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Caribbean Islands

$69+ Cheap flights from Milwaukee (MKE) to Caribbean Islands

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from Milwaukee to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Caribbean Islands (zzEPX). 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 January 22, 2025.

Round-trip from

$194
(Priceline)

One-way from

$80
(Cheapflightsfares)
From Milwaukee-Mitchell to Caribbean Islands
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One-way flight from Milwaukee-Mitchell to Caribbean Islands
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Find flight deals from Milwaukee to Caribbean Islands

Cheapest flights from Milwaukee to Caribbean Islands
Explore the most affordable flight options available from Milwaukee to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This Priceline deal was found by Cheapflights users on 1/22. 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 2/216:47 pmMKE - STT
2 stops15h 27mSpirit Airlines
Fri 2/2811:41 amSTT - MKE
1 stop8h 11mSpirit Airlines
Deal found 1/22$194
This FlightHub deal was found by Cheapflights users on 1/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/42:14 pmMKE - SJU
1 stop17h 35mFrontier
Mon 3/109:37 pmSJU - MKE
1 stop15h 42mFrontier
Deal found 1/22$220
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Mon 3/36:47 pmMKE - SJU
2 stops38h 15mMultiple Airlines
Mon 3/105:35 amSJU - MKE
1 stop12h 55mMultiple Airlines
Deal found 1/21$222
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Thu 5/810:30 amMKE - SJU
2 stops15h 20mSpirit Airlines
Thu 5/155:05 pmSJU - MKE
1 stop17h 25mSpirit Airlines
Deal found 1/21$237
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/191:22 pmMKE - SJU
1 stop7h 13mAmerican Airlines
Wed 2/267:45 amSJU - MKE
2 stops11h 48mAmerican Airlines
Deal found 1/21$305
This Kiwi.com deal was found by Cheapflights users on 1/22. 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.
Sun 2/166:47 pmMKE - PUJ
1 stop18h 56mSpirit Airlines
Wed 2/264:48 pmPUJ - MKE
1 stop27h 04mSpirit Airlines
Deal found 1/22$312
This Delta deal was found by Cheapflights users on 1/20. 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 2/223:00 pmMKE - SJU
1 stop6h 46mDelta
Wed 3/56:15 amSJU - MKE
1 stop7h 15mDelta
Deal found 1/20$325
This Southwest deal was found by Cheapflights users on 1/21. 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.
Tue 2/183:45 pmMKE - SJU
1 stop6h 50mSouthwest
Tue 2/256:00 amSJU - MKE
1 stop11h 55mSouthwest
Deal found 1/21$355
This United deal was found by Cheapflights users on 1/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/311:25 amMKE - SJU
2 stops11h 32mUnited Airlines
Fri 5/91:05 amSJU - MKE
2 stops11h 52mUnited Airlines
Deal found 1/21$365
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/75:28 pmMKE - PUJ
1 stop20h 17mMultiple Airlines
Wed 2/122:29 pmPUJ - MKE
2 stops23h 38mMultiple Airlines
Deal found 1/22$394
This Priceline deal was found by Cheapflights users on 1/22. 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.
Tue 3/42:14 pmMKE - PUJ
2 stops21h 00mFrontier
Sun 3/91:30 pmPUJ - MKE
2 stops29h 00mFrontier
Deal found 1/22$397
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Sun 2/25:28 pmMKE - MBJ
1 stop17h 42mMultiple Airlines
Tue 2/41:16 pmMBJ - MKE
2 stops21h 38mMultiple Airlines
Deal found 1/21$401

Find flights from Milwaukee to Caribbean Islands within your budget

Customize your flight search to find flights from Milwaukee to Caribbean Islands 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 January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Fri 2/21

6:47 pm-12:14 pm

2 stops15h 27m

Saint Thomas Island Cyril E King

Fri 2/28

11:41 am-5:52 pm

1 stop8h 11m

$194

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 3/4

2:14 pm-9:49 am

1 stop17h 35m

San Juan Luis Munoz Marin Intl

Tue 3/11

9:35 pm-12:19 pm

1 stop15h 44m

$220

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 3/3

6:47 pm-11:02 am

2 stops38h 15m

San Juan Luis Munoz Marin Intl

Mon 3/10

5:35 am-5:30 pm

1 stop12h 55m

$222

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 3/3

6:47 pm-4:27 pm

1 stop19h 40m

San Juan Luis Munoz Marin Intl

Sun 3/9

12:30 am-4:45 pm

2 stops17h 15m

$252

MilwaukeePunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Sun 2/16

6:47 pm-3:43 pm

1 stop18h 56m

Punta Cana

Wed 2/26

4:48 pm-5:52 pm

1 stop27h 04m

$312

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/19

11:29 am-11:54 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Wed 2/26

7:45 am-5:33 pm

2 stops11h 48m

$322

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 2/22

3:00 pm-11:46 pm

1 stop6h 46m

San Juan Luis Munoz Marin Intl

Thu 2/27

6:15 am-11:30 am

1 stop7h 15m

$325

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 4/8

8:00 am-8:38 pm

1 stop11h 38m

San Juan Luis Munoz Marin Intl

Tue 4/8

1:05 am-8:20 am

1 stop8h 15m

$360

MilwaukeeOranjestad

MKE - AUA

MKEAUA

Milwaukee-Mitchell

Mon 3/10

5:40 pm-2:45 pm

1 stop20h 05m

Oranjestad Reina Beatrix

Thu 3/20

3:50 pm-12:29 pm

2 stops21h 39m

$392

MilwaukeePunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Fri 2/7

5:28 pm-3:45 pm

1 stop20h 17m

Punta Cana

Wed 2/12

2:29 pm-12:07 pm

2 stops23h 38m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 55 results
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Best time to book a flight from Milwaukee to Caribbean Islands

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

Travel insights for flights from Milwaukee to Caribbean Islands

Get recent, data-driven insights about flights from Milwaukee to Caribbean Islands including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Milwaukee to Caribbean Islands (average of $254). Flying from Milwaukee to Caribbean Islands in March is currently the most expensive (average of $375). 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 MKE to EPX?

Find hourly flight availability from Milwaukee to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

When flying from Milwaukee to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated January 22, 2025.
Read through reviews of airlines operating flights from Milwaukee to Caribbean Islands, such as American Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,707 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,514 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,975 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,654 reviews

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Caribbean Islands. 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 from for flights from Milwaukee to Caribbean Islands?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Caribbean Islands. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $80. Users have also found prices from $83 and $138 on Frontier and United Airlines, respectively.

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

    When deciding which route to take from Milwaukee to Caribbean Islands consider Milwaukee-Mitchell - San Juan Luis Munoz Marin Intl, Milwaukee-Mitchell - Punta Cana or Milwaukee-Mitchell - Saint Thomas Island Cyril E King as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Milwaukee to Caribbean Islands (average of $254). Flying from Milwaukee to Caribbean Islands in March is currently the most expensive (average of $375). 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

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Alternative routes for Milwaukee to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Milwaukee to Caribbean Islands

Discover the top 8 airlines that operate flights from Milwaukee to Caribbean Islands. 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 January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$385FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$410FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$264Average$627FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$556FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$530FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$360Average$558FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$379Average$738FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$498Average$670FlexibilityNo cancel feeOn-time83%
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