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Saint Thomas Island

$185+ Cheap flights from Madison (MSN) to Saint Thomas Island (STT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$509
(American Airlines)

One-way from

$185
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$704
From Madison Truax Field to Saint Thomas Island Cyril E King
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One-way flight from Madison Truax Field to Saint Thomas Island Cyril E King
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Highest demand for flights based on searches. 10% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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 12/133:55 pmMSN - STT
2 stops21h 30mAmerican Airlines
Mon 12/226:36 pmSTT - MSN
2 stops18h 01mAmerican Airlines
Deal found 9/11$509
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 11/43:37 pmMSN - STT
2 stops21h 48mAmerican Airlines
Sat 11/86:17 pmSTT - MSN
2 stops18h 05mAmerican Airlines
Deal found 9/10$574
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Wed 12/318:10 pmMSN - STT
2 stops17h 25mAmerican Airlines
Sat 1/106:35 pmSTT - MSN
2 stops17h 52mAmerican Airlines
Deal found 9/11$594
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 11/46:30 amMSN - STT
3 stops28h 42mUnited Airlines
Sat 11/83:35 pmSTT - MSN
2 stops20h 25mUnited Airlines
Deal found 9/10$978
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 12/265:26 pmMSN - STT
2 stops19h 04mUnited Airlines
Fri 1/165:25 pmSTT - MSN
1 stop8h 19mUnited Airlines
Deal found 9/10$1,169
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/266:24 pmMSN - STT
2 stops19h 11mAmerican Airlines
Fri 1/164:25 pmSTT - MSN
2 stops20h 22mAmerican Airlines
Deal found 9/11$1,183
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:55 pmMSN - STT
2 stops22h 40mSun Country Air
Sat 1/104:31 pmSTT - MSN
3 stops27h 09mSun Country Air
Deal found 9/9$1,233

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 September 11, 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 1/3

5:55 pm-12:05 pm

1 stop16h 10m

Saint Thomas Island Cyril E King

Fri 1/9

4:25 pm-11:42 pm

1 stop9h 17m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 12/13

3:55 pm-3:25 pm

2 stops21h 30m

Saint Thomas Island Cyril E King

Mon 12/22

6:36 pm-10:37 am

2 stops18h 01m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Tue 11/4

3:37 pm-3:25 pm

2 stops21h 48m

Saint Thomas Island Cyril E King

Sat 11/8

6:17 pm-10:22 am

2 stops18h 05m

$574

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 2/28

4:19 pm-11:40 am

1 stop17h 21m

Saint Thomas Island Cyril E King

Sat 3/7

6:40 pm-9:23 am

2 stops16h 43m

$594

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 10/11

6:08 pm-12:59 pm

1 stop17h 51m

$185

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Wed 10/15

6:08 pm-12:59 pm

1 stop17h 51m

$246

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 10/12

7:20 am-12:49 pm

2 stops28h 29m

$399

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 10/13

7:59 pm-9:56 am

3 stops36h 57m

$403

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 10/13

2:14 pm-12:00 pm

2 stops20h 46m

$563

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 10/12

5:30 am-1:39 pm

1 stop7h 09m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 11 results
1
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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, September is the cheapest month in which you can book a flight from Madison to Saint Thomas Island (average of $433). Flying from Madison to Saint Thomas Island in June is currently the most expensive (average of $645). 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.

What is the cheapest time of day to fly from MSN to STT?

Find hourly flight availability from Madison to Saint Thomas Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

A simple way to save on the total cost of your ticket is to fly from Madison to Saint Thomas Island at noon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the morning.

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 September 11, 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
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 10m. 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 American 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 United Airlines and Delta, with the lowest prices starting at $509 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, September is the cheapest month in which you can book a flight from Madison to Saint Thomas Island (average of $433). Flying from Madison to Saint Thomas Island in June is currently the most expensive (average of $645). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$509Average$698FlexibilityNo cancel feeOn-time71%
DeltaCheapest$606Average$887FlexibilityNo cancel feeOn-timeN/A

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