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 $97 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 june: one-way - $97, two-way – $166.

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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 $97. The fastest nonstop flight takes 2h 26m. The fastest connecting flight — 4h 31m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $97 Find flight	6:30 pm Chicago O'Hare International	10:01 pm Portland Portland Intl Jetport	2h 31m	United Airlines	UA1974
from $97 Find flight	7:10 am Chicago O'Hare International	10:49 am Portland Portland Intl Jetport	2h 39m	United Airlines	UA5623
from $111 Find flight	10:58 am Chicago O'Hare International	2:24 pm Portland Portland Intl Jetport	2h 26m	United Airlines	UA763
from $142 Find flight	1:55 pm Chicago O'Hare International	5:37 pm Portland Portland Intl Jetport	2h 42m	United Airlines	UA5849
from $167 Find flight	1:55 pm Chicago O'Hare International	5:37 pm Portland Portland Intl Jetport	2h 42m	United Airlines	UA3451
from $101 Find flight	5:56 pm Chicago O'Hare International	11:59 pm Portland Portland Intl Jetport	5h 3m layover 1h 19m - Washington D.C.	United Airlines	UA2677 UA3674
from $113 Find flight	10:50 am Chicago O'Hare International	7:27 pm Portland Portland Intl Jetport	7h 37m layover 3h 41m - Washington D.C.	United Airlines	UA758 UA3517
from $114 Find flight	7:15 am Chicago O'Hare International	1:22 pm Portland Portland Intl Jetport	5h 7m layover 1h 25m - Newark	United Airlines	UA563 UA3685
from $114 Find flight	6:00 am Chicago O'Hare International	1:18 pm Portland Portland Intl Jetport	6h 18m layover 2h 45m - Newark	United Airlines	UA1658 UA3512
from $114 Find flight	3:40 pm Chicago O'Hare International	11:14 pm Portland Portland Intl Jetport	6h 34m layover 2h 31m - Newark	United Airlines	UA2133 UA2127
from $116 Find flight	6:00 am Chicago O'Hare International	1:22 pm Portland Portland Intl Jetport	6h 22m layover 2h 43m - Newark	United Airlines	UA1658 UA3685
from $116 Find flight	8:50 am Chicago O'Hare International	2:25 pm Portland Portland Intl Jetport	4h 35m layover 0h 40m - Washington D.C.	United Airlines	UA2029 UA3529
from $119 Find flight	2:20 pm Chicago O'Hare International	11:14 pm Portland Portland Intl Jetport	7h 54m layover 3h 51m - Newark	United Airlines	UA2649 UA1232
from $119 Find flight	10:50 am Chicago O'Hare International	7:27 pm Portland Portland Intl Jetport	7h 37m layover 3h 41m - Washington D.C.	United Airlines	UA2862 UA3517
from $119 Find flight	1:05 pm Chicago O'Hare International	7:27 pm Portland Portland Intl Jetport	5h 22m layover 1h 20m - Washington D.C.	United Airlines	UA2337 UA3517
from $147 Find flight	10:49 am Chicago O'Hare International	6:13 pm Portland Portland Intl Jetport	6h 24m layover 2h 41m - Newark	United Airlines	UA2668 UA255

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 05/22/2025

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
10:58 am — 2:24 pm	10:58 am — 2:24 pm UA763 United Airlines Chicago — Portland	2h 26m	Find flight from$111
1:55 pm — 5:37 pm	1:55 pm — 5:37 pm UA5849 United Airlines Chicago — Portland	2h 42m	Find flight from$142
1:55 pm — 5:37 pm	1:55 pm — 5:37 pm UA3644 United Airlines Chicago — Portland	2h 42m	Find flight from$143
1:55 pm — 5:37 pm	1:55 pm — 5:37 pm UA3451 United Airlines Chicago — Portland	2h 42m	Find flight from$167
6:30 pm — 10:01 pm	6:30 pm — 10:01 pm UA1974 United Airlines Chicago — Portland	2h 31m	Find flight from$97
7:10 am — 10:49 am	7:10 am — 10:49 am UA5623 United Airlines Chicago — Portland	2h 39m	Find flight from$97
10:50 am — 7:27 pm	10:50 am — 1:49 pm UA758 United Airlines Chicago — Washington D.C. 3h 41m stop 5:30 pm — 7:27 pm UA3517 United Airlines Washington D.C. — Portland	7h 37m including layover	Find flight from$113
11:23 am — 5:43 pm	11:23 am — 2:28 pm UA1190 United Airlines Chicago — Washington D.C. 1h 27m stop 3:55 pm — 5:43 pm UA3715 United Airlines Washington D.C. — Portland	5h 20m including layover	Find flight from$158
11:46 am — 6:26 pm	11:46 am — 3:12 pm UA1205 United Airlines Chicago — Newark 1h 47m stop 4:59 pm — 6:26 pm UA3599 United Airlines Newark — Portland	5h 40m including layover	Find flight from$148
12:22 pm — 6:13 pm	12:22 pm — 3:48 pm UA1205 United Airlines Chicago — Newark 1h 1m stop 4:49 pm — 6:13 pm UA334 United Airlines Newark — Portland	4h 51m including layover	Find flight from$151
12:50 pm — 7:29 pm	12:50 pm — 3:52 pm UA1377 United Airlines Chicago — Washington D.C. 1h 42m stop 5:34 pm — 7:29 pm UA3517 United Airlines Washington D.C. — Portland	5h 39m including layover	Find flight from$148
1:05 pm — 7:27 pm	1:05 pm — 4:10 pm UA2337 United Airlines Chicago — Washington D.C. 1h 20m stop 5:30 pm — 7:27 pm UA3517 United Airlines Washington D.C. — Portland	5h 22m including layover	Find flight from$119
2:20 pm — 11:14 pm	2:26 pm — 6:00 pm UA2649 United Airlines Chicago — Newark 3h 51m stop 9:59 pm — 11:27 pm UA1232 United Airlines Newark — Portland	7h 54m including layover	Find flight from$119
2:20 pm — 11:14 pm	2:20 pm — 5:54 pm UA2649 United Airlines Chicago — Newark 3h 51m stop 9:45 pm — 11:14 pm UA2127 United Airlines Newark — Portland	7h 54m including layover	Find flight from$120
3:40 pm — 11:14 pm	3:40 pm — 7:14 pm UA2133 United Airlines Chicago — Newark 2h 31m stop 9:45 pm — 11:14 pm UA2127 United Airlines Newark — Portland	6h 34m including layover	Find flight from$114
3:40 pm — 6:13 pm +1 day	3:40 pm — 7:14 pm UA2133 United Airlines Chicago — Newark 21h 35m stop 4:49 pm — 6:13 pm UA255 United Airlines Newark — Portland	25h 33m including layover	Find flight from$193
4:50 pm — 11:14 pm	4:50 pm — 8:24 pm UA1785 United Airlines Chicago — Newark 1h 21m stop 9:45 pm — 11:14 pm UA1232 United Airlines Newark — Portland	5h 24m including layover	Find flight from$119
4:50 pm — 11:14 pm	4:50 pm — 8:24 pm UA1785 United Airlines Chicago — Newark 1h 21m stop 9:45 pm — 11:14 pm UA2127 United Airlines Newark — Portland	5h 24m including layover	Find flight from$120
5:55 pm — 11:44 pm	5:55 pm — 9:28 pm UA534 United Airlines Chicago — Newark 48m stop 10:16 pm — 11:44 pm UA2127 United Airlines Newark — Portland	4h 49m including layover	Find flight from$177
5:56 pm — 11:59 pm	5:53 pm — 8:52 pm UA2677 United Airlines Chicago — Washington D.C. 1h 19m stop 10:12 pm — 11:57 pm UA3674 United Airlines Washington D.C. — Portland	5h 3m including layover	Find flight from$101
6:00 am — 1:18 pm	6:00 am — 9:13 am UA1658 United Airlines Chicago — Newark 2h 45m stop 12:13 pm — 1:33 pm UA3512 United Airlines Newark — Portland	6h 18m including layover	Find flight from$114
7:15 am — 1:22 pm	7:15 am — 10:33 am UA563 United Airlines Chicago — Newark 1h 25m stop 11:58 am — 1:22 pm UA3685 United Airlines Newark — Portland	5h 7m including layover	Find flight from$114
8:50 am — 2:25 pm	8:52 am — 11:55 am UA2029 United Airlines Chicago — Washington D.C. 40m stop 1:05 pm — 2:53 pm UA3529 United Airlines Washington D.C. — Portland	4h 35m including layover	Find flight from$116
8:52 am — 2:23 pm	8:52 am — 11:55 am UA1068 United Airlines Chicago — Washington D.C. 40m stop 12:35 pm — 2:23 pm UA3529 United Airlines Washington D.C. — Portland	4h 31m including layover	Find flight from$164
9:25 pm — 9:24 am +1 day	9:24 pm — 0:45 am UA396 United Airlines Chicago — Newark 7h 19m stop 8:05 am — 9:24 am UA3514 United Airlines Newark — Portland	10h 59m including layover	Find flight from$174
9:25 pm — 6:26 pm +1 day	9:25 pm — 0:46 am UA396 United Airlines Chicago — Newark 16h 13m stop 4:59 pm — 6:26 pm UA3599 United Airlines Newark — Portland	20h 1m including layover	Find flight from$182

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

*Departure and arrival times are local. Last updated on 05/22/2025

Flight Information

There are 6 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 26m. The time difference between Chicago and Portland is 1h.

The fastest flight 2h 26m
Average flight time 2h 41m
The earliest flight 10:00 am
The latest flight 9:45 pm
Distance 886 ml

The cheapest months for traveling to Portland are may (from 130 $), july (from 146 $), august (from 149 $).

The most expensive and popular months are june (from 160 $), august (from 149 $), july (from 146 $).

The cheapest flight by United Airlines that our users were able to find is $97. This airfare is economy class on one-way UA1974 flight for May 29, 2025 leaving O'Hare International in Chicago at 6:30 pm, 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:

Other Popular Airlines on the Route

Besides United Airlines there are other 5 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 6 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):

AS - Alaska Airlines

from $961

Find
F9 - Frontier Airlines

from $81

Find
SY - Sun Country Airlines

from $111

Find
NK - Spirit Airlines

from $180

Find
G4 - Allegiant Air

from $201

Find

See more connecting flights

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