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$336+ Cheap flights from Portland, ME (PWM) to Williamsburg, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — RIC
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Portland to Williamsburg

Keep the following information in mind while searching for Portland to Williamsburg flight deals. Data was last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$336
(American Airlines)
Provider with most accurate pricing for Portland-Newport News Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Newport News Intl flights.
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From Portland to Williamsburg
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Find flight deals from Portland to Williamsburg

Cheapest flights from Portland to Williamsburg
Explore the most affordable flight options available from Portland to Williamsburg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/13. 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.
Wed 5/611:56 am
PWM
-
PHF
1 stop7h 38m
American Airlines
Tue 5/127:13 pm
PHF
-
PWM
2 stops14h 41m
American Airlines
Deal found 1/13$336
This American Airlines deal was found by Cheapflights users on 1/13. 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.
Wed 5/611:56 am
PWM
-
PHF
1 stop7h 38m
American Airlines
Mon 5/113:42 pm
PHF
-
PWM
1 stop7h 04m
American Airlines
Deal found 1/13$499
This American Airlines deal was found by Cheapflights users on 1/13. 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 5/77:10 am
PWM
-
PHF
1 stop8h 07m
American Airlines
Tue 5/127:13 pm
PHF
-
PWM
2 stops14h 41m
American Airlines
Deal found 1/13$573
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Sun 3/225:07 pm
PWM
-
PHF
2 stops17h 37m
American Airlines
Tue 3/244:38 pm
PHF
-
PWM
1 stop5h 52m
American Airlines
Deal found 1/15$733
This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/166:00 am
PWM
-
PHF
2 stops12h 51m
American Airlines
Mon 1/194:26 pm
PHF
-
PWM
1 stop5h 41m
American Airlines
Deal found 1/14$898

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Williamsburg 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 January 15, 2026.
Use the filters below to find and compare flights from Portland to Williamsburg that are best for you.

Fly from

Portland

Fly to

Williamsburg

Route

Depart

Return

Price

PortlandNewport News

PWM - PHF

PWMPHF

Portland

Fri 3/27

6:29 pm-10:55 am

2 stops16h 26m

Newport News Intl

Tue 3/31

12:26 pm-10:30 pm

1 stop10h 04m

$641

PortlandNewport News

PWM - PHF

PWMPHF

Portland

Sun 3/22

5:07 pm-10:44 am

2 stops17h 37m

Newport News Intl

Tue 3/24

4:38 pm-10:30 pm

1 stop5h 52m

$733

PortlandNewport News

PWM - PHF

PWMPHF

Portland

Mon 1/26

5:07 pm-11:17 am

2 stops18h 10m

$699

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Best time to book a flight from Portland to Williamsburg

Have a flexible travel schedule? Discover the best time to fly to Williamsburg from Portland 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 Portland to Williamsburg

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

Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Williamsburg (average of $52). Flying from Portland, Maine to Williamsburg in September is currently the most expensive (average of $108). 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.

Related info for your journey

Find useful and relevant information for your journey from Portland to Williamsburg. 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 from for flights from Portland to Williamsburg?

    For a flight from Portland to Williamsburg, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 0 outbound flights to Williamsburg per day. 5 airlines have flights to Williamsburg from Portland on a regular basis.

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

    A quick flight from Portland, Maine to Williamsburg can take about 16h 26m. American Airlines provides one of the quickest options available for as low as $641. Portland, Maine and Williamsburg are separated by a distance of 555 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Williamsburg 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 Portland, Maine to Williamsburg?

    Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Williamsburg (average of $52). Flying from Portland, Maine to Williamsburg in September is currently the most expensive (average of $108). 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

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Top 5 airlines flying from Portland to Williamsburg

Discover the top 5 airlines that operate flights from Portland to Williamsburg. 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$62Average$159FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$270FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$163Average$376FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$321FlexibilityNo cancel feeOn-time63%

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