$381+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — STT
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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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
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Best
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 September 17, 2026.
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 September 17, 2026.
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
1 stop8h 35m
Tue 11/102:01 pm -
1 stop10h 59m
Deal found 9/15![American Airlines logo]()
$610
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/68:41 pm -
2 stops17h 01m
Sun 11/154:53 pm -
2 stops19h 53m
Deal found 9/15![American Airlines logo]()
$655
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
1 stop8h 35m
Mon 11/94:33 pm -
1 stop8h 27m
Deal found 9/15![American Airlines logo]()
$711
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/198:32 pm -
1 stop16h 42m
Thu 12/243:54 pm -
1 stop10h 21m
Deal found 9/15![American Airlines logo]()
$783
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:55 am -
1 stop6h 58m
Wed 11/114:33 pm -
1 stop8h 27m
Deal found 9/15![American Airlines logo]()
$803
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:55 am -
1 stop6h 58m
Wed 11/114:33 pm -
1 stop8h 27m
Deal found 9/15![American Airlines logo]()
$831
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:55 am -
1 stop6h 58m
Sat 11/75:25 pm -
1 stop8h 34m
Deal found 9/15![American Airlines logo]()
$879
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:55 am -
1 stop6h 58m
Sat 11/75:25 pm -
1 stop8h 34m
Deal found 9/15![American Airlines logo]()
$887
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/225:00 am -
2 stops10h 50m
Tue 12/296:55 pm -
2 stops18h 46m
Deal found 9/14![United Airlines logo]()
$900
This deal was found by Cheapflights users on 9/15. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:55 am -
1 stop6h 58m
Mon 11/94:33 pm -
1 stop8h 27m
Deal found 9/15![American Airlines logo]()
$904
Best flights from Madison to Saint Thomas IslandDiscover 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 September 17, 2026.
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 September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/16. 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 1/69:04 pm -
1 stop16h 10m
Wed 1/134:55 pm -
2 stops20h 05m
Deal found 9/16![American Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 1/285:45 am -
1 stop8h 30m
Wed 2/33:10 pm -
1 stop9h 24m
Deal found 9/15![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sun 1/315:00 am -
1 stop9h 20m
Wed 2/33:00 pm -
1 stop10h 10m
Deal found 9/16![United Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 9/12. 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 3/157:05 pm -
2 stops18h 25m
Thu 3/185:37 pm -
2 stops17h 37m
Deal found 9/12![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 1/276:00 am -
1 stop8h 20m
Wed 2/33:00 pm -
1 stop8h 03m
Deal found 9/15![United Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 9/12. 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 2/267:05 pm -
2 stops18h 31m
Sat 3/66:37 pm -
2 stops17h 37m
Deal found 9/12![American Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 9/14. 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 1/56:40 am -
1 stop7h 40m
Tue 1/121:07 pm -
2 stops12h 03m
Deal found 9/14![United Airlines logo]()
$611
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $381 (American Airlines) |
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 7,457,451 searches. Data last updated September 17, 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
Cheapest round-trip
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Wed 1/6
9:04 pm-3:14 pm
1 stop16h 10m
Saint Thomas Island Cyril E King
Wed 1/13
4:55 pm-11:00 am
2 stops20h 05m
$381
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Thu 1/28
5:45 am-4:15 pm
1 stop8h 30m
Saint Thomas Island Cyril E King
Wed 2/3
3:10 pm-10:34 pm
1 stop9h 24m
$535
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Mon 3/15
7:05 pm-2:30 pm
2 stops18h 25m
Saint Thomas Island Cyril E King
Thu 3/18
5:37 pm-10:14 am
2 stops17h 37m
$562
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Fri 2/26
7:05 pm-3:36 pm
2 stops18h 31m
Saint Thomas Island Cyril E King
Sat 3/6
6:37 pm-10:14 am
2 stops17h 37m
$579
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Sun 1/31
5:00 am-4:20 pm
1 stop9h 20m
Saint Thomas Island Cyril E King
Wed 2/3
3:00 pm-11:10 pm
1 stop10h 10m
$580
Quickest round-trip
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Wed 1/27
6:00 am-4:20 pm
1 stop8h 20m
Saint Thomas Island Cyril E King
Wed 2/3
3:00 pm-9:03 pm
1 stop8h 03m
$580
MadisonSaint Thomas Island
MSN Madison Truax Field - STT Saint Thomas Island Cyril E King
MSNSTT
Madison Truax Field
Tue 1/5
6:40 am-4:20 pm
1 stop7h 40m
Saint Thomas Island Cyril E King
Tue 1/12
1:07 pm-11:10 pm
2 stops12h 03m
$611
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
MSN-STT
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 September 17, 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.
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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.
Traveling to a place near Saint Thomas Island?
Book flights to Saint Thomas Island if you plan to visit one of these locationsSt. John
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Madison and Saint Thomas Island flights
Browse other Madison and Saint Thomas Island flight options. Last updated on September 17, 2026.
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Other flights to Saint Thomas Island
Explore flights to Saint Thomas Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$318 | Average$590 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$425 | Average$719 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$430 | Average$667 | FlexibilityNo cancel fee | On-time71% |