Airfare Deals Portland to Chicago

On HolidayPrice.com you will find 4 direct and 7 connecting flights from Portland to Chicago at a price of from $125. 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 PDX - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Portland to Chicago (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 Chicago.

One way flight from Portland to Chicago

Below are the prices of tickets for direct one-way flights from Portland to Chicago. The cheapest flight from Portland to Chicago starts from $125 – the departure date for this flight is 26 July 2024.

Sort by: Departure dateCheap flightsFast flightsDirect flights
04.05.2024 Saturday
from $56 Farebuddies
Economy Found 2024-04-16
1 Stopover 12 hours 25 min
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11.05.2024 Saturday
from $59
Economy Found 2024-04-19
Nonstop 3 hours 50 min
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14.05.2024 Tuesday
from $63
Economy Found 2 days
1 Stopover 8 hours 39 min
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18.05.2024 Saturday
from $68
Economy Found yesterday
1 Stopover 11 hours 0 min
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13.05.2024 Monday
from $69
Economy Found 2 days
1 Stopover 11 hours 13 min
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09.05.2024 Thursday
from $76
Economy Found 2024-04-19
Nonstop 3 hours 50 min
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08.05.2024 Wednesday
from $84
Economy Found 2024-04-19
1 Stopover 8 hours 39 min
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19.05.2024 Sunday
from $87
Economy Found yesterday
1 Stopover 8 hours 36 min
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16.05.2024 Thursday
from $87
Economy Found yesterday
1 Stopover 8 hours 21 min
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10.05.2024 Friday
from $87
Economy Found yesterday
1 Stopover 8 hours 39 min
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01.05.2024 Wednesday
from $90
Economy Found 2 days
1 Stopover 11 hours 36 min
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04.05.2024 Saturday
from $93 Bookmyairtravel
Economy Found 2024-04-16
Nonstop 4 hours 10 min
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05.05.2024 Sunday
from $93
Economy Found 2024-04-19
1 Stopover 8 hours 6 min
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29.05.2024 Wednesday
from $102
Economy Found 2024-04-19
1 Stopover 13 hours 13 min
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20.05.2024 Monday
from $103
Economy Found yesterday
1 Stopover 8 hours 31 min
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06.05.2024 Monday
from $103
Economy Found 2 days
1 Stopover 8 hours 39 min
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30.05.2024 Thursday
from $104
Economy Found 2024-04-19
1 Stopover 8 hours 36 min
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25.05.2024 Saturday
from $104
Economy Found 2024-04-19
1 Stopover 9 hours 24 min
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02.05.2024 Thursday
from $109
Economy Found 2 days
1 Stopover 12 hours 26 min
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17.05.2024 Friday
from $132
Economy Found yesterday
1 Stopover 9 hours 36 min
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31.05.2024 Friday
from $167
Economy Found yesterday
2 Stopovers 10 hours 13 min
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21.05.2024 Tuesday
from $167
Economy Found 2 days
2 Stopovers 10 hours 13 min
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15.05.2024 Wednesday
from $168
Economy Found 2 days
2 Stopovers 23 hours 23 min
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03.05.2024 Friday
from $194
Economy Found 2024-04-19
Nonstop 4 hours 21 min
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28.05.2024 Tuesday
from $221
Economy Found today
2 Stopovers 25 hours 59 min
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13.05.2024 Monday
from $222
Economy Found 2 days
2 Stopovers 38 hours 58 min
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22.05.2024 Wednesday
from $236
Economy Found yesterday
2 Stopovers 12 hours 33 min
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26.05.2024 Sunday
from $258
Economy Found yesterday
2 Stopovers 23 hours 20 min
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01.05.2024 Wednesday
from $266
Economy Found 2 days
2 Stopovers 10 hours 42 min
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12.05.2024 Sunday
from $278
Economy Found yesterday
2 Stopovers 21 hours 15 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Portland to Chicago

You can buy a round-trip ticket from Portland to Chicago (United States) and back using the table below. The best offer starts from $329, the flight dates are: there on 22 April 2024 year and back on 22 April 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 823 Morning flight
Departure 26.05.24 06:30, Su
Direct Trip 1 day
Return 27.05.24 01:00, Mo
Spirit Airlines NK 823 Morning flight
Departure 21.05.24 06:30, Tu
1 Stopover Trip 8 hours
Return 21.05.24 14:36, Tu
Frontier Airlines F9 3254 Night flight
Departure 05.05.24 01:06, Su
1 Stopover Trip 6 days
Return 10.05.24 23:27, Fr
Spirit Airlines NK 823 Morning flight
Departure 06.06.24 06:53, Th
Direct Trip 7 days
Return 13.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 16.05.24 06:30, Th
Direct Trip 3 days
Return 19.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 12.05.24 06:30, Su
Direct Trip 4 days
Return 16.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 23.05.24 06:30, Th
Direct Trip 3 days
Return 26.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 19.05.24 06:30, Su
Direct Trip 7 days
Return 26.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 02.06.24 06:30, Su
Direct Trip 4 days
Return 06.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 09.05.24 06:30, Th
Direct Trip 3 days
Return 12.05.24 01:00, Su
Frontier Airlines F9 1790 Morning flight
Departure 03.06.24 07:48, Mo
1 Stopover Trip 4 days
Return 07.06.24 03:41, Fr
Frontier Airlines F9 2688 Day flight
Departure 04.06.24 15:07, Tu
1 Stopover Trip 3 days
Return 07.06.24 03:41, Fr
Spirit Airlines NK 823 Morning flight
Departure 18.05.24 06:30, Sa
1 Stopover Trip 6 hours
Return 18.05.24 12:30, Sa
Frontier Airlines F9 4032 Morning flight
Departure 02.05.24 05:09, Th
1 Stopover Trip 3 days
Return 05.05.24 02:29, Su
Spirit Airlines NK 823 Morning flight
Departure 17.05.24 06:30, Fr
Direct Trip 2 days
Return 19.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 28.05.24 06:30, Tu
Direct Trip 2 days
Return 30.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 11.06.24 06:53, Tu
Direct Trip 2 days
Return 13.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 25.05.24 06:30, Sa
Direct Trip 1 day
Return 26.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 13.06.24 06:53, Th
Direct Trip 7 days
Return 20.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 10.05.24 06:30, Fr
Direct Trip 9 days
Return 19.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 13.05.24 06:30, Mo
Direct Trip 3 days
Return 16.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 27.05.24 06:30, Mo
Direct Trip 3 days
Return 30.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 24.05.24 06:30, Fr
Direct Trip 6 days
Return 30.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 11.05.24 06:30, Sa
Direct Trip 1 day
Return 12.05.24 01:00, Su
Spirit Airlines NK 823 Morning flight
Departure 20.05.24 06:30, Mo
Direct Trip 3 days
Return 23.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 09.06.24 06:53, Su
Direct Trip 4 days
Return 13.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 14.05.24 06:30, Tu
Direct Trip 2 days
Return 16.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 07.06.24 06:53, Fr
Direct Trip 6 days
Return 13.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 01.06.24 06:30, Sa
Direct Trip 2 days
Return 03.06.24 01:00, Mo
Spirit Airlines NK 823 Morning flight
Departure 18.07.24 06:56, Th
Direct Trip 7 days
Return 25.07.24 01:26, Th
Frontier Airlines F9 1790 Morning flight
Departure 30.04.24 07:59, Tu
1 Stopover Trip 1 day
Return 30.04.24 23:27, Tu
Spirit Airlines NK 431 Evening flight
Departure 14.05.24 22:57, Tu
1 Stopover Trip 4 days
Return 19.05.24 01:00, Su
Spirit Airlines NK 1722 Day flight
Departure 07.05.24 12:32, Tu
1 Stopover Trip 2 days
Return 09.05.24 01:00, Th
Frontier Airlines F9 1790 Morning flight
Departure 29.04.24 07:59, Mo
1 Stopover Trip 3 days
Return 01.05.24 23:27, We
Spirit Airlines NK 823 Morning flight
Departure 14.06.24 06:53, Fr
Direct Trip 6 days
Return 20.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 08.06.24 06:53, Sa
Direct Trip 5 days
Return 13.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 03.06.24 06:30, Mo
Direct Trip 3 days
Return 06.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 10.06.24 06:53, Mo
Direct Trip 3 days
Return 13.06.24 01:26, Th
Frontier Airlines F9 1790 Morning flight
Departure 02.05.24 07:59, Th
1 Stopover Trip 3 days
Return 05.05.24 02:29, Su
Frontier Airlines F9 4032 Morning flight
Departure 28.04.24 05:17, Su
1 Stopover Trip 7 days
Return 04.05.24 23:27, Sa
Frontier Airlines F9 1790 Morning flight
Departure 23.04.24 07:59, Tu
1 Stopover Trip 2 days
Return 24.04.24 23:27, We
Spirit Airlines NK 823 Morning flight
Departure 20.06.24 06:53, Th
Direct Trip 3 days
Return 23.06.24 01:26, Su
Spirit Airlines NK 823 Morning flight
Departure 17.06.24 06:53, Mo
Direct Trip 3 days
Return 20.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 16.06.24 06:53, Su
Direct Trip 4 days
Return 20.06.24 01:26, Th
Spirit Airlines NK 823 Morning flight
Departure 15.06.24 06:53, Sa
Direct Trip 5 days
Return 20.06.24 01:26, Th
Frontier Airlines F9 4032 Morning flight
Departure 07.05.24 05:16, Tu
1 Stopover Trip 3 days
Return 10.05.24 03:59, Fr
Frontier Airlines F9 2176 Evening flight
Departure 28.04.24 21:50, Su
1 Stopover Trip 3 days
Return 01.05.24 23:27, We
Frontier Airlines F9 2176 Evening flight
Departure 05.05.24 21:50, Su
1 Stopover Trip 3 days
Return 08.05.24 23:27, We
Alaska Airlines AS 340 Morning flight
Departure 17.07.24 06:11, We
Direct Trip 21 day
Return 07.08.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 11.07.24 06:11, Th
Direct Trip 27 days
Return 07.08.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 12.06.24 05:35, We
Direct Trip 3 days
Return 15.06.24 13:00, Sa
Frontier Airlines F9 1790 Morning flight
Departure 24.04.24 07:59, We
1 Stopover Trip 4 days
Return 27.04.24 23:27, Sa
Spirit Airlines NK 431 Night flight
Departure 04.05.24 02:04, Sa
1 Stopover Trip 5 days
Return 09.05.24 01:00, Th
Spirit Airlines NK 823 Morning flight
Departure 21.06.24 06:53, Fr
Direct Trip 3 days
Return 24.06.24 01:26, Mo
Spirit Airlines NK 823 Morning flight
Departure 23.06.24 06:53, Su
Direct Trip 1 day
Return 24.06.24 01:26, Mo
Spirit Airlines NK 823 Morning flight
Departure 18.06.24 06:53, Tu
Direct Trip 5 days
Return 23.06.24 01:26, Su
Spirit Airlines NK 823 Morning flight
Departure 25.06.24 06:53, Tu
Direct Trip 6 days
Return 01.07.24 01:26, Mo
Spirit Airlines NK 823 Morning flight
Departure 13.07.24 06:56, Sa
Direct Trip 4 days
Return 17.07.24 01:26, We
Spirit Airlines NK 823 Morning flight
Departure 27.06.24 06:53, Th
Direct Trip 4 days
Return 01.07.24 01:26, Mo
Spirit Airlines NK 823 Morning flight
Departure 19.07.24 06:56, Fr
Direct Trip 5 days
Return 24.07.24 01:26, We
Spirit Airlines NK 823 Morning flight
Departure 22.06.24 06:53, Sa
Direct Trip 1 day
Return 23.06.24 01:26, Su
Spirit Airlines NK 823 Morning flight
Departure 30.05.24 06:30, Th
1 Stopover Trip 4 days
Return 03.06.24 03:49, Mo
Spirit Airlines NK 823 Morning flight
Departure 31.05.24 06:30, Fr
1 Stopover Trip 3 days
Return 03.06.24 03:49, Mo
Alaska Airlines AS 340 Morning flight
Departure 06.07.24 06:11, Sa
Direct Trip 25 days
Return 31.07.24 13:00, We
Frontier Airlines F9 2688 Day flight
Departure 21.05.24 15:07, Tu
1 Stopover Trip 1 day
Return 22.05.24 23:45, We
Frontier Airlines F9 1790 Morning flight
Departure 26.04.24 07:59, Fr
1 Stopover Trip 5 days
Return 30.04.24 23:27, Tu
Alaska Airlines AS 340 Morning flight
Departure 12.07.24 06:11, Fr
Direct Trip 26 days
Return 07.08.24 13:00, We
Frontier Airlines F9 4032 Morning flight
Departure 23.04.24 05:16, Tu
1 Stopover Trip 8 days
Return 30.04.24 23:27, Tu
Alaska Airlines AS 340 Morning flight
Departure 15.07.24 06:11, Mo
Direct Trip 23 days
Return 07.08.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 16.07.24 06:11, Tu
Direct Trip 22 days
Return 07.08.24 13:00, We
Frontier Airlines F9 4032 Morning flight
Departure 21.04.24 05:17, Su
1 Stopover Trip 7 days
Return 27.04.24 23:27, Sa
Frontier Airlines F9 1790 Morning flight
Departure 28.06.24 07:56, Fr
1 Stopover Trip 4 days
Return 02.07.24 10:51, Tu
United Airlines UA 1774 Evening flight
Departure 04.07.24 21:10, Th
Direct Trip 3 days
Return 07.07.24 12:10, Su
Alaska Airlines AS 340 Morning flight
Departure 29.05.24 05:35, We
1 Stopover Trip 1 day
Return 30.05.24 11:00, Th
Spirit Airlines NK 823 Morning flight
Departure 04.07.24 06:53, Th
Direct Trip 4 days
Return 08.07.24 01:26, Mo
Spirit Airlines NK 823 Morning flight
Departure 21.07.24 06:56, Su
Direct Trip 3 days
Return 24.07.24 01:26, We
Spirit Airlines NK 823 Morning flight
Departure 24.06.24 06:53, Mo
Direct Trip 1 day
Return 25.06.24 01:26, Tu
Spirit Airlines NK 823 Morning flight
Departure 20.07.24 06:56, Sa
Direct Trip 4 days
Return 24.07.24 01:26, We
Spirit Airlines NK 823 Morning flight
Departure 28.06.24 06:53, Fr
Direct Trip 3 days
Return 01.07.24 01:26, Mo
Delta Air Lines DL 2359 Morning flight
Departure 29.06.24 07:30, Sa
1 Stopover Trip 31 day
Return 29.07.24 22:58, Mo
Frontier Airlines F9 2176 Day flight
Departure 25.04.24 15:16, Th
1 Stopover Trip 4 days
Return 29.04.24 03:59, Mo
Spirit Airlines NK 431 Evening flight
Departure 18.06.24 22:46, Tu
1 Stopover Trip 6 days
Return 25.06.24 01:26, Tu
Frontier Airlines F9 1106 Night flight
Departure 14.07.24 02:30, Su
1 Stopover Trip 7 days
Return 20.07.24 22:56, Sa
Spirit Airlines NK 1722 Day flight
Departure 25.06.24 12:20, Tu
1 Stopover Trip 2 days
Return 27.06.24 01:26, Th
Spirit Airlines NK 1722 Day flight
Departure 09.07.24 12:20, Tu
1 Stopover Trip 8 days
Return 17.07.24 01:26, We
Alaska Airlines AS 340 Morning flight
Departure 03.07.24 06:11, We
Direct Trip 21 day
Return 24.07.24 13:00, We
Frontier Airlines F9 2176 Evening flight
Departure 21.04.24 21:50, Su
1 Stopover Trip 2 days
Return 23.04.24 23:27, Tu
Alaska Airlines AS 340 Morning flight
Departure 09.07.24 06:11, Tu
Direct Trip 22 days
Return 31.07.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 08.07.24 06:11, Mo
1 Stopover Trip 24 days
Return 31.07.24 23:20, We
Alaska Airlines AS 340 Morning flight
Departure 01.07.24 06:11, Mo
Direct Trip 23 days
Return 24.07.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 02.07.24 06:11, Tu
Direct Trip 22 days
Return 24.07.24 13:00, We
Frontier Airlines F9 1106 Night flight
Departure 07.07.24 02:30, Su
1 Stopover Trip 7 days
Return 13.07.24 22:56, Sa
*Prices include: baggage, hand luggage, airline fees and charges.
From Portland to Chicago from $101! Airfare Deals by Alaska Airlines
from $101 left 36 days
Sales dates 01 April 2024 Flight dates: 27 May 2024
Portland - Chicago One way, Economy - from $101
Find flights
From Portland to Chicago from $159! Airfare Deals by Frontier Airlines
from $159 left 0 days
Sales dates 01 April 2024 Flight dates: 22 April 2024
Portland - Chicago One way, Economy - from $159
Find flights

Flight Schedule Portland to Chicago 2024

The current flight schedule for the route from Portland to Chicago 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 8 flights every day, from 3hours 55min. Local departure and arrival times are indicated.
06:2512:20
Southwest Airlines WN367 Southwest Airlines WN367
PDX → MDW
- - - - - Sa -
Check price
06:4012:35
Southwest Airlines WN4141 Southwest Airlines WN4141
PDX → MDW
- - - - - - Su
Check price
07:0013:06
Alaska Airlines AS324 Alaska Airlines AS324
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
07:0013:02
United Airlines UA1693 United Airlines UA1693
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
07:0012:55
Southwest Airlines WN367 Southwest Airlines WN367
PDX → MDW
Mo Tu We Th Fr - -
Check price
07:1813:15
United Airlines UA1693 United Airlines UA1693
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
10:5817:02
United Airlines UA357 United Airlines UA357
PDX → ORD
Mo Tu We Th Fr - Su
Check price
11:1217:10
United Airlines UA357 United Airlines UA357
PDX → ORD
- Tu We - Fr Sa Su
Check price
13:3219:30
American Airlines AA2232 American Airlines AA2232
PDX → ORD
Mo - - Th - - -
Check price
14:1420:19
United Airlines UA321 United Airlines UA321
PDX → ORD
Mo Tu We Th Fr Sa -
Check price
23:5005:56
United Airlines UA1490 United Airlines UA1490
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
23:5905:57
United Airlines UA2275 United Airlines UA2275
PDX → ORD
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 Chicago from Portland takes 04:17 minutes (excluding transfers). The distance between Portland and Chicago is 1746 miles (2811 kilometers). Planes depart from Portland between 00:00 and 23:55. The fastest flight from the company American Airlines with flight number AA 1442. Flies for just 03:41 minutes with departure from Portland International Jetport and arrival in O'Hare.

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

03:41

Airlines

Direct flight

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

*Flight number

Flights with Transfers

Flights with transfers from Portland to Chicago can be bought from 7 airlines:

  • American Airlines: Long Beach
  • Frontier Airlines: Las Vegas, Denver
  • Alaska Airlines: Dallas, Spokane, San Diego
  • Sun Country Airlines: Saint Paul Island
  • United Airlines: Denver
  • Southwest Airlines: Las Vegas, Denver
  • Delta Air Lines: Long Beach, Seattle

*Transit cities

Airports

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

Portland airports:

Portland International Jetport  ~ 4070 km* from $ 78

Chicago airports:

O'Hare  ~ 25 km* from $ 80Chicago Midway  ~ 14 km* from $ 120

*Distance from the airport to the city center

Aircraft

You can fly from Portland to Chicago on board of 4 airlines that utilize 7 aircraft models.

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

Connecting cities

The list of cities on transfer flights to Chicago from Portland. The best options are to fly through: Long Beach, Las Vegas, Dallas, Spokane, San Diego, Saint Paul Island, Denver, Salt Lake City, San Francisco, Seattle, Phoenix.

Cheap airline tickets from Portland to United States

Here is a list of flights from Portland 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.

Portland - New York UA 2417 United Airlines Airbus A320
09:22 Portland International Jetport
in a way 4 hours 38 min Direct
14:00 Newark Liberty
Flights
from $120
03 June 2024
Portland - Los Angeles DL 473 Delta Air Lines Airbus A319
22:00 Portland International Jetport
in a way 2 hours 0 min Direct
00:00 Los Angeles
Flights
from $53
06 May 2024
Portland - Miami WN 4963 Southwest Airlines Boeing 737-800
15:45 Portland International Jetport
in a way 9 hours 35 min Direct
01:20 Fort Lauderdale Executive Airport
Flights
from $141
30 April 2024
Portland - Chicago AA 1442 American Airlines Boeing 737-800
23:19 Portland International Jetport
in a way 3 hours 41 min Direct
03:00 O'Hare
Flights
from $125
26 July 2024
Portland - San Francisco UA 2233 United Airlines Boeing 737-800
04:40 Portland International Jetport
in a way 1 hours 20 min Direct
06:00 San Francisco
Flights
from $23
27 April 2024

All flights from Portland

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago 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 - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
Flights
from $30
01 May 2024
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
Flights
from $53
15 May 2024
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
Flights
from $27
15 May 2024
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
Flights
from $46
11 May 2024
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
Flights
from $56
07 May 2024

All flights to Chicago

Tips for buying a ticket

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

Cheap flights from Portland to Chicago
Chicago city

To start searching for tickets, Specify dates.

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