Cheap Flights from Chicago, IL to Portland, OR from $59

One way Round trip

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On Cheapflightsplus.com you will find 10 direct and 158 connecting flights from Chicago to Portland. You can compare airfare deals from 7 airlines and multiple travel sites from $59, book and save on cheap plane tickets and last minute offers. Also check out CHI-PDX flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Portland Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $59 (one-way), $101 (round-trip).

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Best Flights from Chicago to Portland Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Portland with the lowest price of $59. The fastest direct flight takes 4h 31m and the fastest connecting – 6h 22m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $116 Find flight	18:55 Chicago O'Hare International	21:41 Portland Portland	4h 46m	Alaska Airlines	AS412
from $165 Find flight	09:21 Chicago O'Hare International	12:04 Portland Portland	4h 43m	United Airlines	UA2730
from $212 Find flight	09:10 Chicago O'Hare International	11:52 Portland Portland	4h 42m	United Airlines	UA2736
from $59 Find flight	18:36 Chicago O'Hare International	09:45+1 день Portland Portland	17h 9m layover 10h 16m - Las Vegas	Frontier Airlines	F92145 F91105
from $59 Find flight	22:00 Chicago Midway	15:54+1 день Portland Portland	19h 54m layover 13h 35m - Las Vegas	Frontier Airlines	F92329 F91105
from $59 Find flight	08:15 Chicago Midway	11:01+1 день Portland Portland	28h 46m layover 22h 55m - Denver	Frontier Airlines	F92209 F91789
from $59 Find flight	07:25 Chicago O'Hare International	11:01+1 день Portland Portland	29h 36m layover 23h 48m - Denver	Frontier Airlines	F93173 F91789
from $71 Find flight	18:48 Chicago O'Hare International	23:40 Portland Portland	6h 52m layover 1h 23m - Denver	Frontier Airlines	F91483 F92687
from $73 Find flight	12:43 Chicago Midway	19:33 Portland Portland	8h 50m layover 1h 53m - Las Vegas	Frontier Airlines	F92329 F92517
from $77 Find flight	11:32 Chicago Midway	20:36 Portland Portland	11h 4m layover 4h 31m - Phoenix	Frontier Airlines	F91735 F93159
from $77 Find flight	06:10 Chicago O'Hare International	17:17 Portland Portland	13h 7m layover 6h 4m - Phoenix	Frontier Airlines	F91827 F93159
from $85 Find flight	15:21 Chicago O'Hare International	23:48 Portland Portland	10h 27m layover 3h 53m - Las Vegas	Spirit Airlines	NK2859 NK1727
from $106 Find flight	11:55 Chicago O'Hare International	17:05 Portland Portland	7h 10m layover 1h 43m - Minneapolis	Sun Country Airlines	SY260 SY295
from $127 Find flight	17:28 Chicago O'Hare International	21:53 Portland Portland	6h 25m layover 0h 48m - Seattle	Alaska Airlines	AS353 AS123
from $127 Find flight	07:45 Chicago O'Hare International	12:33 Portland Portland	6h 48m layover 1h 8m - Seattle	Alaska Airlines	AS333 AS1039
from $127 Find flight	14:07 Chicago O'Hare International	19:20 Portland Portland	7h 13m layover 1h 35m - Seattle	Alaska Airlines	AS335 AS2225

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on November 21, 2024

Flight Schedule Chicago (Illinois) to Portland (Oregon)

Full flight schedule will help you in detecting at what time planes fly from Chicago to Portland. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
09:10 — 11:52	09:10 — 11:52 UA2736 United Airlines Chicago — Portland	4h 42m	Find flight from$212
09:11 — 11:54	09:11 — 11:54 UA1994 United Airlines Chicago — Portland	4h 43m	Find flight from$238
09:21 — 12:04	09:21 — 12:04 UA2730 United Airlines Chicago — Portland	4h 43m	Find flight from$165
13:58 — 16:29	13:58 — 16:29 AS413 Alaska Airlines Chicago — Portland	4h 31m	Find flight from$132
16:00 — 18:43	16:00 — 18:43 UA2729 United Airlines Chicago — Portland	4h 43m	Find flight from$165
16:00 — 18:41	16:00 — 18:41 UA2726 United Airlines Chicago — Portland	4h 41m	Find flight from$181
16:15 — 18:48	16:15 — 18:48 UA310 United Airlines Chicago — Portland	4h 33m	Find flight from$238
18:55 — 21:41	18:55 — 21:41 AS412 Alaska Airlines Chicago — Portland	4h 46m	Find flight from$116
19:55 — 22:35	19:55 — 22:35 UA426 United Airlines Chicago — Portland	4h 40m	Find flight from$183
20:11 — 22:53	20:11 — 22:53 UA2727 United Airlines Chicago — Portland	4h 42m	Find flight from$181
05:45 — 12:46	05:45 — 08:44 UA2622 United Airlines Chicago — Houston 1h 11m stop 09:55 — 12:46 UA740 United Airlines Houston — Portland	9h 1m including layover	Find flight from$176
06:10 — 17:17	06:10 — 09:16 F91827 Frontier Airlines Chicago — Phoenix 6h 4m stop 15:20 — 17:17 F93159 Frontier Airlines Phoenix — Portland	13h 7m including layover	Find flight from$77
07:25 — 11:01 +1 day	07:25 — 09:26 F93173 Frontier Airlines Chicago — Denver 23h 48m stop 09:03 — 11:03 F91789 Frontier Airlines Denver — Portland	29h 36m including layover	Find flight from$59
07:45 — 12:33	07:00 — 09:38 AS333 Alaska Airlines Chicago — Seattle 1h 8m stop 11:27 — 12:26 AS1039 Alaska Airlines Seattle — Portland	6h 48m including layover	Find flight from$127
08:15 — 11:01 +1 day	07:15 — 09:05 F92209 Frontier Airlines Chicago — Denver 22h 55m stop 09:03 — 11:03 F91789 Frontier Airlines Denver — Portland	28h 46m including layover	Find flight from$59
11:32 — 20:36	11:32 — 14:19 F91735 Frontier Airlines Chicago — Phoenix 4h 31m stop 18:50 — 20:36 F93159 Frontier Airlines Phoenix — Portland	11h 4m including layover	Find flight from$77
11:55 — 17:05	12:22 — 13:58 SY260 Sun Country Airlines Chicago — Minneapolis 1h 43m stop 15:47 — 17:38 SY295 Sun Country Airlines Minneapolis — Portland	7h 10m including layover	Find flight from$106
12:43 — 19:33	12:43 — 15:07 F92329 Frontier Airlines Chicago — Las Vegas 1h 53m stop 17:00 — 19:33 F92517 Frontier Airlines Las Vegas — Portland	8h 50m including layover	Find flight from$73
12:45 — 18:05	12:45 — 14:36 UA1491 United Airlines Chicago — Denver 1h 34m stop 16:10 — 18:05 UA1337 United Airlines Denver — Portland	7h 20m including layover	Find flight from$176
13:39 — 19:04	13:39 — 15:45 NK150 Spirit Airlines Chicago — Las Vegas 55m stop 16:40 — 19:04 NK151 Spirit Airlines Las Vegas — Portland	7h 25m including layover	Find flight from$128
14:07 — 19:20	13:07 — 15:55 AS335 Alaska Airlines Chicago — Seattle 1h 35m stop 18:55 — 19:49 AS2225 Alaska Airlines Seattle — Portland	7h 13m including layover	Find flight from$127
14:35 — 20:37	14:35 — 17:30 UA1577 United Airlines Chicago — San Francisco 1h 10m stop 18:40 — 20:37 UA2646 United Airlines San Francisco — Portland	8h 2m including layover	Find flight from$176
15:03 — 20:46	13:05 — 15:45 AS335 Alaska Airlines Chicago — Seattle 2h 1m stop 19:55 — 20:52 AS958 Alaska Airlines Seattle — Portland	7h 43m including layover	Find flight from$127
15:21 — 23:48	15:21 — 17:28 NK2859 Spirit Airlines Chicago — Las Vegas 3h 53m stop 21:21 — 23:48 NK1727 Spirit Airlines Las Vegas — Portland	10h 27m including layover	Find flight from$85
16:08 — 21:00	16:08 — 17:59 UA2436 United Airlines Chicago — Denver 1h 6m stop 19:05 — 21:00 UA498 United Airlines Denver — Portland	6h 52m including layover	Find flight from$176
17:28 — 21:53	17:28 — 20:11 AS353 Alaska Airlines Chicago — Seattle 48m stop 20:59 — 21:53 AS123 Alaska Airlines Seattle — Portland	6h 25m including layover	Find flight from$127
17:50 — 22:44	17:50 — 19:40 UA2370 United Airlines Chicago — Denver 1h 9m stop 20:49 — 22:44 UA1325 United Airlines Denver — Portland	6h 54m including layover	Find flight from$176
18:36 — 09:45 +1 day	18:36 — 21:00 F92145 Frontier Airlines Chicago — Las Vegas 10h 16m stop 07:16 — 09:47 F91105 Frontier Airlines Las Vegas — Portland	17h 9m including layover	Find flight from$59
18:36 — 19:33 +1 day	18:36 — 21:00 F92145 Frontier Airlines Chicago — Las Vegas 20h stop 17:00 — 19:33 F92517 Frontier Airlines Las Vegas — Portland	26h 57m including layover	Find flight from$59
22:00 — 15:54 +1 day	12:43 — 15:07 F92329 Frontier Airlines Chicago — Las Vegas 13h 35m stop 07:16 — 09:47 F91105 Frontier Airlines Las Vegas — Portland	19h 54m including layover	Find flight from$59
22:47 — 09:21 +1 day	22:47 — 00:54 NK713 Spirit Airlines Chicago — Las Vegas 6h 6m stop 07:00 — 09:21 NK558 Spirit Airlines Las Vegas — Portland	12h 34m including layover	Find flight from$128
06:35 — 18:21	06:09 — 08:42 NK467 Spirit Airlines Chicago — Los Angeles 1h 36m stop 12:45 — 14:01 NK1724 Spirit Airlines Los Angeles — Las Vegas 3h 45m stop 15:56 — 18:24 NK426 Spirit Airlines Las Vegas — Portland	13h 46m including layover	Find flight from$175

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

*Departure and arrival times - local. Updated on November 21, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Portland depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Portland is 2816 miles. Time difference between the cities is 2h. Airplanes depart 00:48 to 22:47 from 7 Chicago airports and arrive 00:48 to 22:47 to 1 Portland airport. Average flight time is 4h 42m.

The fastest flight 4h 31m
Average flight time 4h 42m
The earliest flight 00:48
The latest flight 22:47
Distance 1750 ml

The cheapest months to travel to Portland are december (from 59 $), january (from 60 $), february (from 71 $).

The most expensive months are november (from 130 $), february (from 71 $), january (from 60 $).

What is the lowest airfare Chicago to Portland?

The cheapest plane ticket found by our users is $59. This airfare is for economy class on one-way F92209 flight by Frontier Airlines for December 12, 2024 which leaves Midway in Chicago at 08:15 am and arrives at Portland Portland at 11:01.

Economy class

$59

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — Portland is served by 7 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 68 departures per week at the price of from $ 116 . And the most expensive tickets are offered by Volaris airline - from $ 646.

Direct flights

There are 10 nonstop flights on the route. The fastest direct flight is AS413 by Alaska Airlines takes 4h 31m and the cheapest is F92209 by Frontier Airlines for $116.

AS - Alaska Airlines

from $116

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UA - United Airlines

from $165

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Connecting Flights

There are 158 flights with layovers on the route. The fastest connecting flight is AS333 by Alaska Airlines takes 6h 22m and the cheapest is F92209 by Frontier Airlines for $59.

AS - Alaska Airlines

from $127

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F9 - Frontier Airlines

from $59

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SY - Sun Country Airlines

from $106

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Y4 - Volaris

from $646

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UA - United Airlines

from $176

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VB - VivaAerobus

from $386

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NK - Spirit Airlines

from $85

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Airports

You can fly from Chicago to Portland from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $59
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Midway-MDW

from $59
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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Portland airports

Portland-PDX

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Airplanes

There are flights to Portland from Chicago by 7 airlines that use 2 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-900

from $127

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Boeing 737 MAX 9

from $225

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Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Chicago — Las Vegas

from $508

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Chicago — Tampa

from $63

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Chicago — Los Angeles

from $181

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Chicago — Orlando

from $62

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Chicago — New York

from $74

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Chicago — Dallas

from $70

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Chicago — San Antonio

from $59

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Chicago — Atlanta

from $76

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Chicago — Miami

from $66

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Chicago — Denver

from $61

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Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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Chicago — Dublin

from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

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Chicago — Paris

from $61

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Chicago — Tel Aviv

from $628

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Chicago — Mumbai

from $74

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How to book a plane 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 flight ticket.
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.
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