Saint Thomas Island

$208+ Cheap flights from Milwaukee (MKE) 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STT
Jun 12 — Jun 191
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Cheap flight deals from Milwaukee to Saint Thomas Island

Cheapest flights from Milwaukee to Saint Thomas Island
Explore the most affordable flight options available from Milwaukee to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.

This American Airlines deal was found by Cheapflights users on 5/13. 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 12/16:48 pm
MKE
-
STT
2 stops20h 10m
American Airlines
Tue 12/82:49 pm
STT
-
MKE
2 stops11h 12m
American Airlines
Deal found 5/13$420
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Thu 12/36:50 pm
MKE
-
STT
2 stops20h 08m
American Airlines
Tue 12/82:49 pm
STT
-
MKE
2 stops19h 31m
American Airlines
Deal found 5/12$485
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Fri 11/272:53 pm
MKE
-
STT
2 stops19h 17m
American Airlines
Sat 12/56:17 pm
STT
-
MKE
2 stops18h 29m
American Airlines
Deal found 5/12$520
This American Airlines deal was found by Cheapflights users on 5/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:48 pm
MKE
-
STT
2 stops18h 37m
American Airlines
Wed 12/92:49 pm
STT
-
MKE
2 stops10h 41m
American Airlines
Deal found 5/9$540
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 9/244:33 pm
MKE
-
STT
2 stops19h 17m
American Airlines
Mon 9/281:50 pm
STT
-
MKE
2 stops23h 12m
American Airlines
Deal found 5/13$550
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:17 pm
MKE
-
STT
1 stop15h 46m
American Airlines
Sun 8/93:43 pm
STT
-
MKE
2 stops19h 07m
American Airlines
Deal found 5/11$560
This Delta deal was found by Cheapflights users on 5/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:40 am
MKE
-
STT
1 stop8h 41m
Delta
Tue 6/161:20 pm
STT
-
MKE
1 stop6h 57m
Delta
Deal found 5/10$575
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Fri 5/295:53 pm
MKE
-
STT
2 stops17h 51m
American Airlines
Fri 6/54:57 pm
STT
-
MKE
1 stop8h 02m
American Airlines
Deal found 5/13$585
This American Airlines deal was found by Cheapflights users on 5/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:17 pm
MKE
-
STT
2 stops20h 40m
American Airlines
Mon 6/224:42 pm
STT
-
MKE
1 stop8h 17m
American Airlines
Deal found 5/10$600
This American Airlines deal was found by Cheapflights users on 5/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:50 pm
MKE
-
STT
2 stops18h 35m
American Airlines
Thu 12/104:16 pm
STT
-
MKE
2 stops9h 45m
American Airlines
Deal found 5/10$605
This American Airlines deal was found by Cheapflights users on 5/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:00 am
MKE
-
STT
2 stops9h 58m
American Airlines
Mon 12/76:17 pm
STT
-
MKE
2 stops16h 03m
American Airlines
Deal found 5/9$610

Find flight deals from Milwaukee to Saint Thomas Island

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Saint Thomas Island (STT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$420
(American Airlines)

One-way from

$208
(Delta)

Popular in

May

Cheapest in

August

Average price

$830
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. 13% potential increase in price ($102 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 May 13, 2026.
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 - STT

MKESTT

Milwaukee-Mitchell

Thu 8/20

4:25 pm-12:52 pm

2 stops19h 27m

Saint Thomas Island Cyril E King

Mon 8/24

3:43 pm-10:59 am

2 stops20h 16m

$420

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Fri 7/3

6:17 pm-10:59 am

1 stop15h 42m

Saint Thomas Island Cyril E King

Sat 7/11

1:49 pm-11:44 pm

2 stops10h 55m

$485

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Tue 6/9

5:40 am-3:21 pm

1 stop8h 41m

Saint Thomas Island Cyril E King

Tue 6/16

1:20 pm-7:17 pm

1 stop6h 57m

$575

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Mon 6/8

6:17 pm-3:57 pm

2 stops20h 40m

Saint Thomas Island Cyril E King

Mon 6/22

4:42 pm-11:59 pm

1 stop8h 17m

$600

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Fri 6/5

5:53 pm-1:02 pm

1 stop18h 09m

Saint Thomas Island Cyril E King

Mon 6/8

4:42 pm-7:42 am

2 stops16h 00m

$625

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Mon 6/8

6:17 pm-11:03 am

1 stop15h 46m

Saint Thomas Island Cyril E King

Mon 6/15

4:42 pm-11:59 pm

1 stop8h 17m

$665
Quickest round-trip

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Thu 9/24

5:55 am-1:44 pm

1 stop6h 49m

Saint Thomas Island Cyril E King

Mon 9/28

2:54 pm-9:09 pm

1 stop7h 15m

$699
Cheapest one-way
Quickest one-way

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Sun 7/19

6:50 am-3:20 pm

1 stop7h 30m

$208

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Sun 7/19

5:02 am-4:00 pm

2 stops9h 58m

$273

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Sun 7/19

8:43 am-8:14 am

3 stops46h 31m

$644

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Sorted by cheapest first

Compare providers for flights from Milwaukee to Saint Thomas Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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
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 Milwaukee to Saint Thomas Island

How far ahead should I book a flight from Milwaukee to Saint Thomas Island?

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Milwaukee to Saint Thomas Island. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 $274). 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?

Reviews of airlines servicing Saint Thomas Island

Get insights into the airlines that provide service to Saint Thomas Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Saint Thomas Island. Reviews last updated May 13, 2026.
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.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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.
  • How long is the flight from Milwaukee to Saint Thomas Island?

    For as low as $575, American Airlines can have you in Saint Thomas Island from Milwaukee in 8h 41m. 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 $165, Spirit Airlines will fly you from Milwaukee to Saint Thomas Island and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $378 and $425, respectively. Spirit Airlines is priced at 74% 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 $274). 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 5 airlines flying from Milwaukee to Saint Thomas Island

Discover the top 5 airlines that operate flights from Milwaukee 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$165Average$274FlexibilityNo cancel feeOn-time65%
DeltaCheapest$378Average$699FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$425Average$634FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$468Average$675FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$509Average$810FlexibilityNo cancel feeOn-time63%

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