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$125+ Cheap flights from Oregon to Portland, ME (PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PWM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Oregon to Portland

Keep the following information in mind while searching for Oregon to Portland flight deals. Data was last updated September 15, 2025.

Round-trip from

$358
(Delta)

One-way from

$125
(United Airlines)

Popular in

November

Cheapest in

September

Average price

$450
From Oregon to Portland
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One-way flight from Oregon to Portland
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Highest demand for flights based on searches. 9% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Oregon to Portland

Cheapest flights from Oregon to Portland
Explore the most affordable flight options available from Oregon to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:26 pmRDM - PWM
2 stops12h 10mDelta
Tue 10/2812:45 pmPWM - RDM
2 stops14h 01mDelta
Deal found 9/15$349
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2612:40 amPDX - PWM
1 stop6h 56mDelta
Tue 11/41:27 pmPWM - PDX
1 stop11h 41mDelta
Deal found 9/13$359
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/279:52 pmPDX - PWM
2 stops12h 43mAmerican Airlines
Tue 11/47:02 amPWM - PDX
2 stops13h 10mAmerican Airlines
Deal found 9/13$360
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1810:32 pmPDX - PWM
1 stop7h 39mUnited Airlines
Wed 10/226:14 amPWM - PDX
2 stops11h 51mUnited Airlines
Deal found 9/15$363
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:07 amPDX - PWM
2 stops14h 38mAmerican Airlines
Fri 10/39:18 amPWM - PDX
1 stop10h 46mAmerican Airlines
Deal found 9/13$379
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 amRDM - PWM
2 stops14h 59mUnited Airlines
Sat 10/48:00 amPWM - RDM
2 stops13h 25mUnited Airlines
Deal found 9/15$379
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:37 pmMFR - PWM
2 stops11h 34mUnited Airlines
Sat 10/410:30 amPWM - MFR
2 stops12h 59mUnited Airlines
Deal found 9/15$379
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1811:58 pmPDX - PWM
1 stop8h 30mAmerican Airlines
Wed 10/223:28 pmPWM - PDX
1 stop10h 38mAmerican Airlines
Deal found 9/15$382
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:40 amPDX - PWM
1 stop6h 56mDelta
Wed 10/226:00 amPWM - PDX
1 stop10h 00mDelta
Deal found 9/15$389
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:58 pmPDX - PWM
2 stops9h 37mAmerican Airlines
Fri 10/316:29 amPWM - PDX
1 stop8h 52mAmerican Airlines
Deal found 9/13$396
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:40 amPDX - PWM
2 stops12h 35mSouthwest
Wed 11/263:15 pmPWM - PDX
2 stops12h 50mSouthwest
Deal found 9/15$398
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:24 pmMFR - PWM
2 stops17h 34mDelta
Sat 11/1512:48 pmPWM - MFR
2 stops13h 42mDelta
Deal found 9/14$399

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Oregon to Portland that are best for you.

Fly from

Oregon

Fly to

Portland

Route

Depart

Return

Price

PortlandPortland

PDX - PWM

PDXPWM

Portland

Mon 10/27

10:58 pm-1:06 pm

2 stops11h 08m

Portland

Tue 11/4

1:27 pm-10:08 pm

1 stop11h 41m

$364

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

Tue 9/30

6:00 am-11:59 pm

2 stops14h 59m

Portland

Sat 10/4

8:00 am-6:25 pm

2 stops13h 25m

$379

PortlandPortland

PDX - PWM

PDXPWM

Portland

Fri 10/17

12:40 am-10:36 am

1 stop6h 56m

Portland

Wed 10/22

6:00 am-1:00 pm

1 stop10h 00m

$389

MedfordPortland

MFR - PWM

MFRPWM

Medford

Sat 10/18

5:24 pm-12:05 am

2 stops27h 41m

Portland

Sat 11/15

12:48 pm-11:30 pm

2 stops13h 42m

$399

MedfordPortland

MFR - PWM

MFRPWM

Medford

Fri 10/17

5:24 pm-12:05 am

2 stops27h 41m

Portland

Sat 11/15

12:48 pm-11:30 pm

2 stops13h 42m

$399

BoisePortland

BOI - PWM

BOIPWM

Boise Air Term. Gowen Fld

Fri 11/7

11:39 pm-1:58 pm

2 stops12h 19m

Portland

Tue 11/11

6:00 am-12:44 pm

1 stop8h 44m

$404

MedfordPortland

MFR - PWM

MFRPWM

Medford

Sat 11/1

5:00 am-3:48 pm

1 stop7h 48m

Portland

Sat 11/8

3:20 pm-9:14 pm

1 stop8h 54m

$409

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

Fri 10/31

5:00 am-3:48 pm

1 stop7h 48m

Portland

Tue 11/4

3:20 pm-9:07 pm

1 stop8h 47m

$409

MedfordPortland

MFR - PWM

MFRPWM

Medford

Sat 10/18

5:00 am-11:20 pm

2 stops15h 20m

Portland

Thu 11/13

3:20 pm-9:14 pm

1 stop8h 54m

$414

MedfordPortland

MFR - PWM

MFRPWM

Medford

Sat 10/18

6:00 am-9:44 pm

2 stops12h 44m

Portland

Sat 11/15

3:20 pm-9:14 pm

1 stop8h 54m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 51 results
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Best time to book a flight from Oregon to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Portland

What is the cheapest month to book a flight from Oregon to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Oregon to Portland, Maine (average of $296). Flying from Oregon to Portland, Maine in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to PWM?

Find hourly flight availability from Oregon to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Oregon to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Oregon?

    Most people fly into Portland (PWM) if they book a flight to Portland from Oregon. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • How long is the flight from Oregon to Portland, Maine?

    Departing from Oregon to Portland, Maine will take you 11h 08m. Airlines will cover a distance of 2527 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oregon to Portland, Maine one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $125. Delta flights start at $169 while deals on Southwest start at $219 one-way.

  • What are the most popular routes from Oregon to Portland, Maine?

    The most popular route from Oregon to Portland, Maine is Portland - Portland. You may also consider Bend/Redmond - Portland or Medford - Portland.

  • Can I find deals for flights from Oregon to Portland that include hotel bookings?

    Yes. In addition to deals on Oregon to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Portland.

  • Can I find deals for business class flights from Oregon to Portland?

    Yes. Cheapflights offers flight deals from Oregon to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Oregon to Portland, Maine (average of $296). Flying from Oregon to Portland, Maine in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Brunswick
North Conway
Auburn
Conway
Lewiston

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Top 5 airlines flying from Oregon to Portland

Discover the top 5 airlines that operate flights from Oregon to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$238Average$510FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$325Average$415FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$332Average$516FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$340Average$691FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$363Average$459FlexibilityNo cancel feeOn-time63%

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