
1 Stopover Trip 7 days
Return 07.01.22 08:59, Fr
Frontier Airlines F9 1419 Night flight
Departure 29.12.21 02:30, We
1 Stopover Trip 8 days
Return 05.01.22 21:52, We
*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 9 flights every day, from 4hours 23min. Local departure and arrival times are indicated.
06:2508:57
Alaska Airlines AS3456 Alaska Airlines AS3456
ORD → PDX
Mo Tu We Th Fr Sa Su
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06:5013:30
Southwest Airlines WN2990 Southwest Airlines WN2990
MDW → PDX
- - - - - Sa -
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07:1509:38
United Airlines UA2280 United Airlines UA2280
ORD → PDX
Mo Tu We Th Fr Sa Su
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08:1510:40
American Airlines AA1848 American Airlines AA1848
ORD → PDX
Mo Tu We Th Fr - Su
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08:2010:50
Southwest Airlines WN849 Southwest Airlines WN849
MDW → PDX
- - - - - Sa -
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08:5011:20
Southwest Airlines WN443 Southwest Airlines WN443
MDW → PDX
Mo Tu We Th Fr - -
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09:1011:47
United Airlines UA2226 United Airlines UA2226
ORD → PDX
Mo Tu We Th Fr Sa Su
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15:5020:10
Southwest Airlines WN107 Southwest Airlines WN107
ORD → PDX
Mo Tu We Th Fr - -
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15:5018:22
United Airlines UA1508 United Airlines UA1508
ORD → PDX
Mo Tu We Th Fr Sa Su
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17:1519:40
Southwest Airlines WN4117 Southwest Airlines WN4117
MDW → PDX
- - - - - - Su
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18:5521:20
Southwest Airlines WN3102 Southwest Airlines WN3102
MDW → PDX
- - - - - Sa -
Check price
19:2521:56
American Airlines AA670 American Airlines AA670
ORD → PDX
Mo Tu We Th Fr - Su
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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 $ 48
14 December 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 $ 43
11 December 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 $ 27
02 December 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 $ 61
05 January 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 $ 53
01 December 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 $ 64
07 December 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 $ 61
05 January 2022
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 $ 122
22 June 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 $ 77
06 January 2022
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 $ 65
11 December 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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