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Virginia Beach

$59+ Cheap flights from Portland, ME (PWM) to Virginia Beach, VA

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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — RIC
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Virginia Beach are usually found in May or August, booked 30 days in advance, depart on a Monday or Wednesday and return on a Tuesday

Cheap flight deals from Portland to Virginia Beach

Keep the following information in mind while searching for Portland to Virginia Beach flight deals. Data was last updated September 16, 2025.

Round-trip from

$206
(Kiwi.com)

One-way from

$59
(Breeze Airways)

Popular in

February

Cheapest in

May

Average price

$305
From Portland to Virginia Beach
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One-way flight from Portland to Virginia Beach
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Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 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 Portland to Virginia Beach

Cheapest flights from Portland to Virginia Beach
Explore the most affordable flight options available from Portland to Virginia Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:37 pmPWM - ORF
Nonstop1h 46mMultiple Airlines
Sun 10/55:38 pmORF - PWM
1 stop15h 28mMultiple Airlines
Deal found 9/16$206
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.
Wed 11/55:00 pmPWM - ORF
1 stop5h 23mDelta
Tue 11/116:59 pmORF - PWM
1 stop4h 20mDelta
Deal found 9/15$237
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/56:00 amPWM - ORF
1 stop4h 49mUnited Airlines
Sat 11/86:35 amORF - PWM
1 stop7h 37mUnited Airlines
Deal found 9/14$247
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.
Sat 11/155:40 amPWM - ORF
2 stops10h 40mSouthwest
Wed 11/198:30 amORF - PWM
1 stop3h 40mSouthwest
Deal found 9/15$252
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.
Tue 9/306:35 amPWM - ORF
1 stop4h 57mDelta
Sat 10/42:00 pmORF - PWM
1 stop8h 00mDelta
Deal found 9/15$257
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/45:30 amPWM - ORF
2 stops11h 15mSouthwest
Sat 11/86:10 amORF - PWM
1 stop5h 55mSouthwest
Deal found 9/14$283
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 11/53:30 pmPWM - ORF
1 stop6h 30mSouthwest
Tue 11/1110:05 amORF - PWM
2 stops12h 10mSouthwest
Deal found 9/15$288
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 11/75:43 amPWM - ORF
1 stop3h 37mAmerican Airlines
Tue 11/112:35 pmORF - PWM
1 stop7h 00mAmerican Airlines
Deal found 9/16$302
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:41 pmPWM - ORF
1 stop5h 51mUnited Airlines
Tue 10/147:59 pmORF - PWM
1 stop4h 00mUnited Airlines
Deal found 9/14$304
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:25 pmPWM - ORF
1 stop6h 10mSouthwest
Fri 11/288:15 pmORF - PWM
1 stop4h 05mSouthwest
Deal found 9/14$312
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/301:18 pmPWM - ORF
3 stops51h 25mMultiple Airlines
Wed 10/85:15 pmORF - PWM
Nonstop1h 42mMultiple Airlines
Deal found 9/15$316

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Virginia Beach 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 16, 2025.
Use the filters below to find and compare flights from Portland to Virginia Beach that are best for you.

Fly from

Portland

Fly to

Virginia Beach

Route

Depart

Return

Price

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Tue 2/24

6:00 am-10:22 am

1 stop4h 22m

Norfolk

Wed 2/25

7:00 am-1:51 pm

1 stop6h 51m

$237

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Tue 2/24

6:00 am-10:22 am

1 stop4h 22m

Norfolk

Tue 2/24

5:00 pm-11:05 pm

1 stop6h 05m

$237

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Wed 11/5

6:00 am-10:49 am

1 stop4h 49m

Norfolk

Sat 11/8

6:35 am-2:12 pm

1 stop7h 37m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Tue 11/4

6:00 am-12:31 pm

1 stop6h 31m

Norfolk

Sat 11/8

7:04 am-1:58 pm

1 stop6h 54m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Sat 11/15

12:48 pm-5:39 pm

1 stop4h 51m

Norfolk

Wed 11/19

3:10 pm-10:19 pm

1 stop7h 09m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Wed 11/5

6:50 am-11:29 am

1 stop4h 39m

Norfolk

Sat 11/8

7:04 am-1:58 pm

1 stop6h 54m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Sat 10/25

6:30 am-11:23 am

1 stop4h 53m

Norfolk

Tue 10/28

5:24 am-12:22 pm

1 stop6h 58m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Tue 9/30

6:35 am-11:32 am

1 stop4h 57m

Norfolk

Wed 10/8

5:29 pm-12:05 am

1 stop6h 36m

$247

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Sat 11/15

5:40 am-4:20 pm

2 stops10h 40m

Norfolk

Wed 11/19

8:30 am-12:10 pm

1 stop3h 40m

$252

PortlandNorfolk

PWM - ORF

PWMORF

Portland

Wed 11/5

5:30 am-3:30 pm

2 stops10h 00m

Norfolk

Sat 11/8

11:30 am-2:40 pm

1 stop3h 10m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 22 results
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Best time to book a flight from Portland to Virginia Beach

Have a flexible travel schedule? Discover the best time to fly to Virginia Beach 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 Virginia Beach

How far ahead should I book a flight from Portland, Maine to Virginia Beach?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Virginia Beach. Price data was last updated on September 12, 2025.

Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland, Maine to Virginia Beach. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Virginia Beach (average of $281). Flying from Portland, Maine to Virginia Beach in March is currently the most expensive (average of $351). 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 PWM to V1B?

Find hourly flight availability from Portland to Virginia Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

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

What is the cheapest day to fly from Portland, Maine to Virginia Beach?

Use this chart to determine the cheapest time to fly round-trip from Portland to Virginia Beach. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland, Maine to Virginia Beach flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Virginia Beach

Get insights into the airlines that provide service to Virginia Beach. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Virginia Beach. Reviews last updated September 16, 2025.
Read reviews from past customers who have flown Southwest, Breeze Airways, and Delta from Portland to Virginia Beach. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Breeze Airways
8.0
Very good
205 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Portland to Virginia Beach. 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 Virginia Beach?

    Located just 2.9 mi from the city center, Portland is the airport most travelers will use when flying to Virginia Beach from Portland. Booking flights from Portland (PWM) to Virginia Beach should be relatively easy as there are 0 daily outbound flights to Virginia Beach from 5 different airlines.

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

    For as low as $237, Delta can have you in Virginia Beach from Portland, Maine in 4h 22m. Portland, Maine and Virginia Beach are separated by a distance of 560 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    One-way options have recently been found by users for as low as $59 on Breeze Airways. Other airlines that offer cheap prices include United Airlines from $129 and American Airlines from $129 one-way.

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

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

  • How can I find direct flights from Portland to Virginia Beach?

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

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

    Yes. Cheapflights offers flight deals from Portland to Virginia Beach 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 Virginia Beach?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Virginia Beach (average of $281). Flying from Portland, Maine to Virginia Beach in March is currently the most expensive (average of $351). 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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Alternative routes for Portland to Virginia Beach

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Portland to Virginia Beach

Discover the top 5 airlines that operate flights from Portland to Virginia Beach. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$67Average$159FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$301FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$194Average$361FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$218Average$348FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$248Average$374FlexibilityNo cancel feeOn-time69%

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