MKE - STT

$397 Find Cheap Flights from Milwaukee to Saint Thomas Island

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Saint Thomas Island departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Saint Thomas Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Saint Thomas Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Saint Thomas Island, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$397
Typical prices: $830-$628
Multiple Airlines
Wed 5/6Sat 5/9
MKE - STT • 2 stops
Top airlines
Cheapest • from $420 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Milwaukee and Saint Thomas Island. You'll need at least 1 connection.
Insights
Insights
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Insights
Top layover airports
Cheapest • Avg $597 (round-trip)
Shortest trip • 6h 45m (one-way)
Insights
Insights
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Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 58% price drop
Most popular
Good to know
Good to know
+1
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Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Saint Thomas Island!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to Saint Thomas Island (MKE-STT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Saint Thomas Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Saint Thomas Island

Wed, May 6 - Sat, May 9
Multiple Airlines Logo
12:09 pm - 2:16 pm
MKE
-
STT
25h 07m
2 stops
Multiple Airlines Logo
3:21 pm - 9:01 am
STT
-
MKE
18h 40m
1 stop
$397Multiple Airlines
Mon, May 4 - Fri, May 8
Delta Logo
5:30 am - 1:51 pm
MKE
-
STT
7h 21m
1 stop
Delta Logo
3:01 pm - 9:02 pm
STT
-
MKE
7h 01m
1 stop
$420Delta
Thu, Sep 24 - Mon, Sep 28
American Airlines Logo
12:30 pm - 12:50 pm
MKE
-
STT
23h 20m
2 stops
American Airlines Logo
1:50 pm - 10:01 am
STT
-
MKE
21h 11m
2 stops
$488American Airlines
Wed, May 6 - Sat, May 9
American Airlines Logo
6:42 pm - 10:47 am
MKE
-
STT
15h 05m
1 stop
American Airlines Logo
11:27 am - 9:41 pm
STT
-
MKE
11h 14m
1 stop
$490American Airlines
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
6:01 pm - 12:52 pm
MKE
-
STT
17h 51m
2 stops
American Airlines Logo
3:43 pm - 11:57 pm
STT
-
MKE
9h 14m
1 stop
$493American Airlines
Sun, May 17 - Sat, May 23
American Airlines Logo
7:00 am - 2:49 pm
MKE
-
STT
6h 49m
1 stop
American Airlines Logo
4:57 pm - 11:59 pm
STT
-
MKE
8h 02m
1 stop
$510American Airlines
Tue, Jun 2 - Fri, Jun 5
American Airlines Logo
1:43 pm - 11:03 am
MKE
-
STT
20h 20m
2 stops
American Airlines Logo
4:57 pm - 7:42 am
STT
-
MKE
15h 45m
2 stops
$528American Airlines
Tue, May 5 - Sat, May 9
American Airlines Logo
4:26 pm - 11:35 am
MKE
-
STT
18h 09m
2 stops
American Airlines Logo
11:27 am - 9:41 pm
STT
-
MKE
11h 14m
1 stop
$539American Airlines
Sun, May 3 - Sun, May 10
Delta Logo
5:30 am - 2:48 pm
MKE
-
STT
8h 18m
1 stop
Delta Logo
1:16 pm - 9:02 pm
STT
-
MKE
8h 46m
1 stop
$540Delta
Tue, Jul 28 - Fri, Jul 31
American Airlines Logo
6:17 pm - 11:03 am
MKE
-
STT
15h 46m
1 stop
American Airlines Logo
11:43 am - 9:54 pm
STT
-
MKE
11h 11m
1 stop
$554American Airlines
Booking Insights

KAYAK's insights & trends for Milwaukee to Saint Thomas Island flights

Get data-powered insights and trends into flights from Milwaukee to Saint Thomas Island to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Milwaukee to Saint Thomas Island?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Milwaukee to Saint Thomas Island departing in May.

What is the cheapest month to fly from Milwaukee to Saint Thomas Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Saint Thomas Island is August, where tickets cost $274 (return) on average. On the other hand, the most expensive months are May and June, where the average cost of round-trip tickets is $830 and $810 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milwaukee to Saint Thomas Island, you should book around 2 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$397
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Milwaukee to Saint Thomas Island

When to book flights from Milwaukee to Saint Thomas Island

Are your dates flexible? Find out the best times to travel from Milwaukee to Saint Thomas Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Milwaukee to Saint Thomas Island

  • What is the cheapest flight from Milwaukee to Saint Thomas Island?

    In the last 3 days, the lowest price for a flight from Milwaukee to Saint Thomas Island was $397 for a round-trip ticket.

  • Do I need a passport to fly between Milwaukee and Saint Thomas Island?

    A passport is required to fly from Milwaukee to Saint Thomas Island.

  • Which airports will I be using when flying from Milwaukee to Saint Thomas Island?

    On your way to Saint Thomas Island, you’ll fly out from Milwaukee-Mitchell. You’ll be landing at Saint Thomas Island Cyril E King.

  • Which aircraft models fly most regularly from Milwaukee to Saint Thomas Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Milwaukee to Saint Thomas Island?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Milwaukee and Saint Thomas Island, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Milwaukee to Saint Thomas Island, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Saint Thomas Island are Southwest and Delta. With an average price for the route of $810 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $686 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Milwaukee to Saint Thomas Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Saint Thomas Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Saint Thomas Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Thomas Island from Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Saint Thomas Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Saint Thomas Island with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and STT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Saint Thomas Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Saint Thomas Island from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Milwaukee to Saint Thomas Island

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Saint Thomas Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee to Saint Thomas Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4327 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
8.0Comfort
Airline reviews

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

10.0 ExcellentJasmine, Apr 2026
LGB - HNL
Read more Southwest reviews

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Everything was great. The only issue is unfixable. Seats are too small. 😁🤪

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was delayed from take off because only one runway was operational in San Francisco.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

For a 4 1/2 hour international flight all we got was 1 small pack of cookies and a drink. You had to watch movies on your own devise.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

They canceled my flight and never told me. There was no follow up email. I had to buy another ticket the day of.

Easy to get our TSA pre check #added. Flight crew was great and entertaining and we landed early!

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

I didnt have a flight. Kayak must be on drugs because I confirmed with spirit that I had no booked flight.

We were surprised to be charged $99 for a personal item. And of course everything offered on the flight was an additional charge. Other than that the pilot flew and landed the plane well and the attendants and fellow passengers were nice enough.

baggage drop off was a bit much. I felt like I worked for spirit airlines since I did all the work.

Gate changed multiple times. The staff seemed annoyed that we asked for water. We had to pay for the water as well.

It was a full Spirit experience. Got to witness police officers having to deboard a passenger and cost us about an hour of delay. Front seat was spacious and better than expected.

Broke my bag and offered no support or solution afterwards

We didn't get on the flight, they canceled our flight and said there was no flights leaving this weekend and sent me our money back.

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

Information on your arrival and departure airports