$297 Cheap Flights from St. Thomas (STT) to Madison (MSN)

View $297 flight on Tue, Mar 10, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $297 for one-way flights and $509 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Mar 31 - Tue, Apr 7
STT
St. Thomas
MSN
Madison
$509 Roundtrip, found 18 hours ago
$509
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Mar 31 from St. Thomas to Madison, returning Tue, Apr 7, priced at $509 found 18 hours ago
American Airlines
Tue, Mar 31 - Tue, Apr 7
STT
St. Thomas
MSN
Madison
$549 Roundtrip, found 18 hours ago
$549
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Mar 31 from St. Thomas to Madison, returning Tue, Apr 7, priced at $549 found 18 hours ago
American Airlines
Tue, Jan 13 - Sat, Jan 17
STT
St. Thomas
MSN
Madison
$579 Roundtrip, found 3 days ago
$579
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jan 13 from St. Thomas to Madison, returning Sat, Jan 17, priced at $579 found 3 days ago
Delta
Wed, Dec 24 - Wed, Jan 7
STT
St. Thomas
MSN
Madison
$584 Roundtrip, found 1 day ago
$584
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 24 from St. Thomas to Madison, returning Wed, Jan 7, priced at $584 found 1 day ago
American Airlines
Tue, Mar 31 - Tue, Apr 7
STT
St. Thomas
MSN
Madison
$589 Roundtrip, found 18 hours ago
$589
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Mar 31 from St. Thomas to Madison, returning Tue, Apr 7, priced at $589 found 18 hours ago
American Airlines
Tue, Mar 31 - Tue, Apr 7
STT
St. Thomas
MSN
Madison
$593 Roundtrip, found 18 hours ago
$593
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Mar 31 from St. Thomas to Madison, returning Tue, Apr 7, priced at $593 found 18 hours ago
Delta
Tue, Jan 13 - Sat, Jan 17
STT
St. Thomas
MSN
Madison
$594 Roundtrip, found 3 days ago
$594
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jan 13 from St. Thomas to Madison, returning Sat, Jan 17, priced at $594 found 3 days ago
Delta
Wed, Dec 24 - Wed, Jan 7
STT
St. Thomas
MSN
Madison
$600 Roundtrip, found 1 day ago
$600
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 24 from St. Thomas to Madison, returning Wed, Jan 7, priced at $600 found 1 day ago
Cape Air
Wed, Nov 5 - Sun, Nov 9
STT
St. Thomas
MSN
Madison
$633 Roundtrip, found 5 days ago
$633
Roundtrip
found 5 days ago
Select Cape Air flight, departing Wed, Nov 5 from St. Thomas to Madison, returning Sun, Nov 9, priced at $633 found 5 days ago
United
Wed, Nov 5 - Sun, Nov 9
STT
St. Thomas
MSN
Madison
$644 Roundtrip, found 5 days ago
$644
Roundtrip
found 5 days ago
Select United flight, departing Wed, Nov 5 from St. Thomas to Madison, returning Sun, Nov 9, priced at $644 found 5 days ago

Frequently asked questions

How much does a flight from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN) cost?
Snag a cheap one-way flight from $297 or cheap return flight from $509 from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN)?
The cheapest month to fly from STT to MSN is March, when demand is low. Off-peak season is often when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN)?
To find the cheapest airline flying from STT to MSN, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN)?
Nonstop flights from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from STT to MSN?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN)?
To reach Dane County Regional Airport (MSN) on schedule, pick a flight that leaves from Cyril E. King Airport (STT) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN) last-minute?
Last-minute fares from STT to MSN are typically more expensive. To secure the lowest prices, start searching for flights as early as possible. That being said, if you're flexible with your travel dates, you may land a cheap ticket right before your journey.
Is it cheaper to book a STT to MSN flight and hotel package?
You can save money by securing a STT to MSN flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. Once you've chosen your ideal accommodations and flights, consider other add-ons like activities, car rentals and tours.
Can I cancel or change the date of my flight from Cyril E. King Airport (STT) to Dane County Regional Airport (MSN)?
It's generally possible to cancel or reschedule your STT to MSN flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Cyril E. King
Destination airport
Dane County Regional
Roundtrip price
$509
Distance
2225 mi

Book with confidence

St. Thomas to Madison Flights

The cheapest times to fly from St. Thomas to Madison

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 St. Thomas to Madison are during the month of March. You can find some of the cheapest flights from St. Thomas to Madison with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from St. Thomas to Madison: 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 St. Thomas to Madison

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 St. Thomas to Madison in 2025. You can also book with separate airlines for your outbound and return journeys, from $297 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 St. Thomas to Madison 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 St. Thomas to Madison 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.

 

St. Thomas to Madison Flights

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*Available to One Key members.