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U.S. Virgin Islands

$509+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$509
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$559
Provider with most accurate pricing for Madison Truax Field-Saint Thomas Island Cyril E King flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Saint Thomas Island Cyril E King flights.
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From Madison Truax Field to U.S. Virgin Islands
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Highest demand for flights based on searches. 10% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($40 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 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 October 30, 2025.

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.
Sat 12/63:55 pmMSN - STT
1 stop17h 46mAmerican Airlines
Thu 12/114:22 pmSTT - MSN
2 stops18h 57mAmerican Airlines
Deal found 10/28$509
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/311:30 pmMSN - STT
2 stops20h 35mAmerican Airlines
Sat 1/106:39 pmSTT - MSN
2 stops17h 40mAmerican Airlines
Deal found 10/30$596
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/298:10 pmMSN - STT
1 stop16h 49mAmerican Airlines
Fri 1/24:25 pmSTT - MSN
2 stops19h 43mAmerican Airlines
Deal found 10/30$1,334
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/264:45 pmMSN - STT
2 stops17h 55mAmerican Airlines
Fri 1/26:36 pmSTT - MSN
2 stops17h 32mAmerican Airlines
Deal found 10/30$1,922

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 October 30, 2025.
Use the filters below to find and compare flights from Madison to the U.S. Virgin Islands that are best for you.

Fly from

Madison

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 1/3

2:30 pm-12:05 pm

2 stops19h 35m

Saint Thomas Island Cyril E King

Fri 1/9

6:39 pm-10:43 am

2 stops18h 04m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 12/6

3:55 pm-11:41 am

1 stop17h 46m

Saint Thomas Island Cyril E King

Thu 12/11

4:22 pm-9:19 am

2 stops18h 57m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 2/28

5:14 pm-12:05 pm

1 stop16h 51m

Saint Thomas Island Cyril E King

Tue 3/10

5:30 pm-10:35 am

2 stops18h 05m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Tue 1/20

4:47 pm-1:10 pm

2 stops18h 23m

Saint Thomas Island Cyril E King

Thu 1/29

2:54 pm-11:41 pm

2 stops10h 47m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 1/17

3:09 pm-1:10 pm

2 stops20h 01m

Saint Thomas Island Cyril E King

Fri 1/23

4:47 pm-10:43 am

2 stops19h 56m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Thu 2/26

6:14 am-4:50 pm

1 stop8h 36m

Saint Thomas Island Cyril E King

Tue 3/3

6:36 pm-10:37 am

2 stops18h 01m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, February is the cheapest month in which you can book a flight from Madison to U.S. Virgin Islands (average of $172). Flying from Madison to U.S. Virgin Islands in June is currently the most expensive (average of $653). 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 30, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American 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
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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
8,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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 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 19h 35m. Fly via American Airlines to get the fastest option. The distance from Madison to U.S. Virgin Islands is about 2224 mi.

  • 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, February is the cheapest month in which you can book a flight from Madison to U.S. Virgin Islands (average of $172). Flying from Madison to U.S. Virgin Islands in June is currently the most expensive (average of $653). 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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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$397Average$657FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%
DeltaCheapest$606Average$894FlexibilityNo cancel feeOn-timeN/A

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