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$113+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap 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 May 1, 2025.

Round-trip from

$261
(eDestinos)

One-way from

$113
(Delta)
From Caribbean Islands to Milwaukee-Mitchell
Search Deals
One-way flight from Caribbean Islands to Milwaukee-Mitchell
Search Deals

Find 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/71:59 amSJU - MKE
1 stop10h 28mSpirit Airlines
Sun 5/1112:22 pmMKE - SJU
1 stop11h 32mSpirit Airlines
Deal found 5/1$202
This American Airlines deal was found by Cheapflights users on 5/1. 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 8/203:50 pmSJU - MKE
1 stop8h 09mAmerican Airlines
Wed 8/2711:20 amMKE - SJU
2 stops11h 45mAmerican Airlines
Deal found 5/1$281
This Delta deal was found by Cheapflights users on 4/30. 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 5/86:15 amSJU - MKE
1 stop10h 36mDelta
Thu 5/292:59 pmMKE - SJU
1 stop6h 48mDelta
Deal found 4/30$302
This United Airlines deal was found by Cheapflights users on 4/30. 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 4/301:05 amSJU - MKE
2 stops13h 42mUnited Airlines
Sat 5/171:10 pmMKE - SJU
2 stops9h 47mUnited Airlines
Deal found 4/30$469
This eDestinos deal was found by Cheapflights users on 5/1. 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.
Wed 5/73:56 amSJU - MKE
1 stop10h 57mMultiple Airlines
Thu 5/297:45 pmMKE - SJU
2 stops38h 38mMultiple Airlines
Deal found 5/1$484
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 5/301:51 pmMBJ - MKE
1 stop20h 22mUnited Airlines
Fri 8/295:54 pmMKE - MBJ
1 stop19h 36mUnited Airlines
Deal found 4/29$503
This Southwest deal was found by Cheapflights users on 4/30. 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.
Fri 7/115:30 amSJU - MKE
1 stop10h 55mSouthwest
Wed 7/165:00 amMKE - SJU
2 stops11h 25mSouthwest
Deal found 4/30$510
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2810:10 amMBJ - MKE
1 stop13h 48mAmerican Airlines
Fri 8/291:50 pmMKE - MBJ
1 stop21h 30mAmerican Airlines
Deal found 4/30$539
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/2712:07 pmMBJ - MKE
2 stops30h 02mSpirit Airlines
Fri 7/188:51 pmMKE - MBJ
1 stop14h 15mSpirit Airlines
Deal found 4/30$645
This Southwest deal was found by Cheapflights users on 4/30. 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.
Fri 6/2712:45 pmMBJ - MKE
1 stop9h 15mSouthwest
Fri 7/185:55 amMKE - MBJ
1 stop7h 25mSouthwest
Deal found 4/30$665
This Delta deal was found by Cheapflights users on 4/30. 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 5/11:55 pmSTT - MKE
1 stop10h 59mDelta
Mon 6/305:35 amMKE - STT
1 stop8h 16mDelta
Deal found 4/30$763
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Thu 5/111:05 amSTT - MKE
3 stops32h 48mSpirit Airlines
Mon 6/3012:02 pmMKE - STT
2 stops20h 46mSpirit Airlines
Deal found 4/30$777

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 May 1, 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 5/22

1:59 am-11:27 am

1 stop10h 28m

Milwaukee-Mitchell

Sun 5/25

12:22 pm-12:54 am

1 stop11h 32m

$261

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 8/20

3:50 pm-10:59 pm

1 stop8h 09m

Milwaukee-Mitchell

Wed 8/27

11:20 am-12:05 am

2 stops11h 45m

$281

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 8/4

6:15 am-2:09 pm

1 stop8h 54m

Milwaukee-Mitchell

Tue 8/12

2:45 pm-10:12 pm

1 stop6h 27m

$375

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 5/20

1:05 am-8:17 am

1 stop8h 12m

Milwaukee-Mitchell

Sat 5/31

7:00 am-9:24 pm

2 stops13h 24m

$487

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 5/30

1:51 pm-10:13 am

1 stop20h 22m

Milwaukee-Mitchell

Fri 8/29

5:54 pm-1:30 pm

1 stop19h 36m

$503

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 7/11

5:30 am-3:25 pm

1 stop10h 55m

Milwaukee-Mitchell

Wed 7/16

5:00 am-5:25 pm

2 stops11h 25m

$510

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 5/28

10:10 am-11:58 pm

1 stop13h 48m

Milwaukee-Mitchell

Fri 8/29

1:50 pm-11:20 am

1 stop21h 30m

$539

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 6/27

12:07 pm-6:09 pm

2 stops30h 02m

Milwaukee-Mitchell

Fri 7/18

8:51 pm-11:06 am

1 stop14h 15m

$645

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 6/27

12:45 pm-10:00 pm

1 stop9h 15m

Milwaukee-Mitchell

Fri 7/18

5:55 am-1:20 pm

1 stop7h 25m

$665

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 7/9

10:19 am-7:56 pm

2 stops33h 37m

Milwaukee-Mitchell

Thu 8/28

7:00 am-6:26 pm

3 stops35h 26m

$793

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 26 results
1
2
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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, February is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $280). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $376). 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 May 1, 2025.

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.

Rainfall in Milwaukee by month

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

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

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

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 May 1, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Milwaukee, such as Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    $113 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $126 and $163, 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, February is the cheapest month in which you can book a flight from Caribbean Islands to Milwaukee (average of $280). Flying from Caribbean Islands to Milwaukee in June is currently the most expensive (average of $376). 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 Caribbean Islands?

Book flights to Caribbean Islands if you plan to visit one of these locations
Mequon
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$345FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$419FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$372FlexibilityNo cancel feeOn-time71%
DeltaCheapest$275Average$395FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$323Average$481FlexibilityNo cancel feeOn-time63%

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