United Airlines Portland to Chicago Flights

Return flight: Chicago – Portland

Cheapflightsplus.com will find cheap United Airlines flights from Portland to Chicago. Compare airline ticket prices and book air tickets starting from $215 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Portland (ME) — Chicago (IL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $215, two-way – $369.
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Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
4:10 pm — 6:24 pm
4:10 pm — 6:24 pm UA5517 United Airlines
Portland — Chicago
3h 14m
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from$215
4:15 pm — 6:27 pm
4:15 pm — 6:27 pm UA3547 United Airlines
Portland — Chicago
3h 12m
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from$215
4:20 pm — 6:26 pm
4:20 pm — 6:26 pm UA3651 United Airlines
Portland — Chicago
3h 6m
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from$218
9:30 am — 11:29 am
9:30 am — 11:29 am UA3635 United Airlines
Portland — Chicago
2h 59m
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from$336
11:24 am — 3:54 pm
11:24 am — 1:00 pm UA3623 United Airlines
Portland — Newark
1h 20m stop
2:20 pm — 3:54 pm UA323 United Airlines
Newark — Chicago
5h 30m
including layover
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from$224
11:35 am — 6:54 pm
11:35 am — 1:29 pm UA3459 United Airlines
Portland — Newark
3h 39m stop
5:08 pm — 6:54 pm UA661 United Airlines
Newark — Chicago
8h 19m
including layover
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from$225
12:15 pm — 5:02 pm
12:15 pm — 2:01 pm UA3578 United Airlines
Portland — Newark
1h 17m stop
3:18 pm — 5:02 pm UA1144 United Airlines
Newark — Chicago
5h 47m
including layover
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from$228
12:15 pm — 6:55 pm
12:15 pm — 2:01 pm UA3578 United Airlines
Portland — Newark
3h 9m stop
5:10 pm — 6:55 pm UA661 United Airlines
Newark — Chicago
7h 40m
including layover
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from$259
1:38 pm — 6:55 pm
1:38 pm — 3:45 pm UA4313 United Airlines
Portland — Washington D.C.
1h 51m stop
5:36 pm — 6:55 pm UA1117 United Airlines
Washington D.C. — Chicago
6h 17m
including layover
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from$225
1:43 pm — 6:34 pm
1:43 pm — 3:45 pm UA4291 United Airlines
Portland — Washington D.C.
1h 35m stop
5:20 pm — 6:34 pm UA2497 United Airlines
Washington D.C. — Chicago
5h 51m
including layover
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from$223
3:55 pm — 8:17 pm
3:55 pm — 5:42 pm UA3620 United Airlines
Portland — Newark
48m stop
6:30 pm — 8:17 pm UA254 United Airlines
Newark — Chicago
5h 22m
including layover
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from$228
5:14 pm — 11:00 pm
4:13 pm — 5:59 pm UA3620 United Airlines
Portland — Newark
2h 29m stop
9:29 pm — 11:00 pm UA1308 United Airlines
Newark — Chicago
6h 46m
including layover
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from$223
5:14 pm — 9:43 am
+1 day
5:14 pm — 7:00 pm UA3620 United Airlines
Portland — Newark
12h 59m stop
7:59 am — 9:43 am UA2100 United Airlines
Newark — Chicago
17h 29m
including layover
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from$245
6:00 am — 11:38 am
6:00 am — 7:34 am UA2455 United Airlines
Portland — Newark
2h 20m stop
10:30 am — 12:04 pm UA1525 United Airlines
Newark — Chicago
6h 38m
including layover
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from$224
6:05 pm — 10:57 pm
6:05 pm — 7:57 pm UA4507 United Airlines
Portland — Newark
1h 28m stop
9:25 pm — 10:57 pm UA1308 United Airlines
Newark — Chicago
5h 52m
including layover
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from$225
7:27 pm — 11:20 pm
7:27 pm — 9:25 pm UA3582 United Airlines
Portland — Washington D.C.
51m stop
10:16 pm — 11:20 pm UA1738 United Airlines
Washington D.C. — Chicago
4h 53m
including layover
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from$224
7:27 pm — 9:43 am
+1 day
7:27 pm — 9:25 pm UA3582 United Airlines
Portland — Washington D.C.
8h 35m stop
6:00 am — 7:14 am UA1891 United Airlines
Washington D.C. — Newark
45m stop
7:59 am — 9:43 am UA2100 United Airlines
Newark — Chicago
15h 16m
including layover
Find flight
from$302
*Departure and arrival times are local. Last updated on 11/22/2024

Flight Information

There are 4 flights by United Airlines from Portland to Chicago every week with departures from Portland Intl Jetport. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 11:24 am to 9:30 am. Nonstop flight is 2h 59m. The time difference between Portland and Chicago is 1h.

  • The fastest flight 2h 59m
  • Average flight time 3h 9m
  • The earliest flight 11:24 am
  • The latest flight 9:30 am
  • Distance 886 ml

The cheapest months for traveling to Chicago are january (from 215 $), december (from 215 $), february (from 215 $).

The most expensive and popular months are november (from 244 $), february (from 215 $), december (from 215 $).

The cheapest flight by United Airlines that our users were able to find is $215. This airfare is economy class on one-way UA3547 flight for December 14, 2024 leaving Portland Intl Jetport in Portland at 4:15 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 2 airline carriers between Portland and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Portland to Chicago.

Nonstop flights

There are 4 direct flights every day from Portland. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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