$184+ Cheap flights from Portland, ME (PWM) to the U.S. Virgin Islands
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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — STT
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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Find cheap flights from Portland to U.S. Virgin Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to U.S. Virgin Islands
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Cheapest flights from Portland to U.S. Virgin IslandsExplore 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 26, 2026.
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 26, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/276:47 pm -
2 stops20h 53m
Sat 12/54:36 pm -
2 stops18h 54m
Deal found 10/22![American Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/85:30 am -
1 stop7h 26m
Thu 11/123:00 pm -
1 stop9h 21m
Deal found 10/24![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/24. 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 11/85:45 am -
1 stop9h 08m
Thu 11/123:15 pm -
2 stops19h 46m
Deal found 10/24![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/266:00 am -
2 stops29h 15m
Wed 12/24:38 pm -
2 stops17h 44m
Deal found 10/25![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/25. 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 12/16:47 pm -
2 stops18h 32m
Tue 12/82:02 pm -
1 stop8h 38m
Deal found 10/25![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/186:17 am -
2 stops15h 03m
Wed 11/253:04 pm -
2 stops20h 34m
Deal found 10/21![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/296:42 pm -
2 stops20h 00m
Tue 1/55:12 pm -
2 stops18h 07m
Deal found 10/23![American Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/275:30 am -
1 stop7h 26m
Sat 12/51:07 pm -
1 stop7h 05m
Deal found 10/25![United Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 10/24. 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 12/105:00 am -
2 stops16h 39m
Sat 12/124:45 pm -
2 stops18h 45m
Deal found 10/24![American Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 10/25. 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 12/16:00 am -
2 stops15h 07m
Tue 12/89:00 am -
2 stops15h 31m
Deal found 10/25![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 10/24. 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 12/203:29 pm -
2 stops19h 48m
Sun 12/274:22 pm -
2 stops20h 54m
Deal found 10/24![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 11/76:47 pm -
2 stops18h 28m
Sat 11/214:50 pm -
2 stops18h 14m
Deal found 10/21![American Airlines logo]()
$578
Best flights from Portland to U.S. Virgin IslandsDiscover carefully curated flight deals from Portland to U.S. Virgin Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Portland to U.S. Virgin Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This American Airlines deal was found by Cheapflights users on 10/25. 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 3/242:34 pm -
2 stops20h 48m
Wed 3/313:48 pm -
2 stops18h 48m
Deal found 10/25![American Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/85:30 am -
1 stop7h 26m
Thu 11/123:00 pm -
1 stop9h 21m
Deal found 10/24![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/21. 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 3/246:30 am -
1 stop6h 30m
Wed 3/313:55 pm -
1 stop7h 54m
Deal found 10/21![Delta logo]()
$405
This American Airlines deal was found by Cheapflights users on 10/24. 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 11/85:45 am -
1 stop9h 08m
Thu 11/123:15 pm -
2 stops19h 46m
Deal found 10/24![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 10/24. 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 3/107:14 am -
1 stop8h 15m
Wed 3/174:20 pm -
2 stops20h 07m
Deal found 10/24![American Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 2/156:00 am -
1 stop7h 35m
Mon 2/223:35 pm -
1 stop8h 48m
Deal found 10/25![Delta logo]()
$610
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Mon 2/156:03 pm -
2 stops20h 29m
Mon 2/225:20 pm -
2 stops18h 12m
Deal found 10/22![American Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Sat 11/76:00 am -
1 stop7h 20m
Sat 11/213:25 pm -
1 stop8h 56m
Deal found 10/23![United Airlines logo]()
$678
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 4/57:14 am -
1 stop8h 15m
Thu 4/152:05 pm -
2 stops20h 13m
Deal found 10/23![American Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 10/22. 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.
Mon 4/196:00 am -
1 stop8h 45m
Mon 4/264:00 pm -
1 stop7h 49m
Deal found 10/22![Delta logo]()
$716
This United Airlines deal was found by Cheapflights users on 10/22. 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 2/17:30 am -
1 stop27h 35m
Wed 2/35:25 pm -
1 stop7h 07m
Deal found 10/22![United Airlines logo]()
$734
This American Airlines deal was found by Cheapflights users on 10/24. 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 12/105:00 am -
2 stops16h 39m
Sat 12/124:45 pm -
2 stops18h 45m
Deal found 10/24![American Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/65:08 pm -
1 stop20h 23m
Tue 11/101:07 pm -
1 stop6h 55m
Deal found 10/22![United Airlines logo]()
$757
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 11/76:47 pm -
2 stops18h 28m
Sat 11/214:50 pm -
1 stop8h 05m
Deal found 10/21![American Airlines logo]()
$623
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/95:08 pm -
2 stops17h 57m
Fri 11/131:07 pm -
3 stops35h 14m
Deal found 10/25![United Airlines logo]()
$793
This American Airlines deal was found by Cheapflights users on 10/25. 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 2/176:03 pm -
2 stops20h 56m
Sat 2/205:57 pm -
2 stops17h 39m
Deal found 10/25![American Airlines logo]()
$653
This United Airlines deal was found by Cheapflights users on 10/23. 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 11/115:30 am -
1 stop7h 26m
Sat 11/145:25 pm -
1 stop6h 56m
Deal found 10/23![United Airlines logo]()
$804
Last-minute flights from Portland to U.S. Virgin IslandsDiscover last-minute flight deals from Portland to U.S. Virgin Islands. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to U.S. Virgin Islands. Data last updated October 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 11/76:47 pm -
2 stops18h 28m
Sat 11/214:50 pm -
2 stops18h 14m
Deal found 10/21![American Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 11/76:00 am -
1 stop7h 20m
Sat 11/213:25 pm -
1 stop8h 56m
Deal found 10/21![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sun 11/85:30 am -
1 stop7h 26m
Thu 11/123:00 pm -
1 stop9h 21m
Deal found 10/24![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/24. 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 11/85:45 am -
1 stop9h 08m
Thu 11/123:15 pm -
2 stops19h 46m
Deal found 10/24![American Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/95:30 am -
1 stop7h 26m
Fri 11/133:00 pm -
1 stop9h 21m
Deal found 10/25![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/114:10 pm -
2 stops21h 13m
Sat 11/142:40 pm -
2 stops20h 09m
Deal found 10/23![American Airlines logo]()
$616
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/186:17 am -
2 stops15h 03m
Wed 11/253:04 pm -
2 stops20h 34m
Deal found 10/21![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/266:00 am -
2 stops29h 15m
Wed 12/24:38 pm -
2 stops17h 44m
Deal found 10/25![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/276:47 pm -
2 stops20h 53m
Sat 12/54:36 pm -
2 stops18h 54m
Deal found 10/22![American Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/275:30 am -
1 stop7h 26m
Sat 12/51:07 pm -
1 stop7h 05m
Deal found 10/25![United Airlines logo]()
$522
This Southwest deal was found by Cheapflights users on 10/22. 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 11/275:20 am -
1 stop7h 30m
Sat 12/53:45 pm -
1 stop7h 05m
Deal found 10/22![Southwest logo]()
$592
One-way flights from Portland to U.S. Virgin IslandsSearch for one-way flight options from Portland to U.S. Virgin Islands. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Portland to U.S. Virgin Islands. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Sat 1/26:38 pm -
2 stops17h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$184
This American Airlines deal was found by Cheapflights users on 10/22. 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 1/15:30 am -
1 stop9h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 10/25. 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 1/36:42 pm -
2 stops16h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$234
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/186:47 pm -
2 stops17h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/196:47 pm -
2 stops20h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 12/286:42 pm -
2 stops18h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![American Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/225:45 am -
1 stop9h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/206:00 am -
2 stops30h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/185:30 am -
1 stop7h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$362
Find 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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $360 (American Airlines) |
One-way from | $184 (American Airlines) |
Popular in | September |
Cheapest in | October |
Average price | $284 |
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 7,457,451 searches. Data last updated October 26, 2026.
Use the filters below to find and compare flights from Portland to the U.S. Virgin Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Sat 1/2
6:38 pm-1:33 pm
2 stops17h 55m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$184
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Mon 12/28
6:42 pm-2:37 pm
2 stops18h 55m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$334
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Wed 11/18
5:30 am-1:56 pm
1 stop7h 26m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$362
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Wed 3/24
2:34 pm-11:22 am
2 stops20h 48m
Saint Thomas Island Cyril E King
Wed 3/31
3:48 pm-10:36 am
2 stops18h 48m
$365
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Sat 1/2
7:44 pm-12:05 pm
1 stop15h 21m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$378
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Sun 1/3
5:15 am-5:50 pm
1 stop11h 35m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$378
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Sun 11/8
5:30 am-1:56 pm
1 stop7h 26m
Saint Thomas Island Cyril E King
Thu 11/12
3:00 pm-11:21 pm
1 stop9h 21m
$379
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Wed 3/24
6:30 am-1:00 pm
1 stop6h 30m
Saint Thomas Island Cyril E King
Wed 3/31
3:55 pm-11:49 pm
1 stop7h 54m
$405
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Sun 11/8
5:45 am-3:53 pm
1 stop9h 08m
Saint Thomas Island Cyril E King
Thu 11/12
3:15 pm-10:01 am
2 stops19h 46m
$415
Quickest round-trip
PortlandSaint Thomas Island
PWM Portland - STT Saint Thomas Island Cyril E King
PWMSTT
Portland
Mon 12/28
9:48 am-5:50 pm
1 stop7h 02m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$444
Showing 1-10 of 24 resultsSorted by cheapest first
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.
PWM-STT
PWM-STX
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
PWM-VI0
PWM-STT
PWM-STX
What is the cheapest month to book a flight from Portland, Maine to U.S. Virgin Islands?
Currently, October is the cheapest month in which you can book a flight from Portland, Maine to U.S. Virgin Islands (average of $284). Flying from Portland, Maine to U.S. Virgin Islands in September is currently the most expensive (average of $1,776). 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.
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 26, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Comfort
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
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.
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Alternative routes for Portland to U.S. Virgin Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to U.S. Virgin Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to U.S. Virgin Islands by cabin class
Find flights from Portland to U.S. Virgin Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and U.S. Virgin Islands flights
Browse other Portland and U.S. Virgin Islands flight options. Last updated on October 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to U.S. Virgin Islands regions
Consider these flights traveling to U.S. Virgin Islands regions.
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 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$641 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$260 | Average$546 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$336 | Average$584 | FlexibilityNo cancel fee | On-timeN/A |