U.S. Virgin Islands

$258+ Cheap flights from Milwaukee (MKE) to the U.S. Virgin Islands

MKE — STT
Dec 9 — Dec 161
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Cheap flight deals from Milwaukee to U.S. Virgin Islands

Cheapest flights from Milwaukee to U.S. Virgin Islands

Mon 12/215:30 am -
1 stop8h 54m
Mon 12/283:20 pm -
1 stop10h 39m
Deal found 11/6$540
Fri 11/275:20 am -
1 stop7h 23m
Sat 12/54:02 pm -
1 stop8h 26m
Deal found 11/4$542
Tue 12/16:34 pm -
1 stop16h 48m
Tue 12/84:38 pm -
1 stop8h 31m
Deal found 11/5$548
Fri 11/277:33 pm -
2 stops18h 17m
Mon 12/74:53 pm -
2 stops20h 24m
Deal found 11/7$549
Wed 12/237:00 am -
1 stop7h 24m
Mon 12/283:20 pm -
1 stop10h 39m
Deal found 11/5$586
Fri 11/275:10 am -
1 stop7h 50m
Mon 12/73:20 pm -
1 stop7h 45m
Deal found 11/6$619
Tue 12/226:49 pm -
2 stops19h 33m
Mon 12/284:22 pm -
2 stops19h 02m
Deal found 11/6$648
Wed 12/234:54 pm -
2 stops17h 23m
Mon 12/284:22 pm -
2 stops19h 02m
Deal found 11/5$653
Sat 11/217:40 pm -
2 stops16h 01m
Wed 11/254:53 pm -
2 stops20h 13m
Deal found 11/6$700
Wed 12/236:49 pm -
1 stop15h 21m
Wed 12/305:20 pm -
1 stop8h 39m
Deal found 11/9$822
Wed 11/115:10 am -
2 stops15h 10m
Fri 11/133:05 pm -
2 stops10h 51m
Deal found 11/6$875
Sun 11/227:00 am -
1 stop13h 07m
Thu 11/269:00 am -
1 stop12h 32m
Deal found 11/6$966

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$484
(Southwest)

One-way from

$258
(Southwest)

Popular in

May

Cheapest in

August

Average price

$723
Provider with most accurate pricing for Milwaukee-Mitchell-Saint Thomas Island Cyril E King flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Saint Thomas Island Cyril E King flights.
From Milwaukee-Mitchell to U.S. Virgin Islands
One-way flight from Milwaukee-Mitchell to U.S. Virgin Islands
Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Milwaukee to the U.S. Virgin Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 2/7

2:50 pm-1:20 pm

2 stops20h 30m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$258
Quickest round-trip

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 2/7

5:30 am-2:53 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$258

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 1/10

5:15 am-2:55 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$258

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 1/10

3:34 pm-2:10 pm

2 stops20h 36m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$272

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 2/7

8:15 am-6:13 pm

3 stops31h 58m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$474

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Tue 1/19

5:15 am-2:55 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Mon 1/25

2:10 pm-10:10 pm

2 stops10h 00m

$484

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Wed 1/13

5:30 am-2:53 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Fri 2/12

4:15 pm-11:56 pm

1 stop9h 41m

$520

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Tue 1/19

5:30 am-2:53 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Wed 1/27

4:03 pm-11:59 pm

1 stop9h 56m

$540

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Sun 1/17

5:30 am-2:53 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Sun 1/24

1:54 pm-11:59 pm

1 stop12h 05m

$541

MilwaukeeSaint Thomas Island

MKE Milwaukee-Mitchell - STT Saint Thomas Island Cyril E King

MKESTT

Milwaukee-Mitchell

Thu 4/15

7:00 am-2:45 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

Tue 4/20

1:45 pm-11:49 pm

1 stop11h 04m

$541

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 26 resultsSorted by cheapest first
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Best time to book a flight from Milwaukee to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands from Milwaukee with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to the U.S. Virgin Islands

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

Currently, August is the cheapest month in which you can book a flight from Milwaukee to U.S. Virgin Islands (average of $242). Flying from Milwaukee to U.S. Virgin Islands in May is currently the most expensive (average of $830). 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.

Reviews of airlines servicing U.S. Virgin Islands

Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Milwaukee to the U.S. Virgin Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • What airport do you fly from for flights from Milwaukee to U.S. Virgin Islands?

    Most people fly from Milwaukee-Mitchell (MKE) if they book a flight from Milwaukee to U.S. Virgin Islands. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

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

    Southwest, Delta, and American Airlines can get you from Milwaukee to U.S. Virgin Islands in just under 7h 23m. Your travel time can differ by up to 7h 02m. Milwaukee and U.S. Virgin Islands are separated by a distance of 2162 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Milwaukee to U.S. Virgin Islands (average of $242). Flying from Milwaukee to U.S. Virgin Islands in May is currently the most expensive (average of $830). 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

Top 4 airlines flying from Milwaukee to U.S. Virgin Islands

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$387Average$624FlexibilityNo cancel feeOn-time71%
DeltaCheapest$424Average$626FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$425Average$671FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$509Average$751FlexibilityNo cancel feeOn-time63%

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