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Saint Thomas Island

$509+ Cheap flights from Madison (MSN) to Saint Thomas Island (STT)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Madison to Saint Thomas Island

Cheapest flights from Madison to Saint Thomas Island
Explore the most affordable flight options available from Madison to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 12/312:30 pmMSN - STT
2 stops19h 35mAmerican Airlines
Sat 1/106:39 pmSTT - MSN
2 stops18h 04mAmerican Airlines
Deal found 12/10$641
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/316:40 amMSN - STT
1 stop7h 38mUnited Airlines
Sat 1/103:05 pmSTT - MSN
1 stop8h 00mUnited Airlines
Deal found 12/10$719
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/144:39 pmMSN - STT
2 stops19h 13mAmerican Airlines
Tue 12/165:29 pmSTT - MSN
1 stop8h 11mAmerican Airlines
Deal found 12/10$959
This Delta deal was found by Cheapflights users on 12/10. 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.
Sun 12/145:38 amMSN - STT
1 stop7h 05mDelta
Tue 12/163:50 pmSTT - MSN
1 stop8h 36mDelta
Deal found 12/10$1,032
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/146:30 amMSN - STT
1 stop7h 48mUnited Airlines
Tue 12/162:15 pmSTT - MSN
1 stop10h 30mUnited Airlines
Deal found 12/10$1,055
This United Airlines deal was found by Cheapflights users on 12/11. 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 12/265:26 pmMSN - STT
2 stops19h 04mUnited Airlines
Fri 1/25:20 pmSTT - MSN
2 stops20h 28mUnited Airlines
Deal found 12/11$1,689
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/268:10 pmMSN - STT
1 stop16h 49mAmerican Airlines
Fri 1/24:25 pmSTT - MSN
2 stops19h 43mAmerican Airlines
Deal found 12/11$2,281
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/274:45 pmMSN - STT
2 stops17h 55mAmerican Airlines
Sat 1/34:34 pmSTT - MSN
1 stop9h 25mAmerican Airlines
Deal found 12/11$2,317
This Delta deal was found by Cheapflights users on 12/10. 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.
Fri 12/265:40 amMSN - STT
1 stop8h 45mDelta
Fri 1/23:06 pmSTT - MSN
1 stop8h 15mDelta
Deal found 12/10$2,427

Find flight deals from Madison to Saint Thomas Island

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 December 12, 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

$1,159
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 Saint Thomas Island Cyril E King
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 December 12, 2025.
Use the filters below to find and compare flights from Madison to Saint Thomas Island that are best for you.

Fly from

Madison

Fly to

Saint Thomas Island

Route

Depart

Return

Price

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 2/28

7:42 pm-2:55 pm

1 stop17h 13m

Saint Thomas Island Cyril E King

Sat 3/7

6:36 pm-9:14 am

2 stops16h 38m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 2/16

5:38 am-4:22 pm

1 stop8h 44m

Saint Thomas Island Cyril E King

Mon 2/23

4:15 pm-10:35 pm

1 stop8h 20m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 2/28

7:42 pm-2:55 pm

1 stop17h 13m

Saint Thomas Island Cyril E King

Tue 3/10

1:13 pm-7:53 pm

1 stop7h 40m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 2/9

5:38 am-4:20 pm

1 stop8h 42m

Saint Thomas Island Cyril E King

Mon 2/23

1:52 pm-10:35 pm

1 stop10h 43m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Tue 2/24

7:14 am-4:31 pm

1 stop7h 17m

Saint Thomas Island Cyril E King

Sun 3/1

6:36 pm-10:10 am

2 stops17h 34m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 2/9

5:22 pm-3:06 pm

2 stops19h 44m

Saint Thomas Island Cyril E King

Mon 2/23

5:32 pm-11:59 pm

1 stop8h 27m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Wed 2/18

6:00 am-2:55 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

Mon 2/23

12:50 pm-11:59 pm

1 stop13h 09m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 3/23

8:24 pm-2:50 pm

2 stops17h 26m

Saint Thomas Island Cyril E King

Mon 3/30

4:42 pm-9:14 am

2 stops17h 32m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 1/17

4:47 pm-1:10 pm

2 stops18h 23m

Saint Thomas Island Cyril E King

Sat 1/24

6:39 pm-10:43 am

2 stops18h 04m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 1/26

5:22 pm-3:06 pm

2 stops19h 44m

Saint Thomas Island Cyril E King

Mon 2/2

6:39 pm-10:43 am

2 stops18h 04m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Compare providers for flights from Madison 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 Madison to Saint Thomas Island in December.
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 Madison-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 Madison-Saint Thomas Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-Saint Thomas Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-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 Madison-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 Madison to Saint Thomas Island

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

What is the cheapest month to book a flight from Madison to Saint Thomas Island?

Currently, February is the cheapest month in which you can book a flight from Madison to Saint Thomas Island (average of $163). Flying from Madison to Saint Thomas Island 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.

How much does it cost to fly round-trip from Madison to Saint Thomas Island?

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 December 12, 2025.
Read through reviews of airlines operating flights from Madison to Saint Thomas Island, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
9,095 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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 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 Madison to Saint Thomas Island?

    American Airlines and Delta can get you from Madison to Saint Thomas Island in just under 8h 44m. Your travel time can differ by up to 8h 29m. The distance between Madison and Saint Thomas Island is about 2224 mi. This flight may include one or multiple stops.

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

    Flying on Delta is currently your cheapest option to Saint Thomas Island, with prices starting at $282. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $509 and $532, respectively. These flights start at 63% lower than the current average price 3 months from now.

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

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

  • How can I find direct flights from Madison 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 Madison to Saint Thomas Island.

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

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

    Currently, February is the cheapest month in which you can book a flight from Madison to Saint Thomas Island (average of $163). Flying from Madison to Saint Thomas Island 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

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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Top 3 airlines flying from Madison to Saint Thomas Island

Discover the top 3 airlines that operate flights from Madison 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%
DeltaCheapest$509Average$887FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$532Average$686FlexibilityNo cancel feeOn-time71%

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