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Caribbean Islands

$118+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$192
(FlightHub)

One-way from

$118
(CheapOair)
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 December 18, 2024.

This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/182:46 pmMKE - SJU
1 stop10h 03mFrontier
Tue 12/2410:01 pmSJU - MKE
1 stop17h 55mFrontier
Deal found 12/17$362
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:30 amMKE - SJU
1 stop7h 20mDelta
Sun 12/223:33 pmSJU - MKE
1 stop7h 01mDelta
Deal found 12/17$453
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/205:00 amMKE - SJU
1 stop13h 22mMultiple Airlines
Thu 12/266:00 amSJU - MKE
1 stop13h 46mMultiple Airlines
Deal found 12/17$500
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1810:30 amMKE - SJU
2 stops12h 06mUnited Airlines
Tue 12/247:45 amSJU - MKE
1 stop9h 15mUnited Airlines
Deal found 12/17$508
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/225:00 amMKE - PUJ
1 stop8h 55mMultiple Airlines
Sun 12/293:35 pmPUJ - MKE
Nonstop4h 54mMultiple Airlines
Deal found 12/17$511
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:00 amMKE - STT
1 stop27h 39mSpirit Airlines
Sun 12/2911:44 amSTT - MKE
1 stop13h 01mSpirit Airlines
Deal found 12/16$518
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:25 amMKE - SJU
2 stops11h 53mAmerican Airlines
Sun 12/226:50 pmSJU - MKE
1 stop7h 24mAmerican Airlines
Deal found 12/17$533
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/225:00 amMKE - PUJ
1 stop8h 55mSpirit Airlines
Sun 12/294:50 pmPUJ - MKE
1 stop7h 55mSpirit Airlines
Deal found 12/17$555
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:55 amMKE - STT
1 stop7h 55mMultiple Airlines
Mon 12/3011:44 amSTT - MKE
1 stop13h 01mMultiple Airlines
Deal found 12/17$571
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:00 amMKE - SJU
1 stop13h 22mSpirit Airlines
Sun 12/2211:25 pmSJU - MKE
2 stops25h 20mSpirit Airlines
Deal found 12/16$636
This FlightHub deal was found by Cheapflights users on 12/18. 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 12/315:00 amMKE - AUA
1 stop8h 40mSpirit Airlines
Tue 1/74:40 pmAUA - MKE
1 stop8h 05mSpirit Airlines
Deal found 12/18$670
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:20 pmMKE - SJU
1 stop13h 05mSouthwest
Mon 12/232:25 pmSJU - MKE
2 stops11h 50mSouthwest
Deal found 12/17$675

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Mon 2/17

6:32 pm-10:46 am

1 stop14h 14m

Saint Thomas Island Cyril E King

Mon 2/24

11:41 am-5:37 pm

1 stop7h 56m

$192

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 1/8

5:00 am-1:30 pm

1 stop7h 30m

Montego Bay Sangster Intl

Wed 1/22

1:16 pm-4:22 pm

1 stop28h 06m

$286

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 1/8

5:00 am-3:25 am

2 stops20h 25m

San Juan Luis Munoz Marin Intl

Wed 1/15

8:40 pm-4:22 pm

1 stop21h 42m

$286

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 1/11

10:54 am-12:52 am

3 stops35h 58m

San Juan Luis Munoz Marin Intl

Thu 1/16

10:09 pm-4:22 pm

1 stop20h 13m

$288

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/7

10:54 am-10:24 am

1 stop21h 30m

San Juan Luis Munoz Marin Intl

Sun 1/12

9:49 pm-9:47 am

1 stop13h 58m

$291

MilwaukeeChristiansted

MKE - STX

MKESTX

Milwaukee-Mitchell

Thu 5/15

10:30 am-4:18 pm

1 stop28h 48m

Christiansted Henry Rohlsen

Mon 5/19

5:13 pm-9:30 am

1 stop17h 17m

$304

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/14

1:00 pm-12:04 am

2 stops9h 04m

San Juan Luis Munoz Marin Intl

Fri 1/17

6:15 am-1:34 pm

2 stops9h 19m

$307

MilwaukeePunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Sun 2/2

5:27 pm-3:45 pm

1 stop20h 18m

Punta Cana

Sun 2/9

4:50 pm-4:22 pm

1 stop25h 32m

$308

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 2/27

12:38 pm-11:46 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Tue 3/4

6:15 am-11:30 am

1 stop7h 15m

$324

MilwaukeeOranjestad

MKE - AUA

MKEAUA

Milwaukee-Mitchell

Fri 1/24

5:27 pm-3:40 pm

1 stop20h 13m

Oranjestad Reina Beatrix

Sun 2/2

4:45 pm-4:22 pm

1 stop25h 37m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 57 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 $334). 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 December 18, 2024.

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 December 18, 2024.
Read through reviews of airlines operating flights from Milwaukee to Caribbean Islands, such as American Airlines, Delta and Southwest. 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
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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
4,848 reviews

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

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 $118. Users have also found prices from $132 and $143 on American Airlines and Frontier, 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 $334). 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$146Average$383FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$429FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$258Average$598FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$557FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$555FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$360Average$573FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$379Average$725FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$498Average$670FlexibilityNo cancel feeOn-time83%
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