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Caribbean Islands

$126+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Priceline deal was found by Cheapflights users on 11/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/45:00 amMKE - SJU
1 stop13h 22mMultiple Airlines
Sun 12/89:49 pmSJU - MKE
1 stop13h 58mMultiple Airlines
Deal found 11/21$270
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:47 amMKE - SJU
1 stop13h 53mFrontier
Thu 12/193:59 amSJU - MKE
1 stop13h 48mFrontier
Deal found 11/21$272
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/105:00 amMKE - SJU
1 stop13h 22mSpirit Airlines
Sun 12/153:20 amSJU - MKE
2 stops20h 22mSpirit Airlines
Deal found 11/20$281
This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/85:00 amMKE - STT
1 stop27h 51mSpirit Airlines
Wed 12/1111:56 amSTT - MKE
1 stop11h 46mSpirit Airlines
Deal found 11/21$282
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/96:54 amMKE - SJU
1 stop12h 01mAmerican Airlines
Tue 12/175:30 amSJU - MKE
2 stops9h 15mAmerican Airlines
Deal found 11/20$311
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 12/105:00 amMKE - AUA
1 stop8h 40mSpirit Airlines
Thu 12/124:40 pmAUA - MKE
1 stop31h 02mSpirit Airlines
Deal found 11/19$331
This Delta deal was found by Cheapflights users on 11/19. 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 12/107:00 amMKE - SJU
1 stop8h 15mDelta
Wed 12/183:30 pmSJU - MKE
1 stop10h 31mDelta
Deal found 11/19$334
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 12/105:00 amMKE - AUA
1 stop8h 40mMultiple Airlines
Thu 12/124:40 pmAUA - MKE
2 stops19h 07mMultiple Airlines
Deal found 11/19$399
This United Airlines deal was found by Cheapflights users on 11/21. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1011:45 amMKE - SJU
2 stops10h 51mUnited Airlines
Mon 12/162:05 amSJU - MKE
2 stops11h 47mUnited Airlines
Deal found 11/21$401
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:00 amMKE - MBJ
2 stops31h 45mSpirit Airlines
Fri 12/132:38 pmMBJ - MKE
1 stop8h 04mSpirit Airlines
Deal found 11/20$443
This Southwest deal was found by Cheapflights users on 11/21. 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.
Wed 12/49:20 amMKE - SJU
2 stops10h 25mSouthwest
Wed 12/115:35 amSJU - MKE
2 stops9h 05mSouthwest
Deal found 11/21$491
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/85:00 amMKE - STT
2 stops30h 23mMultiple Airlines
Wed 12/1111:56 amSTT - MKE
3 stops27h 16mMultiple Airlines
Deal found 11/21$509

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 12/4

5:00 am-8:22 pm

1 stop13h 22m

San Juan Luis Munoz Marin Intl

Sun 12/8

9:49 pm-9:47 am

1 stop13h 58m

$270

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 12/8

5:00 am-8:22 pm

1 stop13h 22m

San Juan Luis Munoz Marin Intl

Mon 12/9

9:13 pm-9:42 pm

1 stop26h 29m

$272

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 1/12

8:35 am-10:22 pm

2 stops11h 47m

San Juan Luis Munoz Marin Intl

Tue 1/14

2:05 am-11:55 am

2 stops11h 50m

$274

MilwaukeeSaint Thomas Island

MKE - STT

MKESTT

Milwaukee-Mitchell

Wed 1/8

5:00 am-10:51 am

1 stop27h 51m

Saint Thomas Island Cyril E King

Mon 1/13

11:46 am-4:56 pm

1 stop7h 10m

$274

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 1/1

2:46 pm-2:49 am

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Fri 1/10

10:04 pm-9:47 am

1 stop13h 43m

$294

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 2/16

6:19 pm-1:30 pm

1 stop17h 11m

San Juan Luis Munoz Marin Intl

Thu 2/20

7:45 am-5:33 pm

2 stops11h 48m

$319

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 4/23

1:30 pm-11:03 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Tue 5/6

12:55 pm-11:26 pm

1 stop11h 31m

$324

MilwaukeeOranjestad

MKE - AUA

MKEAUA

Milwaukee-Mitchell

Sat 5/10

10:30 am-4:34 pm

1 stop29h 04m

Oranjestad Reina Beatrix

Tue 5/20

5:35 pm-9:30 am

1 stop16h 55m

$368

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 12/6

5:00 am-1:45 pm

2 stops31h 45m

Montego Bay Sangster Intl

Fri 12/13

2:38 pm-9:42 pm

1 stop8h 04m

$369

MilwaukeePunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Tue 1/7

5:00 am-3:55 pm

1 stop8h 55m

Punta Cana

Tue 1/14

1:54 pm-9:47 am

2 stops21h 53m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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 $335). 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 November 21, 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 November 21, 2024.
Read through reviews of airlines operating flights from Milwaukee to Caribbean Islands, such as American Airlines, Spirit Airlines and Delta. 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
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,779 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,932 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $126. Users have also found prices from $137 and $149 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 $335). 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.

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Alternative routes for Milwaukee to Caribbean Islands

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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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$157Average$386FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$420FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$258Average$572FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$561FlexibilityNo cancel feeOn-time69%
DeltaCheapest$324Average$562FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$325Average$707FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$360Average$591FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$398Average$677FlexibilityNo cancel feeOn-time83%
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