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U.S. Virgin Islands

$324+ Cheap flights from Madison (MSN) 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Cheap flight deals from Madison to U.S. Virgin Islands

Cheapest flights from Madison to U.S. Virgin Islands
Explore the most affordable flight options available from Madison to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 26, 2026.

This American Airlines deal was found by Cheapflights users on 3/25. 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.
Fri 5/18:24 pm
MSN
-
STT
2 stops18h 51m
American Airlines
Wed 5/65:05 pm
STT
-
MSN
2 stops19h 00m
American Airlines
Deal found 3/25$324
This American Airlines deal was found by Cheapflights users on 3/21. 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.
Fri 7/36:45 pm
MSN
-
STT
2 stops17h 05m
American Airlines
Fri 7/104:50 pm
STT
-
MSN
2 stops19h 06m
American Airlines
Deal found 3/21$488
This United Airlines deal was found by Cheapflights users on 3/24. 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.
Sat 4/116:30 am
MSN
-
STT
1 stop9h 30m
United Airlines
Wed 4/152:10 pm
STT
-
MSN
1 stop8h 11m
United Airlines
Deal found 3/24$490
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:05 pm
MSN
-
STT
1 stop14h 49m
Multiple Airlines
Sat 5/3010:49 am
STT
-
MSN
2 stops46h 36m
Multiple Airlines
Deal found 3/23$494
This American Airlines deal was found by Cheapflights users on 3/22. 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 4/175:08 pm
MSN
-
STT
2 stops17h 27m
American Airlines
Mon 4/205:05 pm
STT
-
MSN
2 stops18h 56m
American Airlines
Deal found 3/22$500
This American Airlines deal was found by Cheapflights users on 3/22. 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 4/206:45 am
MSN
-
STT
1 stop7h 04m
American Airlines
Mon 4/2711:27 am
STT
-
MSN
1 stop13h 01m
American Airlines
Deal found 3/22$535
This American Airlines deal was found by Cheapflights users on 3/22. 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.
Sat 12/128:08 pm
MSN
-
STT
2 stops18h 50m
American Airlines
Sat 12/193:39 pm
STT
-
MSN
1 stop9h 58m
American Airlines
Deal found 3/22$544
This American Airlines deal was found by Cheapflights users on 3/21. 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.
Tue 3/314:45 pm
MSN
-
STT
1 stop17h 21m
American Airlines
Fri 4/34:42 pm
STT
-
MSN
1 stop18h 26m
American Airlines
Deal found 3/21$560

Find flight deals from Madison to U.S. Virgin Islands

Keep the following information in mind while searching for Madison to U.S. Virgin Islands flight deals. Data was last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$324
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$610
Provider with most accurate pricing for Madison Truax Field-Saint Thomas Island Cyril E King flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Saint Thomas Island Cyril E King flights.
Search Deals
From Madison Truax Field to U.S. Virgin Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 March 26, 2026.
Use the filters below to find and compare flights from Madison to the U.S. Virgin Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Fri 5/1

8:24 pm-4:15 pm

2 stops18h 51m

Saint Thomas Island Cyril E King

Wed 5/6

2:30 pm-12:04 am

1 stop10h 34m

$324

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 4/12

6:00 am-3:31 pm

1 stop8h 31m

Saint Thomas Island Cyril E King

Wed 4/22

2:10 pm-9:21 pm

1 stop8h 11m

$400

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Fri 7/3

6:45 pm-12:50 pm

2 stops17h 05m

Saint Thomas Island Cyril E King

Fri 7/10

4:50 pm-10:56 am

2 stops19h 06m

$488
Quickest round-trip

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 4/11

8:30 am-5:00 pm

1 stop7h 30m

Saint Thomas Island Cyril E King

Wed 4/15

2:10 pm-9:21 pm

1 stop8h 11m

$490

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Fri 5/8

8:24 pm-4:15 pm

2 stops18h 51m

Saint Thomas Island Cyril E King

Fri 5/15

11:27 am-11:28 pm

1 stop13h 01m

$500

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Tue 5/19

4:51 pm-1:15 pm

2 stops19h 24m

Saint Thomas Island Cyril E King

Fri 5/29

4:48 pm-10:59 am

2 stops19h 11m

$535

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 5/24

5:52 pm-12:44 pm

2 stops17h 52m

Saint Thomas Island Cyril E King

Wed 6/3

4:48 pm-11:36 am

2 stops19h 48m

$544

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Wed 5/20

6:05 pm-9:54 am

1 stop14h 49m

Saint Thomas Island Cyril E King

Sat 5/30

10:49 am-7:15 pm

1 stop9h 26m

$551

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Tue 4/28

5:00 am-3:31 pm

1 stop9h 31m

Saint Thomas Island Cyril E King

Thu 4/30

4:45 pm-11:37 am

2 stops19h 52m

$640

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Sorted by cheapest first

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

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

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

Currently, August is the cheapest month in which you can book a flight from Madison to U.S. Virgin Islands (average of $245). Flying from Madison to U.S. Virgin Islands in October is currently the most expensive (average of $692). 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 March 26, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Madison to the U.S. Virgin Islands. 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
8,331 reviews

Food

7.2

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,331 reviews
Delta
7.9
Good
8,331 reviews

Food

7.2

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,483 reviews
Delta
7.9
Good
8,331 reviews

Food

7.2

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.1
Good
11,495 reviews
Delta
7.9
Good
8,331 reviews

Food

7.2

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to U.S. Virgin Islands.

  • How long is the flight from Madison to U.S. Virgin Islands?

    There are many flights that can get you from Madison to U.S. Virgin Islands in 8h 31m. Fly via American Airlines or United Airlines to get the fastest option. The distance from Madison to U.S. Virgin Islands is about 2224 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Madison to U.S. Virgin Islands (average of $245). Flying from Madison to U.S. Virgin Islands in October is currently the most expensive (average of $692). 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

Browse thousands of different options on Cheapflights for your next trip

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

Discover the top 3 airlines that operate flights from Madison 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 March 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$318Average$806FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$425Average$691FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$457Average$676FlexibilityNo cancel feeOn-time71%

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