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 $879 and $1,567, respectively. These flights start at 31% lower than the current average price 3 months from now.

What is the cheapest day to fly from Madison to Saint Thomas Island?

Travelers seeking maximum savings on their Madison to Saint Thomas Island flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What is the cheapest day to fly round-trip from Madison to Saint Thomas Island?

Flights from Madison to Saint Thomas Island are found to be more expensive on Thursday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Saint Thomas Island.

What is the cheapest month to fly from Madison to Saint Thomas Island?

The best pricing can be found in the month of August. Prices to Saint Thomas Island from Madison average $746. You can even find prices in August for less than $746, as users have found deals to Saint Thomas Island from as low as $516. The month of December appears to be one of the more expensive times to travel to Saint Thomas Island from Madison. Flying in the targeted month can save you up to 42%.

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.

$509+ Flights from Madison to Saint Thomas Island

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Cheap flight deals from Madison to Saint Thomas Island

Round-trip from	$509 (American Airlines)
Popular in	December
Cheapest in	August
Average price	$949

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 ($83 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).

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Average for round-trip flights in July 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 July 29, 2025.

Sat 9/67:30 amMSN - STT

1 stop6h 48mAmerican Airlines

Sat 9/134:05 pmSTT - MSN

1 stop8h 05mAmerican Airlines

Deal found 7/28

$509

Fri 12/266:40 amMSN - STT

1 stop7h 38mUnited Airlines

Fri 1/163:05 pmSTT - MSN

1 stop7h 49mUnited Airlines

Deal found 7/27

$879

Wed 8/135:40 amMSN - STT

1 stop7h 30mDelta

Sun 8/173:23 pmSTT - MSN

1 stop8h 25mDelta

Deal found 7/29

$1,567

Best flights from Madison to Saint Thomas Island
Discover carefully curated flight deals from Madison to Saint Thomas Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2025.

Sat 9/67:30 amMSN - STT

1 stop6h 48mAmerican Airlines

Sat 9/134:05 pmSTT - MSN

1 stop8h 05mAmerican Airlines

Deal found 7/28

$509

Fri 12/266:40 amMSN - STT

1 stop7h 38mUnited Airlines

Fri 1/163:05 pmSTT - MSN

1 stop7h 49mUnited Airlines

Deal found 7/27

$879

Wed 8/135:40 amMSN - STT

1 stop7h 30mDelta

Sun 8/173:23 pmSTT - MSN

1 stop8h 25mDelta

Deal found 7/29

$1,567

Last-minute flights from Madison to Saint Thomas Island
Discover last-minute flight deals from Madison to Saint Thomas Island. Data last updated July 29, 2025 and is based on user searches.

Tue 8/124:00 pmMSN - STT

2 stops22h 43mUnited Airlines

Sat 8/162:10 pmSTT - MSN

1 stop9h 20mUnited Airlines

Deal found 7/27

$1,061

Wed 8/135:49 pmMSN - STT

2 stops21h 11mAmerican Airlines

Sun 8/175:10 pmSTT - MSN

2 stops18h 23mAmerican Airlines

Deal found 7/29

$830

Wed 8/135:40 amMSN - STT

1 stop7h 30mDelta

Sun 8/173:23 pmSTT - MSN

1 stop8h 25mDelta

Deal found 7/29

$1,567

Cheapflights Fare Finder

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

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Sat 9/6

7:30 am-3:18 pm

1 stop6h 48m

Saint Thomas Island Cyril E King

Sat 9/13

4:05 pm-11:10 pm

1 stop8h 05m

$509

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Fri 12/26

6:40 am-4:18 pm

1 stop7h 38m

Saint Thomas Island Cyril E King

Fri 1/16

3:05 pm-8:54 pm

1 stop7h 49m

$879

MadisonSaint Thomas Island

MSN - STT

MSNSTT

Madison Truax Field

Wed 8/13

5:40 am-2:10 pm

1 stop7h 30m

Saint Thomas Island Cyril E King

Sun 8/17

3:23 pm-10:48 pm

1 stop8h 25m

$1,567

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 $649). 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?

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.

Reviews of airlines servicing Saint Thomas Island

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

7,977 reviews

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

7,977 reviews

Delta

8.0

Very good

7,977 reviews

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

8,899 reviews

Delta

8.0

Very good

7,977 reviews

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

7,977 reviews

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

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 $879 and $1,567, respectively. These flights start at 31% 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 $649). 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

St. John

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Top 2 airlines flying from Madison to Saint Thomas Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$507	Average$695	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$606	Average$872	FlexibilityNo cancel fee	On-timeN/A

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$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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to Saint Thomas Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Madison to Saint Thomas Island

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Madison to Saint Thomas Island

Cheapest flights from Madison to Saint Thomas IslandExplore 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 July 29, 2025.

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 July 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Saint Thomas Island that are best for you.

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.

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?

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 July 29, 2025.

Reviews of airlines servicing Saint Thomas Island

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.

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.

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

Can I find deals for flights from Madison to Saint Thomas Island that include hotel bookings?

How can I find direct flights from Madison to Saint Thomas Island?

Can I find deals for business class flights from Madison to Saint Thomas Island?

What is the cheapest month to book a flight from Madison to Saint Thomas Island?

Traveling to a place near Saint Thomas Island?

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Alternative routes for Madison to Saint Thomas Island

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Madison to Saint Thomas Island

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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 July 29, 2025.