United Airlines Chicago to Portland Flights

Return flight: Portland – Chicago

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Portland. Compare airline ticket prices and book air tickets starting from $190 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 Chicago (IL) — Portland (ME) 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 - $190, two-way – $326.
Direct flights
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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
11:05 am — 2:35 pm
11:05 am — 2:35 pm UA3494 United Airlines
Chicago — Portland
2h 30m
Find flight
from$190
11:10 am — 2:42 pm
11:10 am — 2:42 pm UA5708 United Airlines
Chicago — Portland
2h 32m
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from$216
11:59 am — 3:21 pm
11:59 am — 3:21 pm UA3704 United Airlines
Chicago — Portland
2h 22m
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from$412
6:00 pm — 9:30 pm
6:00 pm — 9:30 pm UA3525 United Airlines
Chicago — Portland
2h 30m
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from$214
6:10 pm — 9:42 pm
6:10 pm — 9:42 pm UA3583 United Airlines
Chicago — Portland
2h 32m
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from$216
10:50 am — 4:52 pm
10:50 am — 2:06 pm UA2091 United Airlines
Chicago — Newark
1h 23m stop
3:29 pm — 4:52 pm UA4401 United Airlines
Newark — Portland
5h 2m
including layover
Find flight
from$227
10:50 am — 10:30 pm
10:50 am — 2:06 pm UA2091 United Airlines
Chicago — Newark
7h 2m stop
9:08 pm — 10:30 pm UA539 United Airlines
Newark — Portland
10h 40m
including layover
Find flight
from$247
12:47 pm — 6:24 pm
12:45 pm — 4:00 pm UA2238 United Airlines
Chicago — Newark
58m stop
5:17 pm — 6:46 pm UA3619 United Airlines
Newark — Portland
4h 37m
including layover
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from$225
12:53 pm — 10:50 pm
12:45 pm — 4:00 pm UA2238 United Airlines
Chicago — Newark
5h 21m stop
9:29 pm — 10:50 pm UA2478 United Airlines
Newark — Portland
8h 57m
including layover
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from$248
1:55 pm — 10:50 pm
1:55 pm — 5:18 pm UA2654 United Airlines
Chicago — Newark
4h 11m stop
9:29 pm — 10:50 pm UA2478 United Airlines
Newark — Portland
7h 55m
including layover
Find flight
from$248
1:55 pm — 10:17 am
+1 day
1:55 pm — 5:18 pm UA2654 United Airlines
Chicago — Newark
15h 28m stop
8:46 am — 10:17 am UA3716 United Airlines
Newark — Portland
19h 22m
including layover
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from$248
2:20 pm — 10:30 pm
2:16 pm — 5:31 pm UA2115 United Airlines
Chicago — Newark
3h 33m stop
9:08 pm — 10:30 pm UA539 United Airlines
Newark — Portland
7h 10m
including layover
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from$230
2:50 pm — 10:50 pm
2:50 pm — 6:13 pm UA2436 United Airlines
Chicago — Newark
3h 16m stop
9:29 pm — 10:50 pm UA2478 United Airlines
Newark — Portland
7h
including layover
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from$225
3:42 pm — 11:20 pm
3:42 pm — 7:00 pm UA1983 United Airlines
Chicago — Newark
2h 59m stop
9:59 pm — 11:20 pm UA673 United Airlines
Newark — Portland
6h 38m
including layover
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from$226
3:50 pm — 10:50 pm
3:50 pm — 7:13 pm UA2359 United Airlines
Chicago — Newark
2h 16m stop
9:29 pm — 10:50 pm UA2478 United Airlines
Newark — Portland
6h
including layover
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from$225
4:08 pm — 10:30 pm
4:08 pm — 7:23 pm UA795 United Airlines
Chicago — Newark
1h 45m stop
9:08 pm — 10:30 pm UA539 United Airlines
Newark — Portland
5h 22m
including layover
Find flight
from$227
5:10 pm — 10:50 pm
5:05 pm — 8:28 pm UA2419 United Airlines
Chicago — Newark
56m stop
9:29 pm — 10:50 pm UA2478 United Airlines
Newark — Portland
4h 40m
including layover
Find flight
from$225
5:10 pm — 10:17 am
+1 day
5:05 pm — 8:28 pm UA2419 United Airlines
Chicago — Newark
12h 13m stop
9:00 am — 10:31 am UA3716 United Airlines
Newark — Portland
16h 7m
including layover
Find flight
from$248
7:10 am — 10:30 pm
7:10 am — 10:25 am UA563 United Airlines
Chicago — Newark
10h 43m stop
9:08 pm — 10:30 pm UA539 United Airlines
Newark — Portland
14h 20m
including layover
Find flight
from$247
7:47 pm — 10:30 pm
+1 day
7:47 pm — 10:59 pm UA2362 United Airlines
Chicago — Newark
22h 9m stop
9:08 pm — 10:30 pm UA539 United Airlines
Newark — Portland
25h 43m
including layover
Find flight
from$247
8:48 am — 2:59 pm
8:48 am — 11:44 am UA2415 United Airlines
Chicago — Washington D.C.
1h 31m stop
1:15 pm — 2:59 pm UA3517 United Airlines
Washington D.C. — Portland
5h 11m
including layover
Find flight
from$225
8:50 am — 2:38 pm
8:50 am — 11:48 am UA545 United Airlines
Chicago — Washington D.C.
1h 7m stop
12:55 pm — 2:38 pm UA3627 United Airlines
Washington D.C. — Portland
4h 48m
including layover
Find flight
from$226
9:10 am — 4:52 pm
9:10 am — 12:28 pm UA2462 United Airlines
Chicago — Newark
3h 1m stop
3:29 pm — 4:52 pm UA4401 United Airlines
Newark — Portland
6h 42m
including layover
Find flight
from$227
9:45 pm — 10:31 am
+1 day
9:45 pm — 0:58 am UA2415 United Airlines
Chicago — Newark
8h 1m stop
8:59 am — 10:31 am UA3716 United Airlines
Newark — Portland
11h 46m
including layover
Find flight
from$244
*Departure and arrival times are local. Last updated on 11/22/2024

Flight Information

There are 5 flights by United Airlines from Chicago to Portland every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Portland Intl Jetport.

Departures start from 10:35 am to 9:45 pm. Nonstop flight is 2h 22m. The time difference between Chicago and Portland is 1h.

  • The fastest flight 2h 22m
  • Average flight time 2h 30m
  • The earliest flight 10:35 am
  • The latest flight 9:45 pm
  • Distance 886 ml

The cheapest months for traveling to Portland are december (from 190 $), january (from 216 $), february (from 219 $).

The most expensive and popular months are november (from 247 $), february (from 219 $), january (from 216 $).

The cheapest flight by United Airlines that our users were able to find is $190. This airfare is economy class on one-way UA3494 flight for December 12, 2024 leaving O'Hare International in Chicago at 11:05 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 4 airline carriers between Chicago and Portland. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Portland.

Nonstop flights

There are 5 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

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

  • from $59
    Find
  • PD - Porter Airlines
    from $369
    Find
  • NK - Spirit Airlines
    from $158
    Find
  • TS - Air Transat
    from $400
    Find
See more connecting flights

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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