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Saint Thomas Island

$156+ Cheap flights from Portland, ME (PWM) to Saint Thomas Island (STT)

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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Find flight deals from Portland to Saint Thomas Island

Cheapest flights from Portland to Saint Thomas Island
Explore the most affordable flight options available from Portland to Saint Thomas Island. 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

Cheap flight deals from Portland to Saint Thomas Island

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Saint Thomas Island (STT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data 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.
Search Deals
Provider most trusted by Cheapflights users for Portland-Saint Thomas Island Cyril E King flights.
Search Deals
From Portland to Saint Thomas Island Cyril E King
Search Deals
One-way flight from Portland to Saint Thomas Island Cyril E King
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 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 Portland to Saint Thomas Island 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 Saint Thomas Island that are best for you.

Fly from

Portland

Fly to

Saint Thomas Island

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

Compare providers for flights from Portland to Saint Thomas Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Saint Thomas Island in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Saint Thomas Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Saint Thomas Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Saint Thomas Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Saint Thomas Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Saint Thomas Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island 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 Saint Thomas Island

How far ahead should I book a flight from Portland, Maine to Saint Thomas Island?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Saint Thomas Island. Price data was last updated on October 24, 2025.

To ensure you get the cheapest price possible for a flight from Portland, Maine to Saint Thomas Island, you should look to book at least 84 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland, Maine to Saint Thomas Island?

Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Saint Thomas Island (average of $84). Flying from Portland, Maine to Saint Thomas Island 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 STT?

Find hourly flight availability from Portland to Saint Thomas Island. 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.

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Portland, Maine to Saint Thomas Island by exploring options for tickets at noon.

Reviews of airlines servicing Saint Thomas Island

Get insights into the airlines that provide service to Saint Thomas Island. 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 Saint Thomas Island. Reviews last updated October 28, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Portland to Saint Thomas Island. 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.
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

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

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

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

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

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

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

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 Saint Thomas Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Saint Thomas Island?

    A quick flight from Portland, Maine to Saint Thomas Island can take about 6h 49m. American Airlines provides one of the quickest options available for as low as $315. The distance from Portland, Maine to Saint Thomas Island is about 1775 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Portland, Maine to Saint Thomas Island round-trip?

    According to our current data, Delta ($427), American Airlines ($439), and United Airlines ($459) offers the cheapest pricing from Portland, Maine to Saint Thomas Island. You may be able to fly from Portland, Maine to Saint Thomas Island for 34% less than the average price by searching for these airlines.

  • Can I find deals for flights from Portland to Saint Thomas Island that include hotel bookings?

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

  • How can I find direct flights from Portland to Saint Thomas Island?

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

  • Can I find deals for business class flights from Portland to Saint Thomas Island?

    Yes. Cheapflights offers flight deals from Portland to Saint Thomas Island 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 Saint Thomas Island?

    Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Saint Thomas Island (average of $84). Flying from Portland, Maine to Saint Thomas Island 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

Traveling to a place near Saint Thomas Island?

Book flights to Saint Thomas Island if you plan to visit one of these locations
St. John

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Alternative routes for Portland to Saint Thomas Island

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Saint Thomas Island flights
Boston to Christiansted flights
Rockland to Saint Thomas Island flights

Top 3 airlines flying from Portland to Saint Thomas Island

Discover the top 3 airlines that operate flights from Portland to Saint Thomas Island. 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$427Average$630FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$439Average$753FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$459Average$677FlexibilityNo cancel feeOn-time69%

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