$232 Cheap Flights from Madison (MSN) to St. Thomas (STT)

View $232 flight on Wed, Mar 4, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Cyril E. King Airport (STT)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Madison to St. Thomas (MSN-STT)

Prices were available within the past 7 days and start at $232 for one-way flights and $468 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$468 Roundtrip, found 2 hours ago
$468
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $468 found 2 hours ago
United
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$468 Roundtrip, found 2 hours ago
$468
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $468 found 2 hours ago
United
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$484 Roundtrip, found 2 hours ago
$484
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $484 found 2 hours ago
United
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$513 Roundtrip, found 2 hours ago
$513
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $513 found 2 hours ago
American Airlines
Sat, Feb 28 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$519 Roundtrip, found 1 day ago
$519
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 28 from Madison to St. Thomas, returning Tue, Mar 10, priced at $519 found 1 day ago
American Airlines
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$523 Roundtrip, found 2 hours ago
$523
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $523 found 2 hours ago
American Airlines
Sat, Mar 7 - Fri, Mar 13
MSN
Madison
STT
St. Thomas
$529 Roundtrip, found 9 hours ago
$529
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Mar 7 from Madison to St. Thomas, returning Fri, Mar 13, priced at $529 found 9 hours ago
Delta
Wed, Aug 12 - Tue, Sep 1
MSN
Madison
STT
St. Thomas
$532 Roundtrip, found 1 day ago
$532
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 12 from Madison to St. Thomas, returning Tue, Sep 1, priced at $532 found 1 day ago
American Airlines
Wed, Mar 4 - Tue, Mar 10
MSN
Madison
STT
St. Thomas
$534 Roundtrip, found 2 hours ago
$534
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Mar 4 from Madison to St. Thomas, returning Tue, Mar 10, priced at $534 found 2 hours ago
United
Mon, Mar 23 - Tue, Mar 31
MSN
Madison
STT
St. Thomas
$537 Roundtrip, found 17 hours ago
$537
Roundtrip
found 17 hours ago
Select United flight, departing Mon, Mar 23 from Madison to St. Thomas, returning Tue, Mar 31, priced at $537 found 17 hours ago

Alternative airports near St. Thomas

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Terrance B. Lettsome Intl. EIS. Flights from $1,106
EIS
Terrance B. Lettsome Intl.
Flights from $1,106

Find the cheapest month to fly from Madison (MSN) to St. Thomas (STT)

September is typically the cheapest month to fly

From $475 - $844 per traveler.
Flights from Madison (MSN) to St. Thomas (STT)
Origin airport
Dane County Regional
Destination airport
Cyril E. King
Airlines serving
American Airlines, Delta, United
Roundtrip price
$468
Distance
2225 mi

Madison to St. Thomas Flights

The cheapest times to fly from Madison to St. Thomas

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to St. Thomas are during the month of March. You can find some of the cheapest flights from Madison to St. Thomas with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to St. Thomas

Sunday is one of the best days to book for cheap flights from Madison to St. Thomas: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to St. Thomas

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to St. Thomas in 2026. You can also book with separate airlines for your outbound and return journeys, from $232 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to St. Thomas flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to St. Thomas airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) cost?
You can find cheap one-way flights from $232 and cheap return flights from $468 Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) with Expedia. One-way flights usually range from $292 to $784, and return flights typically cost between $559 and $2436. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
The cheapest month to fly from MSN to STT is March when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
Enter MSN to STT and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
Delta is one of the cheapest airlines offering connecting flights from Dane County Regional (MSN) to Cyril E. King (STT) with a layover in Hartsfield-Jackson Atlanta Intl. (ATL), starting from around $509. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
The earliest flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) typically departs at 5:00 AM, operated by American Airlines. This is a seasonal service active in March, allowing you to start your tropical getaway early in the day. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
A flight from MSN to STT with a layover takes around 7 hours, with the route covering approximately 2,226 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
First class seats are offered on the MSN to STT route with United Airlines and Delta Air Lines.
How do I earn miles on a Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for St. Thomas from Dane County Regional (MSN)?
If you're planning to travel to St. Thomas from Dane County Regional (MSN), you can fly into Cyril E. King (STT) Some flights may connect through major hubs like O'Hare Intl. (ORD), Dallas-Fort Worth Intl. (DFW), Ronald Reagan Washington National (DCA) before reaching St. Thomas. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) St Thomas Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King)?
If you booked your Madison, WI (MSN-Dane County Regional) to St. Thomas (STT-Cyril E. King) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

*Flight schedules are subject to change.

Explore a world of travel with Expedia

*Available to One Key members.