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Milwaukee

$87+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
mar 6 — mar 131
sex 3/6
sex 3/13
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 fevereiro 4, 2026.

This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/243:53 am
SJU
-
MKE
1 stop13h 51m
Frontier
sáb 2/287:47 pm
MKE
-
SJU
1 stop27h 07m
Frontier
Deal found 2/2$174
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/173:53 am
SJU
-
MKE
1 stop29h 47m
Frontier
seg 2/238:11 pm
MKE
-
SJU
1 stop28h 42m
Frontier
Deal found 2/4$202
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 2/196:00 am
SJU
-
MKE
1 stop29h 43m
Frontier
seg 2/238:11 pm
MKE
-
SJU
1 stop26h 32m
Frontier
Deal found 2/3$229
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 3/23:53 am
SJU
-
MKE
1 stop13h 51m
Frontier
qua 3/116:35 pm
MKE
-
SJU
1 stop6h 23m
Frontier
Deal found 2/2$244
This American Airlines deal was found by Cheapflights users on 2/3. 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.
ter 2/248:00 am
SJU
-
MKE
1 stop17h 14m
American Airlines
ter 3/1711:33 am
MKE
-
SJU
1 stop7h 06m
American Airlines
Deal found 2/3$256
This American Airlines deal was found by Cheapflights users on 2/2. 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.
qua 4/157:25 am
SJU
-
MKE
1 stop16h 32m
American Airlines
qua 4/291:10 pm
MKE
-
SJU
1 stop7h 55m
American Airlines
Deal found 2/2$261
This Frontier deal was found by Cheapflights users on 2/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 3/510:57 am
SJU
-
MKE
1 stop9h 45m
Frontier
dom 3/89:01 pm
MKE
-
SJU
1 stop10h 53m
Frontier
Deal found 2/3$270
This Priceline deal was found by Cheapflights users on 2/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/175:25 pm
SJU
-
MKE
1 stop24h 19m
Frontier
sáb 2/217:47 pm
MKE
-
SJU
1 stop29h 06m
Frontier
Deal found 2/2$288
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/245:25 pm
SJU
-
MKE
1 stop24h 19m
Frontier
ter 3/176:35 pm
MKE
-
SJU
1 stop27h 10m
Frontier
Deal found 2/4$310
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/133:53 am
SJU
-
MKE
1 stop16h 59m
Frontier
seg 2/167:52 pm
MKE
-
SJU
1 stop12h 02m
Frontier
Deal found 2/2$314
This American Airlines deal was found by Cheapflights users on 2/4. 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.
qui 5/2111:55 am
MBJ
-
MKE
1 stop12h 04m
American Airlines
qua 6/37:00 am
MKE
-
MBJ
1 stop8h 20m
American Airlines
Deal found 2/4$468
This United Airlines deal was found by Cheapflights users on 2/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 2/262:55 pm
PUJ
-
MKE
1 stop8h 49m
United Airlines
seg 3/25:00 am
MKE
-
PUJ
1 stop9h 02m
United Airlines
Deal found 2/3$471

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 fevereiro 4, 2026.

Round-trip from

$174
(Orbitz)

One-way from

$87
(Frontier)
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 fevereiro 4, 2026.
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

qui 2/19

6:00 am-9:43 am

1 stop29h 43m

Milwaukee-Mitchell

seg 2/23

8:11 pm-9:54 am

1 stop11h 43m

$202

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

ter 2/24

8:00 am-4:56 pm

2 stops10h 56m

Milwaukee-Mitchell

ter 3/17

8:00 am-8:50 pm

2 stops11h 50m

$256

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sex 5/8

1:55 pm-8:28 pm

1 stop7h 33m

Milwaukee-Mitchell

sáb 5/16

12:41 pm-8:06 pm

1 stop6h 25m

$256

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

qui 4/16

1:25 pm-8:25 pm

1 stop8h 00m

Milwaukee-Mitchell

dom 4/19

12:32 pm-11:12 pm

1 stop9h 40m

$256

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sex 3/6

6:15 am-11:13 am

1 stop6h 58m

Milwaukee-Mitchell

ter 3/10

10:09 am-8:18 pm

1 stop9h 09m

$256

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

qua 4/15

7:25 am-10:57 pm

1 stop16h 32m

Milwaukee-Mitchell

qua 4/29

6:00 am-10:05 pm

1 stop15h 05m

$261

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

qua 2/25

8:00 am-4:56 pm

2 stops10h 56m

Milwaukee-Mitchell

sáb 2/28

10:26 am-12:52 am

1 stop12h 26m

$261

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

qui 5/21

11:55 am-11:59 pm

1 stop12h 04m

Milwaukee-Mitchell

qua 6/3

7:00 am-3:20 pm

1 stop8h 20m

$468

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

qui 2/26

2:55 pm-9:44 pm

1 stop8h 49m

Milwaukee-Mitchell

seg 3/2

6:00 am-4:02 pm

1 stop8h 02m

$471

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

ter 5/19

4:37 pm-11:37 am

2 stops19h 00m

Milwaukee-Mitchell

qua 6/3

7:00 am-3:20 pm

1 stop8h 20m

$476

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 39 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 $154). 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 fevereiro 4, 2026.

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 fevereiro 4, 2026.
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
8,138 reviews

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

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
8,138 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

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
9,236 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

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
11,216 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

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 7h 33m. Frontier provides one of the quickest options available for as low as $256. 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?

    $80 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $112 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 Montego Bay Sangster Intl - Milwaukee-Mitchell or Punta Cana - 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 $154). 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 fevereiro 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$112Average$436FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$140Average$299FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$356FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$427FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$256Average$439FlexibilityNo cancel feeOn-time63%

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