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$158+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PWM
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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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 octubre 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
mié. 12/37:30 pmPDX - PWM
2 stops13h 43mDelta
mar. 12/92:34 pmPWM - PDX
2 stops11h 06mDelta
Deal found 10/28$305
This Delta deal was found by Cheapflights users on 10/29. 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.
lun. 12/811:35 amPDX - PWM
2 stops25h 32mDelta
lun. 12/154:53 pmPWM - PDX
2 stops18h 35mDelta
Deal found 10/29$317
This Delta deal was found by Cheapflights users on 10/29. 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.
mié. 12/107:30 pmPDX - PWM
2 stops13h 43mDelta
mié. 12/174:53 pmPWM - PDX
2 stops10h 22mDelta
Deal found 10/29$365
This Southwest deal was found by Cheapflights users on 10/29. 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.
mar. 12/97:55 amPDX - PWM
2 stops11h 20mSouthwest
mié. 12/175:30 amPWM - PDX
2 stops15h 20mSouthwest
Deal found 10/29$369
This United Airlines deal was found by Cheapflights users on 10/30. 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.
jue. 11/275:00 amRDM - PWM
1 stop7h 48mUnited Airlines
jue. 12/46:00 amPWM - RDM
3 stops15h 40mUnited Airlines
Deal found 10/30$388
This United Airlines deal was found by Cheapflights users on 10/29. 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.
jue. 11/135:00 amRDM - PWM
1 stop7h 48mUnited Airlines
lun. 11/173:20 pmPWM - RDM
1 stop8h 47mUnited Airlines
Deal found 10/29$389
This Southwest deal was found by Cheapflights users on 10/29. 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.
mié. 12/108:00 amPDX - PWM
2 stops11h 15mSouthwest
jue. 12/183:00 pmPWM - PDX
2 stops12h 20mSouthwest
Deal found 10/29$399
This Delta deal was found by Cheapflights users on 10/28. 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.
vie. 12/1211:20 pmPDX - PWM
1 stop9h 53mDelta
mié. 12/174:53 pmPWM - PDX
1 stop8h 17mDelta
Deal found 10/28$403
This Delta deal was found by Cheapflights users on 10/29. 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.
vie. 10/317:00 amRDM - PWM
2 stops14h 05mDelta
mar. 11/41:27 pmPWM - RDM
2 stops13h 19mDelta
Deal found 10/29$431
This Delta deal was found by Cheapflights users on 10/29. 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.
vie. 10/316:00 amMFR - PWM
2 stops15h 05mDelta
mar. 11/41:27 pmPWM - MFR
2 stops13h 22mDelta
Deal found 10/29$431
This Delta deal was found by Cheapflights users on 10/29. 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.
vie. 10/316:00 amMFR - PWM
2 stops15h 05mDelta
jue. 11/62:38 pmPWM - MFR
2 stops11h 12mDelta
Deal found 10/29$433
This Delta deal was found by Cheapflights users on 10/29. 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.
vie. 10/316:00 amMFR - PWM
2 stops15h 05mDelta
lun. 11/34:48 pmPWM - MFR
2 stops10h 01mDelta
Deal found 10/29$473

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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$305
(Delta)

One-way from

$158
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$492
Provider with most accurate pricing for Portland-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Portland flights.
Search Deals
From Oregon to Portland
Search Deals
One-way flight from Oregon to Portland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 30, 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

lun. 12/8

7:30 pm-4:07 pm

2 stops17h 37m

Portland

lun. 12/15

4:53 pm-10:15 pm

1 stop8h 22m

$330

PortlandPortland

PDX - PWM

PDXPWM

Portland

mié. 12/3

11:20 pm-12:13 pm

1 stop9h 53m

Portland

mar. 12/9

12:53 pm-10:40 pm

2 stops12h 47m

$349

PortlandPortland

PDX - PWM

PDXPWM

Portland

mié. 12/10

11:20 pm-12:13 pm

1 stop9h 53m

Portland

mié. 12/17

6:08 am-5:43 pm

2 stops14h 35m

$364

PortlandPortland

PDX - PWM

PDXPWM

Portland

lun. 12/8

12:32 am-4:07 pm

2 stops12h 35m

Portland

mié. 12/17

4:53 pm-10:10 pm

1 stop8h 17m

$364

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

mié. 2/11

11:30 am-12:20 am

2 stops9h 50m

Portland

mié. 3/4

12:50 pm-10:42 pm

2 stops12h 52m

$386

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

jue. 11/27

5:00 am-3:48 pm

1 stop7h 48m

Portland

jue. 12/4

6:00 am-6:40 pm

3 stops15h 40m

$388

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

jue. 11/13

5:00 am-3:48 pm

1 stop7h 48m

Portland

lun. 11/17

3:20 pm-9:07 pm

1 stop8h 47m

$389

BoisePortland

BOI - PWM

BOIPWM

Boise Air Term. Gowen Fld

mar. 3/3

6:00 pm-11:57 am

2 stops15h 57m

Portland

jue. 3/5

2:35 pm-4:26 pm

2 stops27h 51m

$422

RedmondPortland

RDM - PWM

RDMPWM

Bend/Redmond

mar. 3/10

11:30 am-11:57 am

2 stops21h 27m

Portland

mié. 3/11

4:50 pm-5:05 pm

2 stops27h 15m

$452

MedfordPortland

MFR - PWM

MFRPWM

Medford

mar. 3/10

11:24 am-11:57 am

2 stops21h 33m

Portland

mié. 3/11

4:50 pm-10:58 am

2 stops21h 08m

$462

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 36 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, April is the cheapest month in which you can book a flight from Oregon to Portland, Maine (average of $103). Flying from Oregon to Portland, Maine in December is currently the most expensive (average of $255). 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 octubre 30, 2025.

It’s optimal to fly from Oregon to Portland, Maine in the afternoon. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight at noon.

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 7h 48m. Airlines will cover a distance of 2486 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 Delta, which is currently one of the cheapest options available, starting at $163. Southwest flights start at $185 while deals on United Airlines start at $185 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, April is the cheapest month in which you can book a flight from Oregon to Portland, Maine (average of $103). Flying from Oregon to Portland, Maine in December is currently the most expensive (average of $255). 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
North Conway
Brunswick
Auburn
Conway

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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$175Average$480FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$325Average$415FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$332Average$684FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$332Average$504FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$369Average$462FlexibilityNo cancel feeOn-time63%

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