United Airlines Chicago to Portland Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Portland. Compare airline ticket prices and book air tickets starting from $211 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 april: one-way - $211, two-way – $362.

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Cheap Flights from Chicago to Portland by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $211. The fastest nonstop flight takes 2h 22m. The fastest connecting flight — 4h 23m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $211 Find flight	11:05 am Chicago O'Hare International	2:35 pm Portland Portland Intl Jetport	2h 30m	United Airlines	UA3494
from $236 Find flight	6:00 pm Chicago O'Hare International	9:30 pm Portland Portland Intl Jetport	2h 30m	United Airlines	UA3525
from $239 Find flight	11:10 am Chicago O'Hare International	2:42 pm Portland Portland Intl Jetport	2h 32m	United Airlines	UA5708
from $239 Find flight	6:10 pm Chicago O'Hare International	9:42 pm Portland Portland Intl Jetport	2h 32m	United Airlines	UA3583
from $289 Find flight	6:00 pm Chicago O'Hare International	9:30 pm Portland Portland Intl Jetport	2h 30m	United Airlines	UA5761
from $456 Find flight	11:59 am Chicago O'Hare International	3:21 pm Portland Portland Intl Jetport	2h 22m	United Airlines	UA3704
from $237 Find flight	2:00 pm Chicago O'Hare International	10:50 pm Portland Portland Intl Jetport	7h 50m layover 4h 19m - Newark	United Airlines	UA2182 UA2478
from $239 Find flight	1:06 pm Chicago O'Hare International	10:50 pm Portland Portland Intl Jetport	8h 44m layover 5h 15m - Newark	United Airlines	UA1450 UA2478
from $239 Find flight	12:00 pm Chicago O'Hare International	10:50 pm Portland Portland Intl Jetport	9h 50m layover 6h 20m - Newark	United Airlines	UA303 UA2478
from $249 Find flight	12:47 pm Chicago O'Hare International	6:24 pm Portland Portland Intl Jetport	4h 37m layover 0h 58m - Newark	United Airlines	UA2238 UA3619
from $249 Find flight	3:50 pm Chicago O'Hare International	10:50 pm Portland Portland Intl Jetport	6h 0m layover 2h 16m - Newark	United Airlines	UA2359 UA2478
from $249 Find flight	2:50 pm Chicago O'Hare International	10:50 pm Portland Portland Intl Jetport	7h 0m layover 3h 16m - Newark	United Airlines	UA2436 UA2478
from $273 Find flight	6:20 pm Chicago O'Hare International	10:31 am+1 день Portland Portland Intl Jetport	15h 11m layover 11h 18m - Newark	United Airlines	UA534 UA3716
from $315 Find flight	3:15 pm Chicago O'Hare International	10:30 pm Portland Portland Intl Jetport	6h 15m layover 2h 37m - Newark	United Airlines	UA2649 UA539
from $276 Find flight	12:45 pm Chicago O'Hare International	10:31 am+1 день Portland Portland Intl Jetport	20h 46m layover 2h 23m - Washington D.C. 13h 34m - Newark	United Airlines	UA752 UA4180 UA3716
from $322 Find flight	3:00 pm Chicago O'Hare International	10:31 am+1 день Portland Portland Intl Jetport	18h 31m layover 2h 11m - Washington D.C. 11h 24m - Newark	United Airlines	UA664 UA4174 UA3716

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/09/2025

United Airlines Flight Schedule Chicago to Portland

Below is a detailed 2025 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	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$211
11:05 am — 2:35 pm	11:05 am — 2:35 pm UA3674 United Airlines Chicago — Portland	2h 30m	Find flight from$331
11:10 am — 2:42 pm	11:10 am — 2:42 pm UA5708 United Airlines Chicago — Portland	2h 32m	Find flight from$239
11:59 am — 3:21 pm	11:59 am — 3:21 pm UA3704 United Airlines Chicago — Portland	2h 22m	Find flight from$456
6:00 pm — 9:30 pm	6:00 pm — 9:30 pm UA3525 United Airlines Chicago — Portland	2h 30m	Find flight from$236
6:00 pm — 9:30 pm	6:00 pm — 9:30 pm UA5761 United Airlines Chicago — Portland	2h 30m	Find flight from$289
6:10 pm — 9:42 pm	6:10 pm — 9:42 pm UA3583 United Airlines Chicago — Portland	2h 32m	Find flight from$239
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$251
10:51 am — 10:50 pm	10:51 am — 2:06 pm UA1753 United Airlines Chicago — Newark 7h 23m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	10h 59m including layover	Find flight from$261
12:00 pm — 10:50 pm	12:00 pm — 3:09 pm UA303 United Airlines Chicago — Newark 6h 20m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	9h 50m including layover	Find flight from$239
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	Find flight from$249
1:06 pm — 10:50 pm	1:06 pm — 4:14 pm UA1450 United Airlines Chicago — Newark 5h 15m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	8h 44m including layover	Find flight from$239
1:50 pm — 10:50 pm	1:50 pm — 5:05 pm UA2329 United Airlines Chicago — Newark 4h 24m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	8h including layover	Find flight from$260
2:00 pm — 10:50 pm	2:00 pm — 5:10 pm UA2182 United Airlines Chicago — Newark 4h 19m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	7h 50m including layover	Find flight from$237
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	Find flight from$249
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	Find flight from$250
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	Find flight from$249
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$251
4:50 pm — 10:50 pm	4:50 pm — 8:13 pm UA795 United Airlines Chicago — Newark 1h 16m stop 9:29 pm — 10:50 pm UA2478 United Airlines Newark — Portland	5h including layover	Find flight from$300
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$249
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$274
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$273
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$273
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$249
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$250
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$251
9:35 pm — 10:26 am +1 day	9:35 pm — 0:43 am UA1791 United Airlines Chicago — Newark 8h 12m stop 8:55 am — 10:26 am UA3609 United Airlines Newark — Portland	11h 51m including layover	Find flight from$261

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 04/09/2025

Flight Information

There are 7 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 10:00 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 10:00 am
The latest flight 9:45 pm
Distance 886 ml

The cheapest months for traveling to Portland are december (from 211 $), november (from 237 $), january (from 239 $).

The most expensive and popular months are february (from 243 $), january (from 239 $), november (from 237 $).

The cheapest flight by United Airlines that our users were able to find is $211. This airfare is economy class on one-way UA3494 flight for December 9, 2024 leaving O'Hare International in Chicago at 11:05 am, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Chicago to Portland:

Boeing 737

from $237

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Boeing 737 MAX 8

from $239

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Airbus A320

from $239

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Boeing 737-800

from $261

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Boeing 737-900

from $309

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Boeing 757-200

from $309

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Airbus A319

from $324

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Boeing 737-700

from $427

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Embraer 175

from $584

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Other Popular Airlines on the Route

Besides United Airlines there are other 9 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 7 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

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

AA - American Airlines

from $225

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F9 - Frontier Airlines

from $66

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B6 - JetBlue

from $232

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PD - Porter Airlines

from $408

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WN - Southwest Airlines

from $291

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DL - Delta Air Lines Inc.

from $248

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Y4 - Volaris

from $578

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NK - Spirit Airlines

from $175

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TS - Air Transat

from $443

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See more connecting flights

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