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 $61. 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 $61 – the departure date for this flight is 10 July 2024.

Sort by: Departure dateCheap flightsFast flightsDirect flights
15.08.2024 Thursday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
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31.08.2024 Saturday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
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25.08.2024 Sunday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
Find Flights
29.08.2024 Thursday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
Find Flights
23.08.2024 Friday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
Find Flights
22.08.2024 Thursday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
Find Flights
20.08.2024 Tuesday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 1 min
Find Flights
06.08.2024 Tuesday
from $59
Economy Found 2024-07-06
Nonstop 4 hours 7 min
Find Flights
10.08.2024 Saturday
from $59
Economy Found 2 days
Nonstop 4 hours 7 min
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08.08.2024 Thursday
from $75
Economy Found yesterday
1 Stopover 8 hours 13 min
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24.08.2024 Saturday
from $93
Economy Found yesterday
1 Stopover 6 hours 33 min
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17.08.2024 Saturday
from $93
Economy Found yesterday
1 Stopover 6 hours 33 min
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09.08.2024 Friday
from $93
Economy Found 2024-07-06
1 Stopover 10 hours 48 min
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23.08.2024 Friday
from $94
Economy Found 2024-07-06
1 Stopover 7 hours 11 min
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22.08.2024 Thursday
from $94
Economy Found 2024-07-06
1 Stopover 8 hours 47 min
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19.08.2024 Monday
from $94
Economy Found 2 days
1 Stopover 8 hours 54 min
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16.08.2024 Friday
from $94
Economy Found 2 days
1 Stopover 8 hours 18 min
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12.08.2024 Monday
from $95
Economy Found today
1 Stopover 6 hours 51 min
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01.08.2024 Thursday
from $95
Economy Found today
1 Stopover 6 hours 33 min
Find Flights
29.08.2024 Thursday
from $96
Economy Found 2024-07-06
1 Stopover 9 hours 50 min
Find Flights
25.08.2024 Sunday
from $96
Economy Found 2024-07-06
1 Stopover 7 hours 58 min
Find Flights
20.08.2024 Tuesday
from $96
Economy Found 2024-07-06
1 Stopover 9 hours 50 min
Find Flights
15.08.2024 Thursday
from $96
Economy Found 2024-07-06
1 Stopover 9 hours 50 min
Find Flights
06.08.2024 Tuesday
from $96
Economy Found 2024-07-06
1 Stopover 7 hours 28 min
Find Flights
31.08.2024 Saturday
from $107
Economy Found 2024-07-06
1 Stopover 8 hours 45 min
Find Flights
11.08.2024 Sunday
from $131
Economy Found yesterday
1 Stopover 6 hours 33 min
Find Flights
26.08.2024 Monday
from $166
Economy Found 2 days
2 Stopovers 10 hours 23 min
Find Flights
13.08.2024 Tuesday
from $213
Economy Found today
2 Stopovers 10 hours 35 min
Find Flights
21.08.2024 Wednesday
from $237
Economy Found 2 days
2 Stopovers 11 hours 17 min
Find Flights
14.08.2024 Wednesday
from $237
Economy Found 2 days
2 Stopovers 13 hours 9 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 $101, the flight dates are: there on 09 September 2024 year and back on 10 September 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 359 Night flight
Departure 17.09.24 00:44, Tu
1 Stopover Trip 1 day
Return 17.09.24 13:51, Tu
Spirit Airlines NK 359 Night flight
Departure 24.09.24 00:44, Tu
1 Stopover Trip 1 day
Return 24.09.24 13:51, Tu
Spirit Airlines NK 359 Night flight
Departure 01.10.24 00:44, Tu
1 Stopover Trip 1 day
Return 01.10.24 13:51, Tu
Spirit Airlines NK 359 Night flight
Departure 08.10.24 00:44, Tu
1 Stopover Trip 1 day
Return 08.10.24 13:51, Tu
Spirit Airlines NK 359 Night flight
Departure 10.09.24 00:44, Tu
1 Stopover Trip 1 day
Return 10.09.24 13:51, Tu
Spirit Airlines NK 823 Morning flight
Departure 14.07.24 06:59, Su
Direct Trip 3 days
Return 17.07.24 01:34, We
Spirit Airlines NK 822 Morning flight
Departure 24.08.24 07:20, Sa
Direct Trip 8 days
Return 01.09.24 01:51, Su
Spirit Airlines NK 822 Morning flight
Departure 26.08.24 07:20, Mo
Direct Trip 2 days
Return 28.08.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 18.07.24 06:59, Th
Direct Trip 6 days
Return 24.07.24 01:34, We
Spirit Airlines NK 822 Morning flight
Departure 27.08.24 07:20, Tu
Direct Trip 5 days
Return 01.09.24 01:51, Su
Spirit Airlines NK 822 Morning flight
Departure 18.08.24 07:20, Su
Direct Trip 3 days
Return 21.08.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 17.07.24 06:56, We
Direct Trip 8 days
Return 25.07.24 01:34, Th
Spirit Airlines NK 822 Morning flight
Departure 20.08.24 07:20, Tu
Direct Trip 8 days
Return 28.08.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 11.08.24 06:59, Su
Direct Trip 3 days
Return 14.08.24 01:34, We
Spirit Airlines NK 823 Morning flight
Departure 13.08.24 06:59, Tu
Direct Trip 4 days
Return 17.08.24 01:51, Sa
Spirit Airlines NK 823 Morning flight
Departure 07.08.24 06:56, We
Direct Trip 4 days
Return 11.08.24 01:34, Su
Spirit Airlines NK 823 Morning flight
Departure 09.08.24 06:59, Fr
Direct Trip 3 days
Return 12.08.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 26.07.24 06:59, Fr
Direct Trip 2 days
Return 28.07.24 01:34, Su
Spirit Airlines NK 823 Morning flight
Departure 05.08.24 06:59, Mo
Direct Trip 3 days
Return 08.08.24 01:34, Th
Spirit Airlines NK 823 Morning flight
Departure 24.07.24 06:56, We
Direct Trip 6 days
Return 30.07.24 01:34, Tu
Spirit Airlines NK 823 Morning flight
Departure 25.07.24 06:59, Th
Direct Trip 4 days
Return 29.07.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 23.07.24 06:59, Tu
Direct Trip 3 days
Return 26.07.24 01:34, Fr
Spirit Airlines NK 823 Morning flight
Departure 22.07.24 06:59, Mo
Direct Trip 4 days
Return 26.07.24 01:34, Fr
Spirit Airlines NK 823 Morning flight
Departure 21.07.24 06:59, Su
Direct Trip 4 days
Return 25.07.24 01:34, Th
Spirit Airlines NK 823 Morning flight
Departure 03.08.24 06:59, Sa
Direct Trip 2 days
Return 05.08.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 27.07.24 06:59, Sa
Direct Trip 4 days
Return 31.07.24 01:34, We
Spirit Airlines NK 823 Morning flight
Departure 20.07.24 06:59, Sa
Direct Trip 6 days
Return 26.07.24 01:34, Fr
Spirit Airlines NK 823 Morning flight
Departure 28.07.24 06:59, Su
Direct Trip 4 days
Return 01.08.24 01:34, Th
Spirit Airlines NK 823 Morning flight
Departure 06.08.24 06:59, Tu
Direct Trip 3 days
Return 09.08.24 01:34, Fr
Spirit Airlines NK 822 Morning flight
Departure 29.08.24 07:20, Th
Direct Trip 6 days
Return 04.09.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 08.08.24 06:59, Th
Direct Trip 6 days
Return 14.08.24 01:34, We
Spirit Airlines NK 823 Morning flight
Departure 30.07.24 06:59, Tu
Direct Trip 4 days
Return 03.08.24 01:34, Sa
Spirit Airlines NK 822 Morning flight
Departure 23.08.24 07:20, Fr
Direct Trip 5 days
Return 28.08.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 31.07.24 06:56, We
Direct Trip 6 days
Return 06.08.24 01:34, Tu
Spirit Airlines NK 822 Morning flight
Departure 22.08.24 07:20, Th
Direct Trip 5 days
Return 27.08.24 01:51, Tu
Spirit Airlines NK 823 Morning flight
Departure 04.08.24 06:59, Su
Direct Trip 2 days
Return 06.08.24 01:34, Tu
Spirit Airlines NK 822 Morning flight
Departure 28.08.24 07:20, We
Direct Trip 4 days
Return 01.09.24 01:51, Su
Spirit Airlines NK 822 Morning flight
Departure 17.08.24 07:20, Sa
Direct Trip 2 days
Return 19.08.24 01:51, Mo
Spirit Airlines NK 822 Morning flight
Departure 16.08.24 07:20, Fr
Direct Trip 5 days
Return 21.08.24 01:51, We
Spirit Airlines NK 822 Morning flight
Departure 15.08.24 07:20, Th
Direct Trip 5 days
Return 20.08.24 01:51, Tu
Spirit Airlines NK 822 Morning flight
Departure 21.08.24 07:20, We
Direct Trip 5 days
Return 26.08.24 01:51, Mo
Spirit Airlines NK 823 Morning flight
Departure 19.07.24 06:59, Fr
Direct Trip 3 days
Return 22.07.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 14.08.24 06:56, We
Direct Trip 6 days
Return 20.08.24 01:51, Tu
Spirit Airlines NK 823 Morning flight
Departure 16.07.24 06:59, Tu
Direct Trip 6 days
Return 22.07.24 01:34, Mo
Spirit Airlines NK 822 Morning flight
Departure 25.08.24 07:20, Su
Direct Trip 8 days
Return 02.09.24 01:51, Mo
Spirit Airlines NK 823 Morning flight
Departure 15.07.24 06:59, Mo
Direct Trip 2 days
Return 17.07.24 01:34, We
Spirit Airlines NK 822 Morning flight
Departure 31.08.24 07:20, Sa
Direct Trip 4 days
Return 04.09.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 12.07.24 06:59, Fr
Direct Trip 26 days
Return 07.08.24 01:34, We
Spirit Airlines NK 823 Morning flight
Departure 13.07.24 06:59, Sa
Direct Trip 2 days
Return 15.07.24 01:34, Mo
Spirit Airlines NK 822 Morning flight
Departure 01.09.24 07:20, Su
1 Stopover Trip 9 days
Return 10.09.24 13:51, Tu
Spirit Airlines NK 823 Morning flight
Departure 01.08.24 06:59, Th
Direct Trip 4 days
Return 05.08.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 02.08.24 06:59, Fr
Direct Trip 3 days
Return 05.08.24 01:34, Mo
Spirit Airlines NK 823 Morning flight
Departure 10.08.24 06:59, Sa
Direct Trip 2 days
Return 12.08.24 01:34, Mo
Spirit Airlines NK 822 Morning flight
Departure 19.08.24 07:20, Mo
Direct Trip 9 days
Return 28.08.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 29.07.24 06:59, Mo
Direct Trip 5 days
Return 03.08.24 01:34, Sa
Spirit Airlines NK 822 Morning flight
Departure 30.08.24 07:20, Fr
Direct Trip 3 days
Return 02.09.24 01:51, Mo
Spirit Airlines NK 359 Evening flight
Departure 14.08.24 23:47, We
1 Stopover Trip 7 days
Return 22.08.24 01:51, Th
Spirit Airlines NK 823 Morning flight
Departure 11.07.24 06:59, Th
Direct Trip 6 days
Return 17.07.24 01:34, We
Spirit Airlines NK 822 Morning flight
Departure 02.09.24 07:20, Mo
Direct Trip 2 days
Return 04.09.24 01:51, We
Spirit Airlines NK 823 Morning flight
Departure 12.08.24 06:59, Mo
Direct Trip 10 days
Return 22.08.24 01:51, Th
Spirit Airlines NK 823 Morning flight
Departure 09.07.24 06:53, Tu
Direct Trip 12 days
Return 21.07.24 01:34, Su
Spirit Airlines NK 359 Night flight
Departure 08.09.24 00:44, Su
1 Stopover Trip 3 days
Return 10.09.24 13:51, Tu
Spirit Airlines NK 359 Night flight
Departure 06.09.24 00:44, Fr
1 Stopover Trip 5 days
Return 10.09.24 13:51, Tu
Spirit Airlines NK 359 Evening flight
Departure 04.09.24 17:20, We
1 Stopover Trip 6 days
Return 10.09.24 13:51, Tu
Spirit Airlines NK 822 Morning flight
Departure 03.09.24 07:20, Tu
1 Stopover Trip 7 days
Return 10.09.24 13:51, Tu
Spirit Airlines NK 359 Evening flight
Departure 11.09.24 17:20, We
1 Stopover Trip 11 days
Return 23.09.24 04:10, Mo
Spirit Airlines NK 1722 Day flight
Departure 10.09.24 12:10, Tu
1 Stopover Trip 6 days
Return 16.09.24 04:10, Mo
Alaska Airlines AS 340 Morning flight
Departure 06.10.24 06:29, Su
Direct Trip 6 hours
Return 06.10.24 12:00, Su
Alaska Airlines AS 340 Morning flight
Departure 09.10.24 06:29, We
Direct Trip 6 hours
Return 09.10.24 12:00, We
Alaska Airlines AS 340 Morning flight
Departure 07.09.24 06:28, Sa
Direct Trip 6 hours
Return 07.09.24 12:00, Sa
Alaska Airlines AS 340 Morning flight
Departure 14.09.24 06:28, Sa
Direct Trip 6 hours
Return 14.09.24 12:00, Sa
Alaska Airlines AS 340 Morning flight
Departure 02.10.24 06:29, We
Direct Trip 6 hours
Return 02.10.24 12:00, We
Alaska Airlines AS 340 Morning flight
Departure 13.10.24 06:29, Su
Direct Trip 3 days
Return 16.10.24 12:00, We
Alaska Airlines AS 340 Morning flight
Departure 04.10.24 06:29, Fr
Direct Trip 3 days
Return 07.10.24 12:00, Mo
Alaska Airlines AS 340 Morning flight
Departure 20.09.24 06:28, Fr
Direct Trip 4 days
Return 23.09.24 19:18, Mo
Alaska Airlines AS 340 Morning flight
Departure 28.09.24 06:28, Sa
Direct Trip 3 days
Return 30.09.24 19:18, Mo
Alaska Airlines AS 340 Morning flight
Departure 07.10.24 06:29, Mo
Direct Trip 23 days
Return 30.10.24 12:00, We
Alaska Airlines AS 340 Morning flight
Departure 21.09.24 06:28, Sa
Direct Trip 3 days
Return 23.09.24 19:18, Mo
Alaska Airlines AS 930 Night flight
Departure 13.09.24 00:50, Fr
1 Stopover Trip 11 hours
Return 13.09.24 12:00, Fr
Alaska Airlines AS 3358 Evening flight
Departure 02.10.24 22:05, We
1 Stopover Trip 7 days
Return 09.10.24 12:00, We
Alaska Airlines AS 930 Night flight
Departure 15.09.24 00:50, Su
1 Stopover Trip 2 days
Return 16.09.24 19:18, Mo
Alaska Airlines AS 930 Night flight
Departure 29.09.24 00:50, Su
1 Stopover Trip 7 days
Return 06.10.24 12:00, Su
Alaska Airlines AS 930 Night flight
Departure 27.09.24 00:50, Fr
1 Stopover Trip 4 days
Return 30.09.24 19:18, Mo
Alaska Airlines AS 2135 Night flight
Departure 25.09.24 02:56, We
1 Stopover Trip 3 days
Return 28.09.24 12:00, Sa
Alaska Airlines AS 930 Night flight
Departure 18.09.24 00:50, We
1 Stopover Trip 6 days
Return 23.09.24 19:18, Mo
Alaska Airlines AS 2135 Night flight
Departure 23.09.24 02:56, Mo
1 Stopover Trip 5 days
Return 28.09.24 12:00, Sa
Alaska Airlines AS 2135 Night flight
Departure 22.09.24 02:56, Su
1 Stopover Trip 2 days
Return 23.09.24 19:18, Mo
Alaska Airlines AS 1008 Evening flight
Departure 04.10.24 20:49, Fr
1 Stopover Trip 2 days
Return 06.10.24 12:00, Su
Alaska Airlines AS 930 Night flight
Departure 30.09.24 00:50, Mo
1 Stopover Trip 23 days
Return 23.10.24 12:00, We
Alaska Airlines AS 3456 Night flight
Departure 19.09.24 03:56, Th
1 Stopover Trip 7 days
Return 25.09.24 19:18, We
Alaska Airlines AS 3456 Night flight
Departure 26.09.24 03:56, Th
1 Stopover Trip 3 days
Return 28.09.24 19:18, Sa
Alaska Airlines AS 1155 Day flight
Departure 09.10.24 13:36, We
1 Stopover Trip 28 days
Return 06.11.24 13:00, We
Alaska Airlines AS 340 Morning flight
Departure 12.10.24 06:29, Sa
Direct Trip 6 hours
Return 12.10.24 12:00, Sa
Spirit Airlines NK 359 Night flight
Departure 16.09.24 00:44, Mo
1 Stopover Trip 7 days
Return 23.09.24 04:10, Mo
Spirit Airlines NK 359 Night flight
Departure 09.09.24 00:44, Mo
1 Stopover Trip 7 days
Return 16.09.24 04:10, Mo
Alaska Airlines AS 2177 Night flight
Departure 14.10.24 01:50, Mo
1 Stopover Trip 5 days
Return 19.10.24 12:00, Sa
Spirit Airlines NK 823 Morning flight
Departure 08.07.24 06:53, Mo
Direct Trip 30 days
Return 07.08.24 01:34, We
Spirit Airlines NK 431 Night flight
Departure 11.10.24 01:52, Fr
1 Stopover Trip 5 days
Return 16.10.24 04:10, We
Alaska Airlines AS 340 Morning flight
Departure 10.07.24 06:11, We
1 Stopover Trip 21 day
Return 31.07.24 11:35, We
Alaska Airlines AS 1032 Day flight
Departure 14.10.24 12:00, Mo
1 Stopover Trip 1 day
Return 15.10.24 12:00, Tu
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

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 14 flights every day, from 3hours 50min. Local departure and arrival times are indicated.
00:1506:13
United Airlines UA2661 United Airlines UA2661
PDX → ORD
Mo - - - - - -
Check price
00:2006:18
United Airlines UA2661 United Airlines UA2661
PDX → ORD
- Tu We Th - Sa -
Check price
05:0010:55
Southwest Airlines WN117 Southwest Airlines WN117
PDX → MDW
- - - - - - Su
Check price
05:1511:10
Southwest Airlines WN117 Southwest Airlines WN117
PDX → MDW
Mo Tu We Th Fr - -
Check price
06:0011:55
Southwest Airlines WN117 Southwest Airlines WN117
PDX → MDW
- - - - - Sa -
Check price
06:1512:10
Southwest Airlines WN2663 Southwest Airlines WN2663
PDX → MDW
- - - - Fr - -
Check price
07:0013:03
United Airlines UA1693 United Airlines UA1693
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
07:2513:25
Alaska Airlines AS324 Alaska Airlines AS324
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
08:2514:20
Southwest Airlines WN3357 Southwest Airlines WN3357
PDX → MDW
Mo Tu - - - - -
Check price
09:5015:45
Southwest Airlines WN130 Southwest Airlines WN130
PDX → MDW
- - - - - Sa -
Check price
10:4816:50
United Airlines UA1324 United Airlines UA1324
PDX → ORD
- - - - Fr - -
Check price
10:4816:52
United Airlines UA1324 United Airlines UA1324
PDX → ORD
Mo Tu We - - - Su
Check price
Show all

*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 $99
07 August 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 $34
30 July 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 $118
12 July 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 $61
10 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
06 August 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 $44
24 September 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 $63
03 October 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 $37
23 August 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 $24
21 September 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 $27
24 September 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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