United Airlines Portland to Chicago Flights

One way Round trip

Adults

Children under 12

Infants under 2 without place

Economy

Business

First

done

Return flight: Chicago – Portland

Page navigation

Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Portland to Chicago. Compare airline ticket prices and book air tickets starting from $52 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 april: one-way - $52, two-way – $89.

Direct flights

Check to choose departure date Check to choose departure date

Check prices for return flight

Find flights

Cheap Flights from Portland to Chicago 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 $52. The fastest nonstop flight takes 2h 38m. The fastest connecting flight — 4h 24m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $52 Find flight	4:45 pm Portland Portland Intl Jetport	6:23 pm Chicago O'Hare International	2h 38m	United Airlines	UA5539
from $52 Find flight	6:15 am Portland Portland Intl Jetport	8:11 am Chicago O'Hare International	2h 56m	United Airlines	UA3642
from $119 Find flight	7:15 am Portland Portland Intl Jetport	8:59 am Chicago O'Hare International	2h 44m	United Airlines	UA1668
from $119 Find flight	1:05 pm Portland Portland Intl Jetport	2:43 pm Chicago O'Hare International	2h 38m	United Airlines	UA1203
from $317 Find flight	1:05 pm Portland Portland Intl Jetport	2:50 pm Chicago O'Hare International	2h 45m	United Airlines	UA5957
from $318 Find flight	4:50 pm Portland Portland Intl Jetport	6:36 pm Chicago O'Hare International	2h 46m	United Airlines	UA4219
from $103 Find flight	8:10 am Portland Portland Intl Jetport	12:35 pm Chicago O'Hare International	5h 25m layover 1h 35m - Washington D.C.	United Airlines	UA6161 UA484
from $118 Find flight	5:50 am Portland Portland Intl Jetport	9:20 am Chicago O'Hare International	4h 30m layover 0h 48m - Washington D.C.	United Airlines	UA6097 UA374
from $118 Find flight	7:30 pm Portland Portland Intl Jetport	11:05 pm Chicago O'Hare International	4h 35m layover 0h 59m - Washington D.C.	United Airlines	UA4964 UA552
from $100 Find flight	8:10 am Portland Portland Intl Jetport	1:09 pm Chicago O'Hare International	5h 59m layover 0h 50m - Washington D.C. 0h 36m - Covington	United Airlines	UA6161 UA3531 UA3454
from $100 Find flight	8:10 am Portland Portland Intl Jetport	1:11 pm Chicago O'Hare International	6h 1m layover 0h 42m - Washington D.C. 0h 46m - Columbus	United Airlines	UA6161 UA3546 UA3600
from $100 Find flight	8:10 am Portland Portland Intl Jetport	1:20 pm Chicago O'Hare International	6h 10m layover 0h 40m - Washington D.C. 1h 11m - Cleveland	United Airlines	UA6161 UA3529 UA3439

Show All Flights

*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/20/2024

United Airlines Flight Schedule Portland to Chicago

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	Flight Details	Flight Time	Price
1:05 pm — 2:43 pm	1:05 pm — 2:43 pm UA1203 United Airlines Portland — Chicago	2h 38m	Find flight from$119
1:05 pm — 2:50 pm	1:05 pm — 2:50 pm UA5957 United Airlines Portland — Chicago	2h 45m	Find flight from$317
4:45 pm — 6:23 pm	4:45 pm — 6:23 pm UA5539 United Airlines Portland — Chicago	2h 38m	Find flight from$52
4:50 pm — 6:36 pm	4:50 pm — 6:36 pm UA4219 United Airlines Portland — Chicago	2h 46m	Find flight from$318
6:15 am — 8:11 am	6:15 am — 8:11 am UA3642 United Airlines Portland — Chicago	2h 56m	Find flight from$52
7:15 am — 8:59 am	7:15 am — 8:59 am UA1668 United Airlines Portland — Chicago	2h 44m	Find flight from$119
3:00 pm — 6:40 pm	3:00 pm — 4:26 pm UA3645 United Airlines Portland — Newark 39m stop 5:05 pm — 6:40 pm UA1180 United Airlines Newark — Chicago	4h 40m including layover	Find flight from$146
3:00 pm — 8:10 pm	3:00 pm — 4:26 pm UA3645 United Airlines Portland — Newark 2h 9m stop 6:35 pm — 8:10 pm UA1601 United Airlines Newark — Chicago	6h 10m including layover	Find flight from$146
5:50 am — 11:42 am	5:50 am — 7:31 am UA6151 United Airlines Portland — Washington D.C. 3h 14m stop 10:45 am — 11:42 am UA721 United Airlines Washington D.C. — Chicago	6h 52m including layover	Find flight from$118
5:50 am — 11:46 am	5:50 am — 7:31 am UA6151 United Airlines Portland — Washington D.C. 3h 14m stop 10:45 am — 11:46 am UA810 United Airlines Washington D.C. — Chicago	6h 56m including layover	Find flight from$118
6:10 am — 9:47 am	6:10 am — 7:35 am UA2341 United Airlines Portland — Newark 50m stop 8:25 am — 9:47 am UA426 United Airlines Newark — Chicago	4h 37m including layover	Find flight from$118
7:30 pm — 11:05 pm	7:30 pm — 9:17 pm UA4964 United Airlines Portland — Washington D.C. 59m stop 10:16 pm — 11:05 pm UA552 United Airlines Washington D.C. — Chicago	4h 35m including layover	Find flight from$118
9:30 am — 1:42 pm	9:30 am — 11:22 am UA4960 United Airlines Portland — Washington D.C. 1h 13m stop 12:35 pm — 1:42 pm UA221 United Airlines Washington D.C. — Chicago	5h 12m including layover	Find flight from$175
10:00 am — 6:50 pm	10:00 am — 11:47 am UA4960 United Airlines Portland — Washington D.C. 58m stop 12:45 pm — 1:49 pm UA2048 United Airlines Washington D.C. — Raleigh 3h 46m stop 5:35 pm — 6:50 pm UA350 United Airlines Raleigh — Chicago	9h 50m including layover	Find flight from$245
10:40 am — 6:43 am +1 day	10:40 am — 12:10 pm UA4925 United Airlines Portland — Newark 2h 11m stop 2:21 pm — 4:23 pm UA3580 United Airlines Newark — Covington 14h 2m stop 6:25 am — 6:43 am UA5705 United Airlines Covington — Chicago	21h 3m including layover	Find flight from$214
2:30 pm — 7:44 am +1 day	2:30 pm — 4:10 pm UA3602 United Airlines Portland — Washington D.C. 1h 20m stop 5:30 pm — 6:39 pm UA1183 United Airlines Washington D.C. — Cleveland 12h 41m stop 7:20 am — 7:44 am UA1825 United Airlines Cleveland — Chicago	18h 14m including layover	Find flight from$104
2:30 pm — 1:20 pm +1 day	2:30 pm — 4:10 pm UA3602 United Airlines Portland — Washington D.C. 1h 20m stop 5:30 pm — 6:39 pm UA1183 United Airlines Washington D.C. — Cleveland 18h 15m stop 12:54 pm — 1:20 pm UA3439 United Airlines Cleveland — Chicago	23h 50m including layover	Find flight from$104
8:10 am — 1:09 pm	8:10 am — 9:50 am UA6161 United Airlines Portland — Washington D.C. 50m stop 10:40 am — 12:09 pm UA3531 United Airlines Washington D.C. — Covington 36m stop 12:45 pm — 1:09 pm UA3454 United Airlines Covington — Chicago	5h 59m including layover	Find flight from$100
8:10 am — 6:40 pm	8:10 am — 9:50 am UA6161 United Airlines Portland — Washington D.C. 3h stop 12:50 pm — 2:00 pm UA3497 United Airlines Washington D.C. — Newark 3h 5m stop 5:05 pm — 6:40 pm UA1180 United Airlines Newark — Chicago	11h 30m including layover	Find flight from$100

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

*Departure and arrival times are local. Last updated on 04/20/2024

Flight Information

There are 6 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 10:00 am to 9:30 am. Nonstop flight is 2h 38m. The time difference between Portland and Chicago is 1h.

The fastest flight 2h 38m
Average flight time 2h 45m
The earliest flight 10:00 am
The latest flight 9:30 am
Distance 886 ml

The cheapest flight by United Airlines that our users were able to find is $52. This airfare is economy class on one-way UA5539 flight for August 26, 2020 leaving Portland Intl Jetport in Portland at 4:45 pm, it includes all taxes and additional fees.

Find same flight?

United Airlines Airplanes on the Route

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

Embraer 175 (winglets)

from $52

Find
Canadair Regional Jet 700

from $100

Find
Boeing 737-700

from $118

Find
Bombardier CRJ 700

from $118

Find
Embraer RJ135/140/145

from $118

Find
Airbus A319

from $119

Find
Airbus A320-100/200

from $119

Find
Embraer 170

from $146

Find
Boeing 737-800

from $202

Find
Embraer RJ135 / RJ140 / RJ145

from $222

Find

Other Popular Airlines on the Route

Besides United Airlines there are other 3 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 8 direct flights every day from Portland. Airlines and fares are below:

AA - American Airlines

from $65

Find

See more direct flights

Connecting Flights

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

AA - American Airlines

from $67

Find
DL - Delta Air Lines Inc.

from $88

Find
WN - Southwest Airlines

from $93

Find

See more connecting flights

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.