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U.S. Virgin Islands

$156+ Cheap flights from Portland, ME (PWM) to the U.S. Virgin Islands

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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — STT
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Portland to U.S. Virgin Islands

Keep the following information in mind while searching for Portland to U.S. Virgin Islands flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$315
(Delta)

One-way from

$156
(United Airlines)

Popular in

April

Cheapest in

December

Average price

$752
Provider with most accurate pricing for Portland-Saint Thomas Island Cyril E King flight deals.
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Provider most trusted by Cheapflights users for Portland-Saint Thomas Island Cyril E King flights.
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From Portland to U.S. Virgin Islands
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One-way flight from Portland to U.S. Virgin Islands
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Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Portland to U.S. Virgin Islands

Cheapest flights from Portland to U.S. Virgin Islands
Explore the most affordable flight options available from Portland to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/26. 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 12/116:40 pmPWM - STT
2 stops19h 46mAmerican Airlines
Tue 12/166:17 pmSTT - PWM
2 stops18h 20mAmerican Airlines
Deal found 10/26$315
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/133:15 pmPWM - STT
2 stops44h 45mMultiple Airlines
Thu 11/203:25 pmSTT - PWM
1 stop18h 41mMultiple Airlines
Deal found 10/27$407
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/25:21 pmPWM - STT
2 stops19h 40mAmerican Airlines
Tue 12/96:17 pmSTT - PWM
2 stops22h 10mAmerican Airlines
Deal found 10/26$418
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/35:17 pmPWM - STT
2 stops19h 44mAmerican Airlines
Tue 12/96:17 pmSTT - PWM
2 stops22h 10mAmerican Airlines
Deal found 10/26$462
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/135:21 pmPWM - STT
2 stops22h 36mAmerican Airlines
Thu 11/206:17 pmSTT - PWM
2 stops19h 05mAmerican Airlines
Deal found 10/27$483
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/46:37 pmPWM - STT
2 stops20h 12mAmerican Airlines
Wed 11/126:17 pmSTT - PWM
2 stops18h 29mAmerican Airlines
Deal found 10/28$509
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/2611:16 amPWM - STT
1 stop26h 14mMultiple Airlines
Wed 12/32:00 pmSTT - PWM
2 stops45h 41mMultiple Airlines
Deal found 10/27$559
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/35:30 amPWM - STT
1 stop6h 42mUnited Airlines
Wed 11/122:15 pmSTT - PWM
2 stops10h 44mUnited Airlines
Deal found 10/27$562
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/56:40 pmPWM - STT
1 stop17h 22mAmerican Airlines
Wed 12/101:36 pmSTT - PWM
1 stop9h 01mAmerican Airlines
Deal found 10/27$565
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:21 pmPWM - STT
2 stops19h 55mAmerican Airlines
Wed 11/126:17 pmSTT - PWM
2 stops23h 24mAmerican Airlines
Deal found 10/28$575
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/25:21 pmPWM - STT
2 stops19h 40mAmerican Airlines
Sun 12/72:49 pmSTT - PWM
2 stops9h 48mAmerican Airlines
Deal found 10/26$610
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/76:37 pmPWM - STT
2 stops21h 20mAmerican Airlines
Wed 11/126:17 pmSTT - PWM
2 stops18h 29mAmerican Airlines
Deal found 10/27$656

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to U.S. Virgin Islands 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 October 28, 2025.
Use the filters below to find and compare flights from Portland to the U.S. Virgin Islands that are best for you.

Fly from

Portland

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Mon 1/12

5:20 am-3:56 pm

2 stops9h 36m

Saint Thomas Island Cyril E King

Tue 1/20

1:50 pm-12:05 pm

2 stops23h 15m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Sun 1/11

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Tue 1/20

3:10 pm-10:29 pm

1 stop8h 19m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Wed 11/26

3:52 pm-5:27 pm

2 stops24h 35m

Saint Thomas Island Cyril E King

Wed 12/3

6:17 pm-11:37 am

2 stops18h 20m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Tue 1/13

6:17 am-1:49 pm

1 stop6h 32m

Saint Thomas Island Cyril E King

Thu 1/22

1:52 pm-10:29 pm

1 stop9h 37m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Sun 1/11

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Wed 1/21

5:20 pm-12:20 am

1 stop8h 00m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Fri 12/5

6:40 pm-4:58 pm

2 stops21h 18m

Saint Thomas Island Cyril E King

Wed 12/10

6:17 pm-11:37 am

2 stops18h 20m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Sun 1/11

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Fri 1/23

5:20 pm-12:20 am

1 stop8h 00m

$315

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Sun 1/18

6:00 am-1:49 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Tue 3/17

3:56 pm-11:49 pm

1 stop7h 53m

$363

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Mon 1/12

12:35 pm-1:10 pm

2 stops23h 35m

Saint Thomas Island Cyril E King

Fri 1/23

4:12 pm-10:07 pm

1 stop6h 55m

$403

PortlandSaint Thomas Island

PWM - STT

PWMSTT

Portland

Sun 2/22

5:45 am-4:18 pm

1 stop9h 33m

Saint Thomas Island Cyril E King

Thu 2/26

5:25 pm-11:20 pm

1 stop6h 55m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 20 results
1
2

Best time to book a flight from Portland to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands 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 the U.S. Virgin Islands

What is the cheapest month to book a flight from Portland, Maine to U.S. Virgin Islands?

Currently, December is the cheapest month in which you can book a flight from Portland, Maine to U.S. Virgin Islands (average of $84). Flying from Portland, Maine to U.S. Virgin Islands in April is currently the most expensive (average of $258). 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 VI?

Find hourly flight availability from Portland to U.S. Virgin Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s optimal to fly from Portland, Maine to U.S. Virgin Islands in the afternoon. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing U.S. Virgin Islands

Get insights into the airlines that provide service to U.S. Virgin Islands. 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 U.S. Virgin Islands. Reviews last updated October 28, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Portland to the U.S. Virgin Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Portland to U.S. Virgin Islands. 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 U.S. Virgin Islands?

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

  • How long is the flight from Portland, Maine to U.S. Virgin Islands?

    American Airlines and Delta can get you from Portland, Maine to U.S. Virgin Islands in just under 6h 49m. Your travel time can differ by up to 2h 47m. Airlines will cover a distance of 1775 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Portland to U.S. Virgin Islands that include hotel bookings?

    Yes. In addition to deals on Portland to U.S. Virgin Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to U.S. Virgin Islands?

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

  • Can I find deals for business class flights from Portland to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Portland to U.S. Virgin Islands 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 U.S. Virgin Islands?

    Currently, December is the cheapest month in which you can book a flight from Portland, Maine to U.S. Virgin Islands (average of $84). Flying from Portland, Maine to U.S. Virgin Islands in April is currently the most expensive (average of $258). 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 U.S. Virgin Islands

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Top 3 airlines flying from Portland to U.S. Virgin Islands

Discover the top 3 airlines that operate flights from Portland to U.S. Virgin Islands. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$332Average$704FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$387Average$685FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$459Average$677FlexibilityNo cancel feeOn-time69%

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