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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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:55 amSJU - MKE
1 stop16h 31mFrontier
Mon 1/510:48 amMKE - SJU
1 stop9h 27mFrontier
Deal found 12/16$233
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:55 amSJU - MKE
1 stop9h 18mFrontier
Mon 1/510:48 amMKE - SJU
1 stop9h 27mFrontier
Deal found 12/16$252
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:09 pmSJU - MKE
1 stop26h 12mFrontier
Mon 12/2912:08 pmMKE - SJU
1 stop12h 42mFrontier
Deal found 12/16$284
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:37 pmSJU - MKE
1 stop23h 26mFrontier
Mon 1/512:08 pmMKE - SJU
1 stop12h 42mFrontier
Deal found 12/17$288
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:33 amSJU - MKE
1 stop9h 53mFrontier
Sat 1/37:58 pmMKE - SJU
1 stop11h 00mFrontier
Deal found 12/16$320
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:37 pmSJU - MKE
1 stop23h 26mMultiple Airlines
Mon 1/58:15 pmMKE - SJU
2 stops13h 43mMultiple Airlines
Deal found 12/17$366
This Travelocity deal was found by Cheapflights users on 12/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:00 amSJU - MKE
1 stop15h 21mFrontier
Sat 1/37:58 pmMKE - SJU
1 stop11h 00mFrontier
Deal found 12/16$379
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/203:55 amSJU - MKE
1 stop17h 26mFrontier
Tue 12/237:21 pmMKE - SJU
1 stop12h 02mFrontier
Deal found 12/17$389
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:09 pmSJU - MKE
1 stop26h 12mMultiple Airlines
Mon 12/298:15 pmMKE - SJU
2 stops13h 43mMultiple Airlines
Deal found 12/16$406
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2312:30 pmSJU - MKE
2 stops8h 58mAmerican Airlines
Sat 1/38:08 pmMKE - SJU
1 stop6h 52mAmerican Airlines
Deal found 12/16$407
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/162:29 pmMBJ - MKE
1 stop10h 25mDelta
Sat 12/207:25 amMKE - MBJ
1 stop12h 16mDelta
Deal found 12/15$458
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:55 pmPUJ - MKE
1 stop8h 16mUnited Airlines
Thu 1/15:00 amMKE - PUJ
1 stop8h 47mUnited Airlines
Deal found 12/15$549

Find 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 December 18, 2025.

Round-trip from

$180
(Expedia)

One-way from

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

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 December 18, 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

Thu 1/29

8:00 am-6:16 pm

1 stop12h 16m

Milwaukee-Mitchell

Wed 2/4

6:56 pm-3:26 pm

1 stop18h 30m

$231

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 2/13

6:15 am-11:13 am

1 stop6h 58m

Milwaukee-Mitchell

Mon 2/16

12:20 pm-11:58 pm

1 stop9h 38m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 3/5

10:57 am-11:54 pm

1 stop14h 57m

Milwaukee-Mitchell

Sun 3/8

6:22 am-10:31 pm

1 stop15h 09m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/12

2:16 pm-8:36 pm

1 stop8h 20m

Milwaukee-Mitchell

Mon 2/16

12:20 pm-11:58 pm

1 stop9h 38m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

6:00 am-3:57 pm

2 stops11h 57m

Milwaukee-Mitchell

Mon 2/2

9:30 am-9:39 pm

1 stop10h 09m

$240

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

8:35 am-1:53 pm

1 stop7h 18m

Milwaukee-Mitchell

Wed 2/4

11:30 am-9:00 pm

1 stop7h 30m

$253

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 1/9

9:23 pm-7:14 pm

1 stop23h 51m

Milwaukee-Mitchell

Sun 1/11

7:40 pm-1:49 pm

1 stop16h 09m

$270

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

8:20 am-6:26 pm

2 stops12h 06m

Milwaukee-Mitchell

Wed 2/4

6:00 am-6:22 pm

2 stops10h 22m

$308

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/26

2:05 am-2:05 pm

2 stops14h 00m

Milwaukee-Mitchell

Mon 3/2

6:00 am-3:40 pm

1 stop7h 40m

$325

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Fri 1/16

6:06 pm-11:28 pm

1 stop7h 22m

Milwaukee-Mitchell

Fri 1/23

7:05 am-4:21 pm

1 stop7h 16m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 59 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, September is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $113). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $175). 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 December 18, 2025.

It’s optimal to fly from Caribbean Islands to Milwaukee in the morning. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Caribbean Islands to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Milwaukee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean Islands to Milwaukee flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 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
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,091 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 6h 58m. Frontier 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?

    $64 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $112 and $112, 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 Punta Cana - 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, September is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $113). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $175). 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
New Berlin
Oak Creek
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 5 airlines flying from Caribbean Islands to Milwaukee

Discover the top 5 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$446FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$182Average$315FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$399FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$432FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$305Average$485FlexibilityNo cancel feeOn-time63%

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