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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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 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 12/64:39 pmMSN - STT
2 stops17h 02mAmerican Airlines
Thu 12/116:17 pmSTT - MSN
2 stops18h 14mAmerican Airlines
Deal found 10/28$509
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.
Sat 11/298:12 pmMSN - STT
2 stops19h 15mAmerican Airlines
Wed 12/34:16 pmSTT - MSN
2 stops9h 24mAmerican Airlines
Deal found 10/27$549
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.
Wed 12/312:30 pmMSN - STT
2 stops20h 10mAmerican Airlines
Sat 1/106:39 pmSTT - MSN
2 stops18h 04mAmerican Airlines
Deal found 10/27$596
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 12/26:00 amMSN - STT
2 stops9h 27mAmerican Airlines
Tue 12/96:17 pmSTT - MSN
2 stops19h 31mAmerican Airlines
Deal found 10/26$644
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:30 amMSN - STT
2 stops28h 42mUnited Airlines
Tue 12/92:15 pmSTT - MSN
1 stop10h 30mUnited Airlines
Deal found 10/26$696
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:26 pmMSN - STT
2 stops22h 16mUnited Airlines
Sat 1/31:02 pmSTT - MSN
2 stops11h 28mUnited Airlines
Deal found 10/26$1,124

Cheap 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 October 28, 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 Saint Thomas Island Cyril E King
Search Deals
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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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 October 28, 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

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

1:16 pm-1:10 pm

2 stops21h 54m

Saint Thomas Island Cyril E King

Thu 1/29

6:39 pm-10:55 am

2 stops18h 16m

$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

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 1/3

5:55 pm-12:05 pm

1 stop16h 10m

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 11/29

4:51 pm-11:43 am

1 stop16h 52m

Saint Thomas Island Cyril E King

Wed 12/3

6:17 pm-10:49 am

2 stops18h 32m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Thu 1/8

7:28 am-4:18 pm

1 stop6h 50m

$840

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 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 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 $172). 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.

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 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
7,994 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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 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 can get you from Madison to Saint Thomas Island in just under 16h 51m. Your travel time can differ by up to . The distance between Madison and Saint Thomas Island is about 2224 mi.

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

    Flying on United Airlines is currently your cheapest option to Saint Thomas Island, with prices starting at $509. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $532 and $606, respectively. These flights start at 35% 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 $172). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$532Average$703FlexibilityNo cancel feeOn-time71%
DeltaCheapest$606Average$894FlexibilityNo cancel feeOn-timeN/A

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