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Saint Thomas Island

$450+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Sep 5 — Sep 121
Sat 9/5
Sat 9/12
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 August 6, 2026.

This American Airlines deal was found by Cheapflights users on 8/5. 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 10/136:17 pm -
2 stops19h 38m
Sat 10/173:46 pm -
2 stops20h 06m
Deal found 8/5$524
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 9/172:17 pm -
2 stops21h 34m
Sun 9/201:41 pm -
2 stops23h 45m
Deal found 8/1$622
This United Airlines deal was found by Cheapflights users on 8/5. 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 11/37:00 pm -
2 stops16h 56m
Thu 11/51:07 pm -
2 stops22h 43m
Deal found 8/5$860
This Delta deal was found by Cheapflights users on 8/5. 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.
Tue 10/135:51 am -
1 stop6h 46m
Sat 10/172:47 pm -
1 stop9h 15m
Deal found 8/5$922
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 8/204:26 pm -
2 stops19h 27m
Mon 8/243:43 pm -
2 stops19h 57m
Deal found 8/4$1,018
This United deal was found by Cheapflights users on 8/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:15 am -
2 stops28h 08m
Sun 9/205:45 pm -
3 stops46h 14m
Deal found 8/1$1,133
This American Airlines deal was found by Cheapflights users on 8/4. 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 11/117:05 pm -
2 stops16h 33m
Tue 11/173:15 pm -
2 stops9h 56m
Deal found 8/4$1,155

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 August 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$450
(American Airlines)

Popular in

December

Cheapest in

February
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 ($128 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($43 potential savings vs. average RT price).
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 August 6, 2026.
Use the filters below to find and compare flights from Madison to Saint Thomas Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Thu 1/7

5:00 am-2:40 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Wed 1/13

6:39 pm-8:06 am

2 stops15h 27m

$450

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Tue 1/5

6:16 am-2:59 pm

1 stop6h 43m

Saint Thomas Island Cyril E King

Tue 1/12

3:20 pm-12:12 am

1 stop10h 52m

$450

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Sun 1/24

5:00 am-2:40 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Thu 2/4

3:20 pm-12:12 am

1 stop10h 52m

$450

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Tue 1/12

5:00 am-2:40 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Tue 1/19

4:46 pm-8:06 am

2 stops17h 20m

$450

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Sat 1/16

7:05 pm-2:40 pm

1 stop17h 35m

Saint Thomas Island Cyril E King

Fri 1/22

4:46 pm-8:06 am

2 stops17h 20m

$475

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Thu 1/7

6:30 am-4:18 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Wed 1/13

3:05 pm-10:53 pm

1 stop9h 48m

$529
Quickest round-trip

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Sun 1/17

5:45 am-4:15 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

Wed 1/27

4:15 pm-10:34 pm

1 stop8h 19m

$661

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Tue 1/19

5:45 am-4:15 pm

1 stop8h 30m

Saint Thomas Island Cyril E King

Tue 1/26

1:50 pm-10:34 pm

1 stop10h 44m

$661

MadisonSaint Thomas Island

MSN Madison Truax Field - STT Saint Thomas Island Cyril E King

MSNSTT

Madison Truax Field

Mon 1/18

5:45 am-3:05 pm

1 stop7h 20m

Saint Thomas Island Cyril E King

Mon 1/25

1:50 pm-10:34 pm

1 stop10h 44m

$670

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Sorted by cheapest first

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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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 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.

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 August 6, 2026.
Read through reviews of airlines operating flights from Madison to Saint Thomas Island, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,491 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,491 reviews
Delta
7.8
Good
8,491 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
10,072 reviews
Delta
7.8
Good
8,491 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,867 reviews
Delta
7.8
Good
8,491 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 7h 40m. 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 Delta is currently your cheapest option to Saint Thomas Island, with prices starting at $318. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $430 and $444, respectively. These flights start at 58% 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.

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 August 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$318Average$840FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$430Average$724FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$444Average$719FlexibilityNo cancel feeOn-time69%

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