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$159+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — PWM
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap 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 December 17, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:00 amRDM - PWM
2 stops15h 22mUnited Airlines
Sun 1/410:19 amPWM - RDM
2 stops14h 03mUnited Airlines
Deal found 12/16$666
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:55 pmBOI - PWM
2 stops12h 49mUnited Airlines
Sun 1/47:30 pmPWM - BOI
2 stops19h 09mUnited Airlines
Deal found 12/16$716
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:30 amPDX - PWM
2 stops13h 29mUnited Airlines
Wed 12/317:30 pmPWM - PDX
2 stops21h 05mUnited Airlines
Deal found 12/16$748
This Southwest deal was found by Cheapflights users on 12/17. 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.
Fri 12/268:50 amPDX - PWM
2 stops12h 15mSouthwest
Thu 1/15:30 amPWM - PDX
2 stops15h 45mSouthwest
Deal found 12/17$772
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/305:00 amRDM - PWM
2 stops30h 14mUnited Airlines
Sat 1/35:30 amPWM - RDM
2 stops10h 28mUnited Airlines
Deal found 12/15$823
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:30 amBOI - PWM
2 stops9h 02mDelta
Sun 1/45:45 amPWM - BOI
1 stop9h 00mDelta
Deal found 12/16$844
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/3110:52 pmPDX - PWM
1 stop7h 52mUnited Airlines
Sun 1/42:14 pmPWM - PDX
1 stop9h 34mUnited Airlines
Deal found 12/16$858
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:12 pmBOI - PWM
2 stops14h 32mUnited Airlines
Sat 1/35:30 amPWM - BOI
2 stops10h 06mUnited Airlines
Deal found 12/14$883
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/265:00 amPDX - PWM
2 stops10h 51mUnited Airlines
Thu 1/17:30 pmPWM - PDX
1 stop28h 18mUnited Airlines
Deal found 12/17$917
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/2411:59 pmPDX - PWM
1 stop8h 21mAmerican Airlines
Wed 12/317:17 amPWM - PDX
1 stop17h 02mAmerican Airlines
Deal found 12/16$1,048
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:34 pmMFR - PWM
2 stops21h 17mUnited Airlines
Sat 1/35:30 amPWM - MFR
2 stops10h 55mUnited Airlines
Deal found 12/14$1,068
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:30 amPDX - PWM
2 stops13h 29mUnited Airlines
Sat 12/272:55 pmPWM - PDX
1 stop10h 44mUnited Airlines
Deal found 12/16$1,108

Find flight deals from Oregon to Portland

Keep the following information in mind while searching for Oregon to Portland flight deals. Data was last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$300
(Delta)

One-way from

$159
(Delta)

Popular in

December

Cheapest in

May

Average price

$556
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl 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. 12% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 17, 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

Fri 1/30

11:10 am-12:20 am

2 stops10h 10m

Portland

Fri 2/6

2:35 pm-12:17 am

2 stops12h 42m

$300

PortlandPortland

PDX - PWM

PDXPWM

Portland

Sat 2/14

7:00 am-11:20 pm

2 stops13h 20m

Portland

Sat 2/21

5:45 am-11:55 am

1 stop9h 10m

$347

PortlandPortland

PDX - PWM

PDXPWM

Portland

Sat 1/31

6:00 am-7:38 pm

2 stops10h 38m

Portland

Sat 2/7

2:35 pm-10:07 am

2 stops22h 32m

$372

PortlandPortland

PDX - PWM

PDXPWM

Portland

Wed 1/14

5:14 am-10:07 pm

2 stops13h 53m

Portland

Wed 1/21

7:00 am-6:51 pm

2 stops14h 51m

$383

PortlandPortland

PDX - PWM

PDXPWM

Portland

Sat 1/31

10:15 pm-12:06 pm

2 stops10h 51m

Portland

Sat 2/7

12:45 pm-10:11 pm

2 stops12h 26m

$388

PortlandPortland

PDX - PWM

PDXPWM

Portland

Mon 2/16

6:50 pm-12:25 pm

2 stops14h 35m

Portland

Wed 2/18

5:45 am-6:00 pm

2 stops15h 15m

$398

PortlandPortland

PDX - PWM

PDXPWM

Portland

Sat 2/14

7:00 am-11:20 pm

2 stops13h 20m

Portland

Wed 2/18

6:00 am-3:27 pm

2 stops12h 27m

$417

MedfordPortland

MFR - PWM

MFRPWM

Medford

Tue 1/13

5:32 am-10:54 pm

2 stops14h 22m

Portland

Tue 1/20

7:00 am-7:38 pm

2 stops15h 38m

$417

MedfordPortland

MFR - PWM

MFRPWM

Medford

Sat 1/31

5:42 am-10:54 pm

2 stops14h 12m

Portland

Tue 2/3

12:46 pm-11:56 pm

2 stops14h 10m

$427

MedfordPortland

MFR - PWM

MFRPWM

Medford

Wed 1/28

6:25 pm-9:01 am

2 stops11h 36m

Portland

Sat 1/31

9:40 am-9:02 pm

2 stops14h 22m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 March is currently the most expensive (average of $228). 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 December 17, 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.

How much does it cost to fly round-trip from Oregon to Portland, Maine?

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 10h 10m. 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 American Airlines, which is currently one of the cheapest options available, starting at $156. United Airlines flights start at $178 while deals on Delta start at $178 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 Boise Air Term. Gowen Fld - 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 March is currently the most expensive (average of $228). 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 December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$175Average$469FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$325Average$415FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$332Average$708FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$332Average$502FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$369Average$467FlexibilityNo cancel feeOn-time63%

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