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 $67. 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 $ 67 – the departure date for this flight is 12 May 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
12.05.2021 Wednesday
from $ 67 Kiwi.com
Economy Found 2021-04-25
1 Stopover 25 hours 29 min
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30.05.2021 Sunday
from $ 79 Kiwi.com
Economy Found yesterday
Nonstop 4 hours 8 min
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18.05.2021 Tuesday
from $ 87 MyHolidays
Economy Found yesterday
1 Stopover 6 hours 27 min
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13.05.2021 Thursday
from $ 90 Kiwi.com
Economy Found 2021-04-25
1 Stopover 24 hours 58 min
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18.05.2021 Tuesday
from $ 115 JustFly
Economy Found yesterday
Nonstop 4 hours 0 min
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12.05.2021 Wednesday
from $ 120 Kiwi.com
Economy Found 2021-04-25
Nonstop 4 hours 8 min
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30.05.2021 Sunday
from $ 123 Vayama
Economy Found yesterday
1 Stopover 10 hours 23 min
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02.05.2021 Sunday
from $ 139 MyHolidays
Economy Found today
1 Stopover 12 hours 46 min
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12.05.2021 Wednesday
from $ 148 Kiwi.com
Economy Found 2021-04-25
2 Stopovers 24 hours 13 min
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13.05.2021 Thursday
from $ 148 Kiwi.com
Economy Found 2021-04-25
2 Stopovers 48 hours 13 min
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13.05.2021 Thursday
from $ 152 Kiwi.com
Economy Found 2021-04-25
Nonstop 4 hours 0 min
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03.05.2021 Monday
from $ 154 MyHolidays
Economy Found today
1 Stopover 12 hours 0 min
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01.05.2021 Saturday
from $ 154 CheapOair.com
Economy Found today
1 Stopover 13 hours 56 min
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18.05.2021 Tuesday
from $ 194 SmartFares
Economy Found yesterday
2 Stopovers 16 hours 37 min
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03.05.2021 Monday
from $ 213 Kissandfly.com
Economy Found today
2 Stopovers 16 hours 25 min
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12.05.2021 Wednesday
from $ 215 Kissandfly.com
Economy Found 2021-04-25
3 Stopovers 17 hours 13 min
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30.05.2021 Sunday
from $ 223 Gotogate
Economy Found yesterday
2 Stopovers 10 hours 23 min
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03.05.2021 Monday
from $ 228 Kissandfly.com
Economy Found today
3 Stopovers 21 hours 1 min
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03.05.2021 Monday
from $ 234 Vayama
Economy Found today
Nonstop 4 hours 3 min
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01.05.2021 Saturday
from $ 236 Vayama
Economy Found today
2 Stopovers 13 hours 33 min
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13.05.2021 Thursday
from $ 243 FlyFar
Economy Found 2021-04-25
3 Stopovers 26 hours 58 min
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02.05.2021 Sunday
from $ 248 Vayama
Economy Found today
Nonstop 4 hours 4 min
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02.05.2021 Sunday
from $ 248 Kissandfly.com
Economy Found today
2 Stopovers 24 hours 16 min
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02.05.2021 Sunday
from $ 283 Kissandfly.com
Economy Found today
3 Stopovers 30 hours 40 min
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01.05.2021 Saturday
from $ 311 MyHolidays
Economy Found today
Nonstop 4 hours 0 min
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30.05.2021 Sunday
from $ 330 Kissandfly.com
Economy Found yesterday
3 Stopovers 19 hours 30 min
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01.05.2021 Saturday
from $ 724 Kissandfly.com
Economy Found today
3 Stopovers 23 hours 46 min
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*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 $ 199, the flight dates are: there on 15 June 2021 year and back on 23 June 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
American Airlines AA 3003 Evening flight
Departure 16.06.21 17:52, We
1 Stopover Trip 4 days
Return 21.06.21 05:08, Mo
Spirit Airlines NK 2806 Night flight
Departure 16.05.21 02:43, Su
1 Stopover Trip 8 days
Return 24.05.21 05:57, Mo
Spirit Airlines NK 2806 Night flight
Departure 19.05.21 02:43, We
1 Stopover Trip 13 days
Return 01.06.21 01:50, Tu
United Airlines UA 549 Day flight
Departure 15.05.21 15:45, Sa
2 Stopovers Trip 9 days
Return 24.05.21 18:05, Mo
Alaska Airlines AS 2457 Night flight
Departure 25.06.21 04:40, Fr
1 Stopover Trip 7 days
Return 02.07.21 05:23, Fr
Alaska Airlines AS 686 Evening flight
Departure 24.06.21 19:15, Th
Direct Trip 7 days
Return 02.07.21 05:23, Fr
American Airlines AA 2660 Evening flight
Departure 18.05.21 22:59, Tu
2 Stopovers Trip 13 days
Return 01.06.21 02:26, Tu
Spirit Airlines NK 2806 Night flight
Departure 17.06.21 02:31, Th
2 Stopovers Trip 6 days
Return 22.06.21 16:12, Tu
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Portland to Chicago 2021

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 10 flights every day, from 3hours 44min. Local departure and arrival times are indicated.
06:2012:05
American Airlines AA2298 American Airlines AA2298
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
07:0013:10
Alaska Airlines AS696 Alaska Airlines AS696
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
07:1113:00
United Airlines UA1850 United Airlines UA1850
PDX → ORD
Mo Tu We Th Fr Sa Su
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11:0716:59
United Airlines UA2287 United Airlines UA2287
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
14:0019:44
United Airlines UA2177 United Airlines UA2177
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
14:2423:32
United Airlines UA2236 United Airlines UA2236
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
15:3121:16
American Airlines AA1848 American Airlines AA1848
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
17:1523:14
Alaska Airlines AS686 Alaska Airlines AS686
PDX → ORD
Mo Tu We Th Fr Sa Su
Check price
23:3005:14
United Airlines UA766 United Airlines UA766
PDX → ORD
Mo Tu We Th Fr Sa Su
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23:5605:41
American Airlines AA1853 American Airlines AA1853
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 $ 76
24 May 2021
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 $ 61
14 May 2021
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 $ 88
04 May 2021
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 $ 67
12 May 2021
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 $ 66
04 May 2021

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 $ 31
08 June 2021
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 $ 54
18 May 2021
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 $ 30
20 May 2021
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 $ 66
06 May 2021
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 $ 47
16 June 2021

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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