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 $51 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 may: one-way - $51, two-way – $87.
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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
10:40 am — 2:04 pm
10:40 am — 2:04 pm UA1762 United Airlines
Chicago — Portland
2h 24m
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from$381
11:15 am — 2:42 pm
11:15 am — 2:42 pm UA5501 United Airlines
Chicago — Portland
2h 27m
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from$52
11:30 am — 2:57 pm
11:30 am — 2:57 pm UA3447 United Airlines
Chicago — Portland
2h 27m
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from$51
2:00 pm — 5:33 pm
2:00 pm — 5:33 pm UA4177 United Airlines
Chicago — Portland
2h 33m
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from$51
2:00 pm — 5:26 pm
2:00 pm — 5:26 pm UA4384 United Airlines
Chicago — Portland
2h 26m
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from$318
2:00 pm — 5:24 pm
2:00 pm — 5:24 pm UA3539 United Airlines
Chicago — Portland
2h 24m
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from$381
6:00 pm — 9:27 pm
6:00 pm — 9:27 pm UA3991 United Airlines
Chicago — Portland
2h 27m
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from$51
6:00 pm — 9:32 pm
6:00 pm — 9:32 pm UA5711 United Airlines
Chicago — Portland
2h 32m
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from$51
6:00 pm — 9:27 pm
6:00 pm — 9:27 pm UA378 United Airlines
Chicago — Portland
2h 27m
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from$54
6:05 pm — 9:23 pm
6:05 pm — 9:23 pm UA445 United Airlines
Chicago — Portland
2h 18m
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from$317
6:30 pm — 9:56 pm
6:30 pm — 9:56 pm UA3590 United Airlines
Chicago — Portland
2h 26m
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from$52
6:30 pm — 9:55 pm
6:30 pm — 9:55 pm UA793 United Airlines
Chicago — Portland
2h 25m
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from$184
9:00 am — 12:18 pm
9:00 am — 12:18 pm UA2243 United Airlines
Chicago — Portland
2h 18m
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from$273
9:00 am — 12:28 pm
9:00 am — 12:28 pm UA5544 United Airlines
Chicago — Portland
2h 28m
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from$346
9:10 am — 12:30 pm
9:10 am — 12:30 pm UA4005 United Airlines
Chicago — Portland
2h 20m
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from$51
9:10 am — 12:30 pm
9:10 am — 12:30 pm UA2302 United Airlines
Chicago — Portland
2h 20m
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from$54
12:45 pm — 8:51 pm
12:45 pm — 4:11 pm UA1030 United Airlines
Chicago — Newark
3h 14m stop
7:25 pm — 8:51 pm UA4517 United Airlines
Newark — Portland
7h 6m
including layover
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from$188
1:00 pm — 7:57 pm
1:00 pm — 4:36 pm UA299 United Airlines
Chicago — Newark
1h 49m stop
6:25 pm — 7:57 pm UA5012 United Airlines
Newark — Portland
5h 57m
including layover
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from$131
1:00 pm — 7:35 am
+1 day
1:00 pm — 4:15 pm UA682 United Airlines
Chicago — New York
14h stop
6:15 am — 7:35 am UA4937 United Airlines
New York — Portland
17h 35m
including layover
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from$258
2:10 pm — 9:20 pm
2:10 pm — 5:07 pm UA1761 United Airlines
Chicago — Baltimore
2h 43m stop
7:50 pm — 9:20 pm WN428 Southwest Airlines
Baltimore — Portland
6h 10m
including layover
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from$78
3:55 pm — 9:25 am
+1 day
3:55 pm — 7:20 pm UA2035 United Airlines
Chicago — Boston
13h 15m stop
8:35 am — 9:25 am 9K7271 Cape Air
Boston — Portland
16h 30m
including layover
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from$208
3:55 pm — 6:15 pm
+1 day
3:55 pm — 7:20 pm UA2035 United Airlines
Chicago — Boston
22h 5m stop
5:25 pm — 6:15 pm 9K7331 Cape Air
Boston — Portland
25h 20m
including layover
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from$216
4:00 pm — 7:35 am
+1 day
4:00 pm — 7:16 pm UA533 United Airlines
Chicago — New York
10h 59m stop
6:15 am — 7:35 am UA4937 United Airlines
New York — Portland
14h 35m
including layover
Find flight
from$258
4:00 pm — 9:19 am
+1 day
4:00 pm — 7:16 pm UA533 United Airlines
Chicago — New York
12h 43m stop
7:59 am — 9:19 am UA4929 United Airlines
New York — Portland
16h 19m
including layover
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from$259
5:57 pm — 11:35 am
+1 day
5:57 pm — 8:57 pm UA1177 United Airlines
Chicago — Baltimore
13h 13m stop
10:10 am — 11:35 am WN2969 Southwest Airlines
Baltimore — Portland
16h 38m
including layover
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from$80
8:15 pm — 7:35 am
+1 day
8:15 pm — 11:24 pm UA2422 United Airlines
Chicago — New York
6h 51m stop
6:15 am — 7:35 am UA4937 United Airlines
New York — Portland
10h 20m
including layover
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from$258
10:45 am — 7:11 pm
10:45 am — 1:15 pm UA3572 United Airlines
Chicago — Pittsburgh
2h stop
3:15 pm — 4:12 pm UA6165 United Airlines
Pittsburgh — Washington D.C.
1h 18m stop
5:30 pm — 7:11 pm UA6028 United Airlines
Washington D.C. — Portland
7h 26m
including layover
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from$197
10:55 am — 7:11 pm
10:55 am — 1:02 pm UA3496 United Airlines
Chicago — Columbus
2h 28m stop
3:30 pm — 4:41 pm UA3623 United Airlines
Columbus — Washington D.C.
49m stop
5:30 pm — 7:11 pm UA6028 United Airlines
Washington D.C. — Portland
7h 16m
including layover
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from$197
12:00 pm — 7:11 pm
12:00 pm — 2:39 pm UA5108 United Airlines
Chicago — Clarksburg
40m stop
3:19 pm — 4:13 pm UA5041 United Airlines
Clarksburg — Washington D.C.
1h 17m stop
5:30 pm — 7:11 pm UA6028 United Airlines
Washington D.C. — Portland
6h 11m
including layover
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from$242
5:55 pm — 12:52 pm
+1 day
5:55 pm — 7:57 pm UA3707 United Airlines
Chicago — Indianapolis
11h 34m stop
7:31 am — 9:05 am UA3428 United Airlines
Indianapolis — Washington D.C.
2h 10m stop
11:15 am — 12:52 pm UA3577 United Airlines
Washington D.C. — Portland
17h 57m
including layover
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from$104
7:40 pm — 1:51 pm
+1 day
7:40 pm — 10:18 pm UA3516 United Airlines
Chicago — Dallas
8h 37m stop
6:55 am — 10:34 am AA553 American Airlines
Dallas — Charlotte
1h 1m stop
11:35 am — 1:51 pm AA591 American Airlines
Charlotte — Portland
17h 11m
including layover
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from$95
7:40 pm — 8:55 pm
+1 day
7:40 pm — 10:10 pm UA2230 United Airlines
Chicago — Dallas
15h 17m stop
1:27 pm — 5:05 pm AA701 American Airlines
Dallas — Charlotte
1h 35m stop
6:40 pm — 8:55 pm AA2226 American Airlines
Charlotte — Portland
24h 15m
including layover
Find flight
from$97
8:55 am — 6:15 pm
8:55 am — 12:07 pm UA660 United Airlines
Chicago — Newark
2h 38m stop
2:45 pm — 4:04 pm UA1057 United Airlines
Newark — Boston
1h 21m stop
5:25 pm — 6:15 pm 9K7331 Cape Air
Boston — Portland
8h 20m
including layover
Find flight
from$211
*Departure and arrival times are local. Last updated on 05/03/2024

Flight Information

There are 16 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 18m. The time difference between Chicago and Portland is 1h.

  • The fastest flight 2h 18m
  • Average flight time 2h 26m
  • The earliest flight 10:00 am
  • The latest flight 9:45 pm
  • Distance 886 ml

The cheapest flight by United Airlines that our users were able to find is $51. This airfare is economy class on one-way UA3447 flight for September 22, 2020 leaving O'Hare International in Chicago at 11:30 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 7 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 21 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):

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How to book an air ticket yourself?

How to book an air ticket yourself?
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  • 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.

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