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U.S. Virgin Islands

$91+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STT
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Orbitz deal was found by Cheapflights users on 1/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:00 am
ORD
-
STX
1 stop6h 40m
Spirit Airlines
Sat 3/74:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/29$171
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:16 pm
ORD
-
STX
1 stop17h 24m
Spirit Airlines
Fri 3/64:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/28$186
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/158:41 pm
ORD
-
STX
1 stop16h 52m
Spirit Airlines
Mon 3/233:31 pm
STX
-
ORD
1 stop29h 15m
Spirit Airlines
Deal found 1/28$193
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:20 am
ORD
-
STX
1 stop6h 23m
Spirit Airlines
Sat 2/144:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/27$245
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/95:15 am
ORD
-
STX
1 stop8h 28m
Spirit Airlines
Fri 2/134:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/28$247
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
ORD
-
STX
1 stop6h 40m
Spirit Airlines
Sat 2/284:37 pm
STX
-
ORD
2 stops17h 17m
Spirit Airlines
Deal found 1/29$252
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/228:41 pm
ORD
-
STX
1 stop16h 52m
Spirit Airlines
Mon 3/303:31 pm
STX
-
ORD
1 stop29h 15m
Spirit Airlines
Deal found 1/27$270
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/97:01 pm
MKE
-
STT
1 stop17h 51m
Multiple Airlines
Mon 2/235:40 pm
STT
-
MKE
2 stops24h 04m
Multiple Airlines
Deal found 1/27$371
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/147:47 pm
MKE
-
STT
1 stop16h 44m
Multiple Airlines
Wed 2/183:36 pm
STT
-
MKE
1 stop18h 04m
Multiple Airlines
Deal found 1/27$374
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/254:39 pm
MKE
-
STT
1 stop19h 52m
Multiple Airlines
Wed 3/43:36 pm
STT
-
MKE
1 stop29h 06m
Multiple Airlines
Deal found 1/28$383
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/106:38 am
MKE
-
STX
1 stop8h 49m
American Airlines
Mon 3/163:38 pm
STX
-
MKE
1 stop9h 07m
American Airlines
Deal found 1/27$388
This Delta deal was found by Cheapflights users on 1/28. 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.
Sun 2/225:25 am
ATW
-
STX
1 stop7h 31m
Delta
Wed 3/43:58 pm
STX
-
ATW
1 stop7h 52m
Delta
Deal found 1/28$388

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$171
(Orbitz)

One-way from

$91
(Expedia)

Popular in

June

Cheapest in

August

Average price

$644
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. 9% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Sun 3/1

8:16 pm-3:40 pm

1 stop17h 24m

Christiansted Henry Rohlsen

Fri 3/6

4:37 pm-11:47 pm

1 stop9h 10m

$186

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 3/7

7:00 am-3:40 pm

1 stop6h 40m

Christiansted Henry Rohlsen

Sat 3/14

3:31 pm-11:17 pm

1 stop8h 46m

$186

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 3/15

8:41 pm-2:33 pm

1 stop16h 52m

Christiansted Henry Rohlsen

Mon 3/23

3:31 pm-4:55 pm

2 stops26h 24m

$210

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 3/16

5:05 am-2:33 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Mon 3/23

3:31 pm-7:46 pm

1 stop29h 15m

$250

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 2/21

7:00 am-3:40 pm

1 stop6h 40m

Christiansted Henry Rohlsen

Sat 2/28

4:37 pm-7:54 am

2 stops17h 17m

$252

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/9

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Fri 2/13

4:37 pm-11:47 pm

1 stop9h 10m

$275

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 2/27

8:16 pm-3:40 pm

1 stop17h 24m

Christiansted Henry Rohlsen

Wed 3/4

3:26 pm-11:49 am

2 stops22h 23m

$279

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Sat 2/14

7:47 pm-2:31 pm

1 stop16h 44m

Saint Thomas Island Cyril E King

Wed 2/18

3:36 pm-7:40 am

1 stop18h 04m

$374

AppletonChristiansted

ATW - STX

ATWSTX

Appleton Intl

Sun 2/22

5:25 am-2:56 pm

1 stop7h 31m

Christiansted Henry Rohlsen

Wed 3/4

3:58 pm-9:50 pm

1 stop7h 52m

$388

MilwaukeeChristiansted

MKE - STX

MKESTX

Milwaukee-Mitchell

Tue 3/10

6:38 am-4:27 pm

1 stop8h 49m

Christiansted Henry Rohlsen

Mon 3/16

3:38 pm-11:45 pm

1 stop9h 07m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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 $175). 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.

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 $388, Spirit Airlines can have you in U.S. Virgin Islands from Wisconsin in 7h 31m. The distance from Wisconsin to U.S. Virgin Islands is about 2292 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 $175). 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

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$193Average$294FlexibilityNo cancel feeOn-time65%
DeltaCheapest$282Average$746FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$449Average$661FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$464Average$727FlexibilityNo cancel feeOn-time69%

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