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Saint Thomas Island

$130+ Cheap flights from Wisconsin to Saint Thomas Island (STT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STT
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Wisconsin to Saint Thomas Island

Cheapest flights from Wisconsin to Saint Thomas Island
Explore the most affordable flight options available from Wisconsin to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Priceline deal was found by Cheapflights users on 12/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1511:25 amORD - STT
2 stops24h 55mMultiple Airlines
Thu 12/1812:31 pmSTT - ORD
1 stop8h 08mMultiple Airlines
Deal found 12/11$415
This Priceline deal was found by Cheapflights users on 12/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1511:25 amORD - STT
2 stops24h 55mMultiple Airlines
Sun 12/213:23 pmSTT - ORD
2 stops11h 07mMultiple Airlines
Deal found 12/11$428
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:12 amMSP - STT
Nonstop5h 16mSun Country Air
Sat 12/204:35 pmSTT - MSP
1 stop7h 59mSun Country Air
Deal found 12/10$440
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Tue 12/238:00 amORD - STT
1 stop25h 31mMultiple Airlines
Wed 1/73:23 pmSTT - ORD
1 stop28h 29mMultiple Airlines
Deal found 12/10$444
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/247:20 amORD - STT
1 stop29h 08mSpirit Airlines
Wed 1/73:23 pmSTT - ORD
1 stop28h 29mSpirit Airlines
Deal found 12/10$476
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Mon 12/222:15 pmORD - STT
2 stops22h 13mMultiple Airlines
Wed 1/73:23 pmSTT - ORD
1 stop28h 29mMultiple Airlines
Deal found 12/10$478
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/2412:39 pmORD - STT
2 stops20h 52mMultiple Airlines
Wed 1/73:23 pmSTT - ORD
1 stop28h 29mMultiple Airlines
Deal found 12/10$483
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:00 amORD - STT
2 stops29h 00mMultiple Airlines
Mon 12/223:23 pmSTT - ORD
2 stops11h 07mMultiple Airlines
Deal found 12/10$487
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Mon 12/225:00 amORD - STT
1 stop28h 31mSpirit Airlines
Wed 1/73:23 pmSTT - ORD
1 stop28h 29mSpirit Airlines
Deal found 12/10$496
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/2912:39 pmORD - STT
2 stops20h 52mMultiple Airlines
Tue 1/63:23 pmSTT - ORD
1 stop24h 58mMultiple Airlines
Deal found 12/9$527
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Mon 12/228:15 pmMKE - STT
1 stop16h 13mSpirit Airlines
Mon 12/293:23 pmSTT - MKE
1 stop29h 57mSpirit Airlines
Deal found 12/9$529
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Tue 12/238:00 amORD - STT
1 stop25h 31mMultiple Airlines
Tue 1/63:23 pmSTT - ORD
1 stop26h 56mMultiple Airlines
Deal found 12/10$534

Find flight deals from Wisconsin to Saint Thomas Island

Keep the following information in mind while searching for Wisconsin to Saint Thomas Island flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$254
(Kiwi.com)

One-way from

$130
(WAYA)

Popular in

June

Cheapest in

August

Average price

$554
Provider with most accurate pricing for Milwaukee-Mitchell-Saint Thomas Island Cyril E King flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Saint Thomas Island Cyril E King flights.
Search Deals
From Wisconsin to Saint Thomas Island Cyril E King
Search Deals
One-way flight from Wisconsin to Saint Thomas Island Cyril E King
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 December 12, 2025.
Use the filters below to find and compare flights from Wisconsin to Saint Thomas Island that are best for you.

Fly from

Wisconsin

Fly to

Saint Thomas Island

Route

Depart

Return

Price

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 1/13

7:45 am-3:05 pm

2 stops29h 20m

Saint Thomas Island Cyril E King

Fri 1/23

5:42 pm-11:46 pm

1 stop8h 04m

$312

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 1/10

7:20 am-4:37 pm

1 stop7h 17m

Saint Thomas Island Cyril E King

Sat 1/17

5:42 pm-11:46 pm

1 stop8h 04m

$349

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 2/17

5:15 am-4:34 pm

1 stop9h 19m

Saint Thomas Island Cyril E King

Sun 2/22

5:40 pm-2:28 pm

2 stops22h 48m

$356

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 1/8

5:32 pm-2:52 pm

2 stops19h 20m

Saint Thomas Island Cyril E King

Thu 1/15

5:42 pm-9:12 am

2 stops17h 30m

$365

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 1/6

1:34 pm-2:28 pm

3 stops22h 54m

Saint Thomas Island Cyril E King

Mon 1/12

3:57 pm-11:47 am

2 stops21h 50m

$398

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 2/19

5:58 pm-2:31 pm

2 stops18h 33m

Saint Thomas Island Cyril E King

Sun 2/22

5:40 pm-11:27 am

1 stop19h 47m

$398

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Sat 1/31

7:48 pm-2:52 pm

1 stop17h 04m

Saint Thomas Island Cyril E King

Thu 2/12

3:36 pm-6:56 pm

2 stops29h 20m

$399

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Fri 1/9

7:56 pm-2:52 pm

1 stop16h 56m

Saint Thomas Island Cyril E King

Sun 1/18

3:57 pm-9:43 am

2 stops19h 46m

$416

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 2/23

7:05 am-4:34 pm

1 stop7h 29m

Saint Thomas Island Cyril E King

Sat 2/28

5:40 pm-12:18 am

1 stop8h 38m

$417

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 2/19

8:14 am-2:55 pm

Nonstop4h 41m

Saint Thomas Island Cyril E King

Wed 2/25

2:45 pm-12:33 am

1 stop11h 48m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 48 results
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Best time to book a flight from Wisconsin to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Wisconsin 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 Wisconsin to Saint Thomas Island

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

Currently, February is the cheapest month in which you can book a flight from Wisconsin to Saint Thomas Island (average of $163). Flying from Wisconsin to Saint Thomas Island in June is currently the most expensive (average of $653). 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 WI to STT?

Find hourly flight availability from Wisconsin 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 December 12, 2025.

One of the essential ways to save on airfare from Wisconsin to Saint Thomas Island is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 38% on airfare.

How much does it cost to fly round-trip from Wisconsin to Saint Thomas Island?

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 airport do you fly into for flights to Saint Thomas Island from Wisconsin?

    If you book a flight to Saint Thomas Island from Wisconsin, you will be flying to Cyril E King, which is the city’s only airport. Saint Thomas Island Cyril E King (STT) is located 2.8 mi from the center of Saint Thomas Island.

  • How long is the flight from Wisconsin to Saint Thomas Island?

    Airlines like Spirit Airlines, Sun Country Air, and Southwest fly from Wisconsin to Saint Thomas Island in about 5h 11m. The time it takes to get you to your destination can typically vary by up to 13h 09m. There are 2448 mi between Wisconsin and Saint Thomas Island. This flight may include one or multiple stops.

  • What are the most popular routes from Wisconsin to Saint Thomas Island?

    The most popular route from Wisconsin to Saint Thomas Island is Chicago O'Hare Intl - Saint Thomas Island Cyril E King. You may also consider Minneapolis St Paul - Saint Thomas Island Cyril E King or Milwaukee-Mitchell - Saint Thomas Island Cyril E King.

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

    Yes. In addition to deals on Wisconsin to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin 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 Wisconsin to Saint Thomas Island.

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to Saint Thomas Island?

    Currently, February is the cheapest month in which you can book a flight from Wisconsin to Saint Thomas Island (average of $163). Flying from Wisconsin to Saint Thomas Island in June is currently the most expensive (average of $653). 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

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

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Alternative routes for Wisconsin to Saint Thomas Island

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Saint Thomas Island flights
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Newark to Christiansted flights
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LaGuardia to Christiansted flights
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Indianapolis to Saint Thomas Island flights
Midway to Saint Thomas Island flights
Raleigh to Saint Thomas Island flights
Hobby to Saint Thomas Island flights
Pittsburgh to Saint Thomas Island flights
Seattle to Saint Thomas Island flights
Dulles Intl to Christiansted flights
George Bush Intcntl to Saint Thomas Island flights
St. Louis to Saint Thomas Island flights
Atlanta to Christiansted flights
Reagan-National to Christiansted flights
O'Hare Intl to Christiansted flights
Denver to Saint Thomas Island flights
Milwaukee to Saint Thomas Island flights
Providence to Saint Thomas Island flights
Baltimore to Christiansted flights
Greenville to Saint Thomas Island flights
Los Angeles to Saint Thomas Island flights
Richmond to Saint Thomas Island flights
New Orleans to Saint Thomas Island flights
Hobby to Christiansted flights
Columbus to Saint Thomas Island flights
Portland to Saint Thomas Island flights
Dallas/Fort Worth to Christiansted flights
San Francisco to Saint Thomas Island flights

Top 4 airlines flying from Wisconsin to Saint Thomas Island

Discover the top 4 airlines that operate flights from Wisconsin 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$155Average$411FlexibilityNo cancel feeOn-time65%
DeltaCheapest$509Average$741FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$509Average$740FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$509Average$778FlexibilityNo cancel feeOn-time71%

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