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U.S. Virgin Islands

$119+ Cheap flights from Wisconsin to the U.S. Virgin Islands

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STT
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Wisconsin to U.S. Virgin Islands

Cheapest flights from Wisconsin to U.S. Virgin Islands
Explore the most affordable flight options available from Wisconsin to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Sun 1/113:57 pmSTT - ORD
1 stop29h 44mSpirit Airlines
Deal found 12/16$418
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Thu 1/85:42 pmSTT - ORD
1 stop19h 40mSpirit Airlines
Deal found 12/16$425
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:09 pmORD - STT
1 stop24h 19mSpirit Airlines
Wed 1/73:23 pmSTT - ORD
2 stops21h 59mSpirit Airlines
Deal found 12/15$431
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:09 pmORD - STT
1 stop24h 19mSpirit Airlines
Fri 1/95:42 pmSTT - ORD
1 stop8h 04mSpirit Airlines
Deal found 12/16$444
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:26 pmORD - STT
1 stop18h 05mSpirit Airlines
Sat 1/103:57 pmSTT - ORD
2 stops19h 15mSpirit Airlines
Deal found 12/16$448
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:50 amORD - STT
2 stops29h 38mMultiple Airlines
Thu 1/85:42 pmSTT - ORD
1 stop8h 04mMultiple Airlines
Deal found 12/16$458
This Priceline deal was found by Cheapflights users on 12/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:25 amORD - STT
2 stops24h 55mMultiple Airlines
Tue 12/2312:31 pmSTT - ORD
1 stop13h 59mMultiple Airlines
Deal found 12/15$462
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/208:12 amMSP - STT
Nonstop5h 23mSun Country Air
Sat 12/274:35 pmSTT - MSP
1 stop7h 59mSun Country Air
Deal found 12/17$546
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/315:00 amORD - STX
1 stop15h 48mAmerican Airlines
Thu 1/86:09 pmSTX - ORD
1 stop16h 56mAmerican Airlines
Deal found 12/16$581
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/316:00 amMSN - STT
2 stops9h 39mAmerican Airlines
Sat 1/104:47 pmSTT - MSN
2 stops19h 56mAmerican Airlines
Deal found 12/16$641
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:12 amMSP - STT
Nonstop5h 23mMultiple Airlines
Tue 1/612:31 pmSTT - MSP
3 stops36h 13mMultiple Airlines
Deal found 12/16$667
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/2312:05 pmMSP - STT
1 stop27h 37mUnited Airlines
Tue 12/303:05 pmSTT - MSP
2 stops21h 50mUnited Airlines
Deal found 12/16$672

Find flight deals from Wisconsin to U.S. Virgin Islands

Keep the following information in mind while searching for Wisconsin to U.S. Virgin Islands flight deals. Data was last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$207
(Cheapflightsfares)

One-way from

$119
(Cheapflightsfares)

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 U.S. Virgin Islands
Search Deals
One-way flight from Wisconsin to U.S. Virgin Islands
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 U.S. Virgin Islands 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 17, 2025.
Use the filters below to find and compare flights from Wisconsin to the U.S. Virgin Islands that are best for you.

Fly from

Wisconsin

Fly to

U.S. Virgin Islands

Route

Depart

Return

Price

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/2

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Sat 2/7

4:38 pm-11:46 pm

1 stop9h 08m

$207

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 1/19

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Sat 1/24

4:38 pm-11:46 pm

1 stop9h 08m

$257

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Fri 1/23

4:38 pm-7:44 pm

1 stop29h 06m

$273

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/23

5:15 am-3:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Fri 2/27

4:37 pm-12:40 am

3 stops34h 03m

$298

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 1/10

7:20 am-3:43 pm

1 stop6h 23m

Christiansted Henry Rohlsen

Sat 1/17

4:38 pm-4:58 pm

2 stops26h 20m

$299

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Mon 1/19

4:38 pm-1:57 pm

2 stops23h 19m

$301

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 2/18

6:17 pm-3:40 pm

2 stops43h 23m

Christiansted Henry Rohlsen

Fri 2/27

4:37 pm-11:24 pm

1 stop8h 47m

$313

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 1/15

5:15 am-4:37 pm

1 stop9h 22m

Saint Thomas Island Cyril E King

Sun 1/18

5:42 pm-11:46 pm

1 stop8h 04m

$321

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Fri 1/23

4:38 pm-9:12 am

2 stops18h 34m

$326

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

8:36 pm-3:43 pm

2 stops17h 07m

Christiansted Henry Rohlsen

Mon 1/19

4:38 pm-1:13 pm

2 stops22h 35m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands 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 the U.S. Virgin Islands

What is the cheapest month to book a flight from Wisconsin to U.S. Virgin Islands?

Currently, February is the cheapest month in which you can book a flight from Wisconsin to U.S. Virgin Islands (average of $163). Flying from Wisconsin to U.S. Virgin Islands 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 VI?

Find hourly flight availability from Wisconsin to U.S. Virgin Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

When flying from Wisconsin to U.S. Virgin Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 39% versus a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to U.S. Virgin Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Wisconsin to U.S. Virgin Islands?

    For as low as $414, Spirit Airlines can have you in U.S. Virgin Islands from Wisconsin in 4h 48m. The distance from Wisconsin to U.S. Virgin Islands is about 2116 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Wisconsin to U.S. Virgin Islands that include hotel bookings?

    Yes. In addition to deals on Wisconsin to U.S. Virgin Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to U.S. Virgin Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to U.S. Virgin Islands.

  • Can I find deals for business class flights from Wisconsin to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Wisconsin to U.S. Virgin Islands 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 U.S. Virgin Islands?

    Currently, February is the cheapest month in which you can book a flight from Wisconsin to U.S. Virgin Islands (average of $163). Flying from Wisconsin to U.S. Virgin Islands 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Wisconsin to U.S. Virgin Islands

Discover the top 4 airlines that operate flights from Wisconsin to U.S. Virgin Islands. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$155Average$411FlexibilityNo cancel feeOn-time65%
DeltaCheapest$272Average$682FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$397Average$688FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$509Average$736FlexibilityNo cancel feeOn-time69%

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