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$118+ Cheap flights from Caribbean Islands to Milwaukee (MKE)

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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Milwaukee

Keep the following information in mind while searching for Caribbean Islands to Milwaukee flight deals. Data was last updated septiembre 15, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(Delta)
From Caribbean Islands to Milwaukee-Mitchell
Search Deals
One-way flight from Caribbean Islands to Milwaukee-Mitchell
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Find flight deals from Caribbean Islands to Milwaukee

Cheapest flights from Caribbean Islands to Milwaukee
Explore the most affordable flight options available from Caribbean Islands to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
jue. 10/233:50 pmSJU - MKE
1 stop9h 24mAmerican Airlines
dom. 10/262:05 pmMKE - SJU
1 stop8h 49mAmerican Airlines
Deal found 9/14$235
This American Airlines deal was found by Cheapflights users on 9/15. 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.
sáb. 10/255:25 amSJU - MKE
1 stop16h 26mAmerican Airlines
mié. 10/296:45 amMKE - SJU
2 stops14h 25mAmerican Airlines
Deal found 9/15$241
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/152:05 amSJU - MKE
2 stops11h 24mUnited Airlines
mié. 1/711:30 amMKE - SJU
1 stop7h 30mUnited Airlines
Deal found 9/13$298
This United Airlines deal was found by Cheapflights users on 9/14. 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.
mié. 10/221:05 amSJU - MKE
2 stops10h 06mUnited Airlines
dom. 10/266:05 amMKE - SJU
1 stop7h 35mUnited Airlines
Deal found 9/14$304
This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 10/187:15 amSJU - MKE
1 stop6h 54mDelta
dom. 10/2610:35 amMKE - SJU
1 stop10h 24mDelta
Deal found 9/14$305
This American Airlines deal was found by Cheapflights users on 9/12. 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.
jue. 10/165:30 amSJU - MKE
1 stop11h 29mAmerican Airlines
dom. 10/196:00 amMKE - SJU
1 stop16h 59mAmerican Airlines
Deal found 9/12$315
This American Airlines deal was found by Cheapflights users on 9/13. 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.
jue. 12/42:50 pmSJU - MKE
2 stops10h 40mAmerican Airlines
mié. 12/105:00 amMKE - SJU
2 stops10h 52mAmerican Airlines
Deal found 9/13$317
This United Airlines deal was found by Cheapflights users on 9/14. 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.
vie. 10/171:05 amSJU - MKE
2 stops11h 21mUnited Airlines
dom. 10/2610:53 amMKE - SJU
1 stop8h 07mUnited Airlines
Deal found 9/14$325
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/221:05 amSJU - MKE
2 stops10h 06mUnited Airlines
lun. 10/2712:05 pmMKE - SJU
1 stop6h 55mUnited Airlines
Deal found 9/13$336
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/35:00 amSJU - MKE
1 stop7h 00mSouthwest
dom. 10/512:40 pmMKE - SJU
1 stop10h 35mSouthwest
Deal found 9/14$337
This United Airlines deal was found by Cheapflights users on 9/14. 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.
jue. 10/301:55 pmPUJ - MKE
1 stop26h 12mUnited Airlines
lun. 11/35:13 pmMKE - PUJ
1 stop20h 49mUnited Airlines
Deal found 9/14$364
This United Airlines deal was found by Cheapflights users on 9/14. 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.
mié. 10/294:20 pmPUJ - MKE
2 stops18h 58mUnited Airlines
lun. 11/35:13 pmMKE - PUJ
2 stops17h 46mUnited Airlines
Deal found 9/14$385

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Milwaukee 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 septiembre 15, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Milwaukee that are best for you.

Fly from

Caribbean Islands

Fly to

Milwaukee

Route

Depart

Return

Price

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

mié. 10/22

1:06 pm-8:07 pm

1 stop8h 01m

Milwaukee-Mitchell

mar. 10/28

7:00 am-4:25 pm

1 stop8h 25m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sáb. 10/18

7:15 am-1:09 pm

1 stop6h 54m

Milwaukee-Mitchell

mar. 10/28

7:00 am-4:25 pm

1 stop8h 25m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

mié. 10/22

1:05 am-10:11 am

2 stops10h 06m

Milwaukee-Mitchell

dom. 10/26

6:05 am-2:40 pm

1 stop7h 35m

$304

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

vie. 10/24

5:43 pm-11:55 pm

1 stop7h 12m

Milwaukee-Mitchell

lun. 10/27

5:47 am-4:33 pm

1 stop9h 46m

$305

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sáb. 10/18

7:15 am-1:09 pm

1 stop6h 54m

Milwaukee-Mitchell

dom. 10/26

10:35 am-9:59 pm

1 stop10h 24m

$305

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

mié. 10/22

1:06 pm-8:07 pm

1 stop8h 01m

Milwaukee-Mitchell

lun. 10/27

5:47 am-4:33 pm

1 stop9h 46m

$305

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 12/4

1:57 pm-8:18 pm

1 stop8h 21m

Milwaukee-Mitchell

mié. 12/10

5:45 am-2:14 pm

1 stop6h 29m

$305

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 10/23

1:35 pm-12:14 am

2 stops11h 39m

Milwaukee-Mitchell

lun. 10/27

8:16 pm-2:08 pm

1 stop16h 52m

$317

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

mié. 9/24

7:30 am-1:54 pm

1 stop7h 24m

Milwaukee-Mitchell

mar. 10/7

7:00 am-4:25 pm

1 stop8h 25m

$317

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

vie. 10/17

1:05 am-10:36 am

1 stop10h 31m

Milwaukee-Mitchell

dom. 10/26

10:53 am-8:00 pm

1 stop8h 07m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 56 results
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Best time to book a flight from Caribbean Islands to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Caribbean Islands 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 Caribbean Islands to Milwaukee

What is the cheapest month to book a flight from Caribbean Islands to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $280). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $376). 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.

What is the cheapest time of day to fly from EPX to MKE?

Find hourly flight availability from Caribbean Islands to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Milwaukee as you normally would.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated septiembre 15, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Milwaukee, such as Delta, United Airlines, and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Caribbean Islands?

    If you book a flight to Milwaukee from Caribbean Islands, you will be flying to Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • How long is the flight from Caribbean Islands to Milwaukee?

    A quick flight from Caribbean Islands to Milwaukee can take about 8h 01m. Delta provides one of the quickest options available for as low as $235. Airlines will cover a distance of 2120 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Caribbean Islands to Milwaukee one-way?

    $118 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $118 and $118, respectively.

  • What are the most popular routes from Caribbean Islands to Milwaukee?

    The most popular route from Caribbean Islands to Milwaukee is San Juan Luis Munoz Marin Intl - Milwaukee-Mitchell. You may also consider Saint Thomas Island Cyril E King - Milwaukee-Mitchell or Montego Bay Sangster Intl - Milwaukee-Mitchell.

  • Can I find deals for flights from Caribbean Islands to Milwaukee that include hotel bookings?

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

  • How can I find direct flights from Caribbean Islands to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Milwaukee.

  • Can I find deals for business class flights from Caribbean Islands to Milwaukee?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Milwaukee 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 Caribbean Islands to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $280). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $376). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
Wauwatosa

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Alternative routes for Caribbean Islands to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean Islands to Milwaukee

Discover the top 4 airlines that operate flights from Caribbean Islands to Milwaukee. 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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$404FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$449FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$490FlexibilityNo cancel feeOn-time63%

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