Saint Thomas Island

$258+ Cheap flights from Milwaukee (MKE) to Saint Thomas Island (STT)

MKE — STT
Dec 12 — Dec 191
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Cheap flight deals from Milwaukee to Saint Thomas Island

Cheapest flights from Milwaukee to Saint Thomas Island

Tue 12/16:34 pm -
2 stops15h 43m
Tue 12/84:38 pm -
1 stop8h 31m
Deal found 11/10$538
Wed 12/306:49 pm -
1 stop16h 44m
Wed 1/61:58 pm -
1 stop8h 34m
Deal found 11/10$543
Fri 11/275:20 am -
1 stop7h 23m
Sat 12/52:26 pm -
1 stop10h 02m
Deal found 11/11$544
Fri 11/277:33 pm -
2 stops18h 17m
Mon 12/74:53 pm -
2 stops20h 24m
Deal found 11/9$549
Sun 12/135:00 am -
1 stop7h 31m
Thu 12/173:00 pm -
1 stop10h 11m
Deal found 11/11$629
Mon 12/286:49 pm -
2 stops17h 48m
Wed 1/65:04 pm -
2 stops18h 15m
Deal found 11/10$638
Tue 12/296:49 pm -
1 stop16h 44m
Tue 1/56:44 pm -
2 stops19h 21m
Deal found 11/10$650

Find flight deals from Milwaukee to Saint Thomas Island

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$520
(Delta)

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 Saint Thomas Island Cyril E King
One-way flight from Milwaukee-Mitchell to Saint Thomas Island Cyril E King
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 Saint Thomas Island 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

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

Tue 12/29

5:00 am-2:31 pm

1 stop7h 31m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$267

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

Fri 11/20

5:20 am-2:43 pm

1 stop7h 23m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$360
Quickest round-trip

MilwaukeeSaint Thomas Island

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

MKESTT

Milwaukee-Mitchell

Wed 12/9

5:55 am-2:30 pm

1 stop6h 35m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$406

MilwaukeeSaint Thomas Island

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

MKESTT

Milwaukee-Mitchell

Fri 11/20

7:33 pm-2:59 pm

1 stop17h 26m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$418

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

Wed 12/9

6:00 am-1:56 pm

3 stops29h 56m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 23 resultsSorted by cheapest first
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Compare providers for flights from Milwaukee to Saint Thomas Island

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Saint Thomas Island in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-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 Milwaukee-Saint Thomas Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Saint Thomas Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-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 Milwaukee-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 Milwaukee to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Milwaukee with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to Saint Thomas Island

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

Currently, August is the cheapest month in which you can book a flight from Milwaukee to Saint Thomas Island (average of $242). Flying from Milwaukee to Saint Thomas Island 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.

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

Airfare is below average for this route at the moment.

Milwaukee to Saint Thomas Island flights typically cost between $700 and $820 in January.
The cheapest round-trip price found within the last 5 days was $520 on Delta (Jan 27-Feb 2).

Reviews of airlines servicing Saint Thomas Island

Read through reviews of airlines operating flights from Milwaukee to Saint Thomas Island, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

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.

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

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.

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

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.

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

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.

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

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

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

    For as low as $520, Delta can have you in Saint Thomas Island from Milwaukee in 7h 23m. The distance from Milwaukee to Saint Thomas Island is about 2162 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Milwaukee to Saint Thomas Island round-trip?

    Currently priced at $423, American Airlines will fly you from Milwaukee to Saint Thomas Island and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $425 and $482, respectively. American Airlines is priced at 34% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Milwaukee to Saint Thomas Island (average of $242). Flying from Milwaukee to Saint Thomas Island 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

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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Top 4 airlines flying from Milwaukee to Saint Thomas Island

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$423Average$646FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$425Average$671FlexibilityNo cancel feeOn-time69%
DeltaCheapest$482Average$738FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$509Average$751FlexibilityNo cancel feeOn-time63%

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