$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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STT
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Cheapest flights from Milwaukee to Saint Thomas IslandExplore 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 7, 2026.
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 7, 2026.
This American Airlines deal was found by Cheapflights users on 5/5. 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 12/86:17 pm
STT
- MKE
2 stops18h 29m
American Airlines
Deal found 5/5![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 5/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:49 am
MKE
- STT
1 stop9h 11m
United Airlines
Fri 5/151:22 pm
STT
- MKE
1 stop10h 37m
United Airlines
Deal found 5/2![United Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 5/6. 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
Tue 12/82:49 pm
STT
- MKE
2 stops10h 41m
American Airlines
Deal found 5/6![American Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 5/4. 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.
Sat 8/226:00 am
MKE
- STT
1 stop8h 02m
Delta
Thu 9/33:02 pm
STT
- MKE
1 stop9h 23m
Delta
Deal found 5/4![Delta logo]()
$488
This American Airlines deal was found by Cheapflights users on 5/3. 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 11/256:48 pm
MKE
- STT
2 stops18h 27m
American Airlines
Wed 12/26:17 pm
STT
- MKE
2 stops18h 50m
American Airlines
Deal found 5/3![American Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 5/4. 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 11/276:48 pm
MKE
- STT
2 stops18h 27m
American Airlines
Sat 12/56:17 pm
STT
- MKE
2 stops18h 29m
American Airlines
Deal found 5/4![American Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 5/176:42 pm
MKE
- STT
2 stops17h 33m
American Airlines
Thu 5/211:34 pm
STT
- MKE
2 stops11h 13m
American Airlines
Deal found 5/2![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Sat 8/221:27 pm
MKE
- STT
2 stops22h 25m
American Airlines
Thu 9/34:42 pm
STT
- MKE
2 stops18h 08m
American Airlines
Deal found 5/4![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 5/4. 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 8/266:01 pm
MKE
- STT
2 stops20h 00m
American Airlines
Thu 9/31:49 pm
STT
- MKE
2 stops19h 00m
American Airlines
Deal found 5/4![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/2412:30 pm
MKE
- STT
2 stops23h 20m
American Airlines
Mon 9/281:50 pm
STT
- MKE
2 stops20h 08m
American Airlines
Deal found 5/6![American Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/195:06 am
MKE
- STT
2 stops10h 09m
American Airlines
Sat 5/231:34 pm
STT
- MKE
2 stops19h 08m
American Airlines
Deal found 5/4![American Airlines logo]()
$560
Best flights from Milwaukee to Saint Thomas IslandDiscover carefully curated flight deals from Milwaukee to Saint Thomas Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
Discover carefully curated flight deals from Milwaukee to Saint Thomas Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Sun 8/234:25 pm
MKE
- STT
2 stops19h 27m
American Airlines
Sun 8/303:43 pm
STT
- MKE
2 stops19h 07m
American Airlines
Deal found 5/6![American Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 5/4. 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 8/235:34 am
MKE
- STT
1 stop7h 00m
Delta
Wed 9/23:02 pm
STT
- MKE
1 stop9h 23m
Delta
Deal found 5/4![Delta logo]()
$488
This American Airlines deal was found by Cheapflights users on 5/3. 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 10/165:50 pm
MKE
- STT
2 stops17h 50m
American Airlines
Fri 10/235:40 pm
STT
- MKE
2 stops18h 06m
American Airlines
Deal found 5/3![American Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 5/4. 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 8/255:34 am
MKE
- STT
1 stop7h 00m
Delta
Thu 9/33:02 pm
STT
- MKE
1 stop9h 23m
Delta
Deal found 5/4![Delta logo]()
$488
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 5/176:42 pm
MKE
- STT
2 stops17h 33m
American Airlines
Thu 5/212:27 pm
STT
- MKE
1 stop10h 07m
American Airlines
Deal found 5/2![American Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 5/3. 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.
Thu 9/245:55 am
MKE
- STT
1 stop6h 49m
Delta
Mon 9/282:54 pm
STT
- MKE
1 stop9h 31m
Delta
Deal found 5/3![Delta logo]()
$572
This Delta deal was found by Cheapflights users on 5/4. 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 8/235:34 am
MKE
- STT
1 stop7h 00m
Delta
Sun 8/302:49 pm
STT
- MKE
1 stop10h 04m
Delta
Deal found 5/4![Delta logo]()
$572
This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 8/265:34 am
MKE
- STT
1 stop7h 00m
Delta
Sun 8/302:49 pm
STT
- MKE
1 stop10h 04m
Delta
Deal found 5/4![Delta logo]()
$572
This Delta deal was found by Cheapflights users on 5/4. 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 8/235:34 am
MKE
- STT
1 stop7h 00m
Delta
Mon 8/313:02 pm
STT
- MKE
1 stop7h 07m
Delta
Deal found 5/4![Delta logo]()
$572
Last-minute flights from Milwaukee to Saint Thomas IslandDiscover last-minute flight deals from Milwaukee to Saint Thomas Island. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Saint Thomas Island. Data last updated May 7, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:49 am
MKE
- STT
1 stop9h 11m
United Airlines
Fri 5/151:22 pm
STT
- MKE
1 stop10h 37m
United Airlines
Deal found 5/2![United Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Sat 5/165:06 am
MKE
- STT
2 stops10h 09m
American Airlines
Sun 5/1711:27 am
STT
- MKE
1 stop11h 14m
American Airlines
Deal found 5/3![American Airlines logo]()
$795
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 5/177:00 am
MKE
- STT
1 stop6h 49m
American Airlines
Thu 5/212:27 pm
STT
- MKE
1 stop10h 07m
American Airlines
Deal found 5/2![American Airlines logo]()
$485
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/195:06 am
MKE
- STT
2 stops10h 09m
American Airlines
Sat 5/231:34 pm
STT
- MKE
2 stops19h 08m
American Airlines
Deal found 5/4![American Airlines logo]()
$560
This Delta deal was found by Cheapflights users on 5/4. 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 5/197:09 am
MKE
- STT
1 stop7h 08m
Delta
Sat 5/231:16 pm
STT
- MKE
1 stop7h 45m
Delta
Deal found 5/4![Delta logo]()
$644
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/116:17 pm
MKE
- STT
2 stops17h 27m
American Airlines
Mon 6/154:42 pm
STT
- MKE
1 stop8h 17m
American Airlines
Deal found 5/4![American Airlines logo]()
$665
This Delta deal was found by Cheapflights users on 5/4. 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.
Thu 6/116:50 am
MKE
- STT
1 stop7h 31m
Delta
Mon 6/151:20 pm
STT
- MKE
1 stop11h 39m
Delta
Deal found 5/4![Delta logo]()
$727
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 6/146:17 pm
MKE
- STT
2 stops20h 40m
American Airlines
Fri 6/191:35 pm
STT
- MKE
2 stops11h 12m
American Airlines
Deal found 5/2![American Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 5/2. 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 6/145:40 am
MKE
- STT
1 stop8h 41m
Delta
Fri 6/193:29 pm
STT
- MKE
1 stop9h 30m
Delta
Deal found 5/2![Delta logo]()
$682
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sun 6/146:17 pm
MKE
- STT
1 stop15h 46m
American Airlines
Sun 6/214:49 pm
STT
- MKE
2 stops15h 53m
American Airlines
Deal found 5/2![American Airlines logo]()
$740
This American Airlines deal was found by Cheapflights users on 5/2. 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 6/256:17 pm
MKE
- STT
1 stop15h 46m
American Airlines
Sun 6/284:49 pm
STT
- MKE
2 stops15h 53m
American Airlines
Deal found 5/2![American Airlines logo]()
$600
One-way flights from Milwaukee to Saint Thomas IslandSearch for one-way flight options from Milwaukee to Saint Thomas Island. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
Search for one-way flight options from Milwaukee to Saint Thomas Island. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/256:45 pm
MKE
- STT
2 stops15h 18m
American Airlines
Deal found 5/2![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 9/95:55 am
MKE
- STT
1 stop6h 57m
Delta
Deal found 5/6![Delta logo]()
$242
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/104:33 pm
MKE
- STT
2 stops19h 17m
American Airlines
Deal found 5/6![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/154:33 pm
MKE
- STT
2 stops19h 17m
American Airlines
Deal found 5/6![American Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/96:26 pm
MKE
- STT
2 stops17h 24m
American Airlines
Deal found 5/6![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 5/6. 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.
Fri 9/115:55 am
MKE
- STT
1 stop6h 49m
Delta
Deal found 5/6![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/145:51 pm
MKE
- STT
2 stops17h 59m
American Airlines
Deal found 5/6![American Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 5/6. 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.
Mon 9/145:55 am
MKE
- STT
1 stop6h 49m
Delta
Deal found 5/6![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 5/6. 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.
Thu 9/105:55 am
MKE
- STT
1 stop6h 49m
Delta
Deal found 5/6![Delta logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Fri 9/118:10 pm
MKE
- STT
3 stops20h 10m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$523
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/2512:09 pm
MKE
- STT
3 stops19h 36m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$597
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 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $420 (American Airlines) |
One-way from | $208 (American Airlines) |
Popular in | May |
Cheapest in | August |
Average price | $830 |
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 7, 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
Cheapest round-trip
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Sun 8/23
4:25 pm-12:52 pm
2 stops19h 27m
Saint Thomas Island Cyril E King
Sun 8/30
3:43 pm-9:50 am
2 stops19h 07m
$485
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Fri 10/16
5:50 pm-12:40 pm
2 stops17h 50m
Saint Thomas Island Cyril E King
Fri 10/23
5:40 pm-10:46 am
2 stops18h 06m
$485
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Sun 5/17
6:42 pm-1:15 pm
2 stops17h 33m
Saint Thomas Island Cyril E King
Thu 5/21
2:27 pm-11:34 pm
1 stop10h 07m
$485
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Sun 8/23
5:34 am-1:34 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Wed 9/2
3:02 pm-11:25 pm
1 stop9h 23m
$488
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Tue 8/25
5:34 am-1:34 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Thu 9/3
3:02 pm-11:25 pm
1 stop9h 23m
$488
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-11:25 pm
1 stop9h 31m
$572
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Sun 8/23
5:34 am-1:34 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Sun 8/30
2:49 pm-11:53 pm
1 stop10h 04m
$572
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Wed 8/26
5:34 am-1:34 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Sun 8/30
2:49 pm-11:53 pm
1 stop10h 04m
$572
Quickest round-trip
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Sun 8/23
5:34 am-1:34 pm
1 stop7h 00m
Saint Thomas Island Cyril E King
Mon 8/31
3:02 pm-9:09 pm
1 stop7h 07m
$572
Cheapest one-way
MilwaukeeSaint Thomas Island
MKE - STT
MKESTT
Milwaukee-Mitchell
Mon 5/25
6:17 pm-11:03 am
1 stop15h 46m
$208
Showing 1-10 of 17 resultsSorted 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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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.
MKE-STT
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
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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?
What’s the top layover airport for flights from Milwaukee to Saint Thomas Island?
Share of 1-stop round-trip flights from Milwaukee to Saint Thomas Island chosen by Cheapflights users in the past 12 months, using the same layover each way.
Orlando (MCO) – chosen by Cheapflights users on 50% of 1-stop itineraries from Milwaukee to Saint Thomas Island on Cheapflights.
What’s the cheapest layover airport for flights from Milwaukee to Saint Thomas Island?
Average round-trip fare for 1-stop flights from Milwaukee to Saint Thomas Island, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $300.
What’s the fastest layover option from Milwaukee to Saint Thomas Island?
Shortest average travel time for 1-stop one-way flights from Milwaukee to Saint Thomas Island, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 6h 48m.
Which airport typically offers the quickest layover for flights from Milwaukee to Saint Thomas Island?
Average layover duration for 1-stop one-way flights from Milwaukee to Saint Thomas Island, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Orlando (MCO) offer the fastest connection on this route, with an average layover time of 2h 03m.
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 7, 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.
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Traveling to a place near Saint Thomas Island?
Book flights to Saint Thomas Island if you plan to visit one of these locationsSt. John
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Milwaukee and Saint Thomas Island flights
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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 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$165 | Average$274 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$378 | Average$689 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$425 | Average$634 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$468 | Average$661 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$509 | Average$810 | FlexibilityNo cancel fee | On-time63% |