HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Saint Thomas Island

$420+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Saint Thomas Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 29, 2026.

This American Airlines deal was found by Cheapflights users on 4/25. 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 5/108:24 pm
MSN
-
STT
2 stops17h 25m
American Airlines
Thu 5/145:05 pm
STT
-
MSN
2 stops19h 00m
American Airlines
Deal found 4/25$420
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Sun 5/315:52 pm
MSN
-
STT
2 stops17h 52m
American Airlines
Tue 6/92:41 pm
STT
-
MSN
1 stop10h 28m
American Airlines
Deal found 4/27$545
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Wed 11/258:12 pm
MSN
-
STT
2 stops18h 43m
American Airlines
Sun 12/66:17 pm
STT
-
MSN
2 stops17h 02m
American Airlines
Deal found 4/25$549
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/166:30 am
MSN
-
STT
1 stop9h 30m
United Airlines
Wed 5/204:45 pm
STT
-
MSN
2 stops16h 21m
United Airlines
Deal found 4/25$584
This American Airlines deal was found by Cheapflights users on 4/27. 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 11/73:55 pm
MSN
-
STT
1 stop17h 48m
American Airlines
Sat 11/146:17 pm
STT
-
MSN
2 stops18h 23m
American Airlines
Deal found 4/27$600
This American Airlines deal was found by Cheapflights users on 4/27. 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 11/74:35 pm
MSN
-
STT
2 stops20h 40m
American Airlines
Sun 11/156:17 pm
STT
-
MSN
2 stops20h 27m
American Airlines
Deal found 4/27$635
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 11/68:12 pm
MSN
-
STT
2 stops18h 43m
American Airlines
Sat 11/146:17 pm
STT
-
MSN
2 stops18h 23m
American Airlines
Deal found 4/28$640
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Mon 6/295:00 am
MSN
-
STT
2 stops9h 58m
American Airlines
Fri 7/34:51 pm
STT
-
MSN
2 stops19h 05m
American Airlines
Deal found 4/25$643
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
-
STT
1 stop17h 21m
Multiple Airlines
Tue 6/912:57 pm
STT
-
MSN
2 stops21h 17m
Multiple Airlines
Deal found 4/28$657
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/315:43 am
MSN
-
STT
1 stop7h 08m
Delta
Tue 6/91:20 pm
STT
-
MSN
1 stop10h 23m
Delta
Deal found 4/27$677

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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$420
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$648
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 ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 29, 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 - STT

MSNSTT

Madison Truax Field

Sun 5/10

8:24 pm-2:49 pm

2 stops17h 25m

Saint Thomas Island Cyril E King

Thu 5/14

1:15 pm-11:54 pm

1 stop11h 39m

$420

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 5/31

5:52 pm-12:44 pm

2 stops17h 52m

Saint Thomas Island Cyril E King

Tue 6/9

4:49 pm-11:38 am

2 stops19h 49m

$590

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 5/16

6:30 am-5:00 pm

1 stop9h 30m

Saint Thomas Island Cyril E King

Wed 5/20

4:45 pm-8:06 am

2 stops16h 21m

$622

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sun 5/31

5:43 am-1:51 pm

1 stop7h 08m

Saint Thomas Island Cyril E King

Tue 6/9

1:20 pm-10:43 pm

1 stop10h 23m

$677

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 6/29

5:48 am-3:21 pm

1 stop8h 33m

Saint Thomas Island Cyril E King

Fri 7/3

1:20 pm-10:43 pm

1 stop10h 23m

$677

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 5/9

6:30 am-5:00 pm

1 stop9h 30m

Saint Thomas Island Cyril E King

Wed 5/13

4:45 pm-8:55 am

2 stops17h 10m

$685
Quickest round-trip

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Mon 6/29

6:00 am-3:58 pm

2 stops8h 58m

Saint Thomas Island Cyril E King

Fri 7/3

4:51 pm-11:59 pm

1 stop8h 08m

$689

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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 April.
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.

Cheapflights Insights

Everything you need to know about your flight from Madison to Saint Thomas Island

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 April 29, 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
7.9
Good
8,465 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Food

7.2

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
8,465 reviews
Delta
7.9
Good
8,465 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Food

7.2

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
9,680 reviews
Delta
7.9
Good
8,465 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Food

7.2

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
7.1
Good
11,678 reviews
Delta
7.9
Good
8,465 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Food

7.2

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, United Airlines, and Delta can get you from Madison to Saint Thomas Island in just under 7h 08m. Your travel time can differ by up to 10h 17m. 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 $318. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $425 and $466, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$318Average$704FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$425Average$691FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$466Average$728FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.