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$71+ Cheap flights from Caribbean 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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Cheap flight deals from Caribbean to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Milwaukee (MKE). 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 19, 2024.

Round-trip from

$177
(Gotogate)

One-way from

$71
(Mytrip)
From Caribbean to Milwaukee-Mitchell
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One-way flight from Caribbean to Milwaukee-Mitchell
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Find flight deals from Caribbean to Milwaukee

Cheapest flights from Caribbean to Milwaukee
Explore the most affordable flight options available from Caribbean to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/223:54 amSJU - MKE
1 stop7h 13mFrontier
Thu 1/26:46 pmMKE - SJU
1 stop12h 39mFrontier
Deal found 12/18$258
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:18 amSJU - MKE
2 stops9h 53mAmerican Airlines
Sat 1/46:15 pmMKE - SJU
1 stop15h 46mAmerican Airlines
Deal found 12/18$366
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/289:13 pmSJU - MKE
1 stop27h 32mSpirit Airlines
Tue 1/75:00 amMKE - SJU
2 stops26h 47mSpirit Airlines
Deal found 12/18$377
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:30 amSJU - MKE
1 stop9h 36mDelta
Tue 1/76:00 amMKE - SJU
1 stop7h 13mDelta
Deal found 12/18$378
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2311:25 pmSJU - MKE
1 stop16h 01mMultiple Airlines
Thu 1/25:00 amMKE - SJU
1 stop13h 22mMultiple Airlines
Deal found 12/18$383
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:45 amSJU - MKE
2 stops15h 02mUnited Airlines
Sat 1/43:51 pmMKE - SJU
2 stops12h 21mUnited Airlines
Deal found 12/18$523
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:25 amSJU - MKE
3 stops33h 01mAlaska Airlines
Sat 1/42:22 pmMKE - SJU
2 stops22h 36mAlaska Airlines
Deal found 12/18$3,530

Find flights from Caribbean to Milwaukee within your budget

Customize your flight search to find flights from Caribbean 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 December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/22

9:15 pm-9:54 am

1 stop14h 39m

Milwaukee-Mitchell

Fri 1/24

6:52 pm-10:23 am

1 stop13h 31m

$177

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 1/27

9:49 pm-9:54 am

1 stop14h 05m

Milwaukee-Mitchell

Thu 1/30

5:27 pm-9:21 am

1 stop13h 54m

$200

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/20

9:34 pm-5:37 pm

1 stop22h 03m

Milwaukee-Mitchell

Mon 2/24

6:32 pm-10:45 am

1 stop14h 13m

$232

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/30

2:25 pm-10:22 pm

1 stop9h 57m

Milwaukee-Mitchell

Tue 2/4

6:44 am-10:07 pm

1 stop13h 23m

$270

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/15

2:05 am-11:55 am

2 stops11h 50m

Milwaukee-Mitchell

Sat 1/25

3:59 pm-6:12 am

2 stops12h 13m

$273

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/22

6:50 am-3:55 pm

2 stops11h 05m

Milwaukee-Mitchell

Fri 1/24

1:20 pm-12:40 am

2 stops9h 20m

$443

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/9

6:24 pm-11:53 pm

1 stop7h 29m

Milwaukee-Mitchell

Sun 1/12

6:00 am-3:13 pm

1 stop7h 13m

$444

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Mon 1/20

1:30 am-8:47 pm

2 stops21h 17m

Milwaukee-Mitchell

Sun 2/9

8:35 am-12:23 am

2 stops13h 48m

$614

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Mon 1/6

4:50 pm-10:45 pm

1 stop7h 55m

Milwaukee-Mitchell

Tue 1/7

5:00 am-3:55 pm

1 stop8h 55m

$641

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Tue 1/21

6:00 am-9:10 pm

2 stops17h 10m

Milwaukee-Mitchell

Sun 2/9

2:19 pm-3:30 pm

2 stops23h 11m

$649

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 35 results
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Best time to book a flight from Caribbean to Milwaukee

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

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean to Milwaukee (average of $280). Flying from Caribbean to Milwaukee in June is currently the most expensive (average of $360). 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 CB to MKE?

Find hourly flight availability from Caribbean 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 December 19, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean 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 December 19, 2024.
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
9,551 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
9,048 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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 Caribbean 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?

    For a flight from Caribbean to Milwaukee, you will be flying into Milwaukee-Mitchell. Milwaukee-Mitchell (MKE) is just 6.4 mi from the center of the city.

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

    One-way options have recently been found by users for as low as $71 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $102 and American Airlines from $132 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Milwaukee-Mitchell, Montego Bay Sangster Intl - Milwaukee-Mitchell or Punta Cana - Milwaukee-Mitchell when deciding on the best route from Caribbean to Milwaukee.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Caribbean to Milwaukee (average of $280). Flying from Caribbean to Milwaukee in June is currently the most expensive (average of $360). 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 Caribbean to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean to Milwaukee

Discover the top 4 airlines that operate flights from Caribbean 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 December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$379FlexibilityNo cancel feeOn-time71%
DeltaCheapest$338Average$414FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$378Average$478FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$388Average$462FlexibilityNo cancel feeOn-time62%
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