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Saint Thomas Island

$468+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 2/288:22 pm
MSN
-
STT
1 stop16h 41m
American Airlines
Tue 3/1012:45 pm
STT
-
MSN
2 stops9h 54m
American Airlines
Deal found 1/27$468
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 5/18:25 pm
MSN
-
STT
2 stops17h 24m
American Airlines
Wed 5/612:36 pm
STT
-
MSN
2 stops12h 19m
American Airlines
Deal found 1/27$534
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/285:17 pm
MSN
-
STT
1 stop16h 49m
American Airlines
Sat 3/76:25 pm
STT
-
MSN
2 stops16h 38m
American Airlines
Deal found 1/27$574
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 3/213:51 pm
MSN
-
STT
2 stops18h 21m
American Airlines
Sun 3/295:25 pm
STT
-
MSN
2 stops17h 43m
American Airlines
Deal found 1/26$600
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/295:12 pm
MSN
-
STT
2 stops16h 54m
American Airlines
Sun 4/55:25 pm
STT
-
MSN
2 stops17h 43m
American Airlines
Deal found 1/25$613
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/136:30 am
MSN
-
STT
1 stop7h 48m
United Airlines
Wed 2/181:02 pm
STT
-
MSN
2 stops10h 05m
United Airlines
Deal found 1/25$664
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/286:36 pm
MSN
-
STT
1 stop17h 50m
Multiple Airlines
Tue 3/312:36 pm
STT
-
MSN
1 stop28h 20m
Multiple Airlines
Deal found 1/26$670
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/295:08 pm
MSN
-
STT
1 stop16h 39m
American Airlines
Sun 5/34:34 pm
STT
-
MSN
2 stops19h 21m
American Airlines
Deal found 1/27$680
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 3/285:17 pm
MSN
-
STT
2 stops16h 55m
American Airlines
Tue 3/3112:02 pm
STT
-
MSN
2 stops11h 47m
American Airlines
Deal found 1/26$723

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$468
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$719
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. 14% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 28, 2026.
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

8:22 pm-3:03 pm

1 stop16h 41m

Saint Thomas Island Cyril E King

Tue 3/10

12:45 pm-9:39 pm

2 stops9h 54m

$468

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Thu 3/5

6:30 am-4:18 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Wed 3/11

2:05 pm-10:42 pm

1 stop9h 37m

$468

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Thu 3/5

8:24 pm-5:29 pm

2 stops19h 05m

Saint Thomas Island Cyril E King

Wed 3/11

12:02 pm-10:00 pm

2 stops10h 58m

$468

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 3/22

8:24 pm-4:29 pm

2 stops19h 05m

Saint Thomas Island Cyril E King

Thu 3/26

4:42 pm-10:14 am

1 stop18h 32m

$468

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Fri 5/1

8:25 pm-2:49 pm

2 stops17h 24m

Saint Thomas Island Cyril E King

Wed 5/6

12:36 pm-11:55 pm

2 stops12h 19m

$534

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 2/28

8:22 pm-3:03 pm

1 stop16h 41m

Saint Thomas Island Cyril E King

Sat 3/7

6:25 pm-9:03 am

2 stops16h 38m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Saint Thomas Island flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $175). 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 January 28, 2026.
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
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

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
8,123 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

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
9,212 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

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
11,201 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

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 United Airlines can get you from Madison to Saint Thomas Island in just under 7h 48m. Your travel time can differ by up to 8h 53m. 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 American Airlines and United Airlines, with the lowest prices starting at $509 and $509, respectively. These flights start at 62% 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 $175). 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$282Average$887FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$509Average$704FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%

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