Cheap flights from Milwaukee (MKE) to Caribbean from $99

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MKE — SJU
Apr 2 — Apr 91

How far in advance should I book a flight from Milwaukee to Caribbean?

To save up to 66% on this flight, we recommend booking at least 54 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Milwaukee to Caribbean from $308 1-2 weeks out and tickets from $640 for flights departing within the next 72 hours.

What is the cheapest month to fly from Milwaukee to Caribbean?

Flights from Milwaukee to Caribbean lean towards being more expensive in December. Prices are generally better when you fly from Milwaukee to Caribbean in September, with the cheapest ticket starting at $178.

When is the cheapest time to fly from Milwaukee to Caribbean (MKE - CB)?

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

Cheap Spirit Airlines flights from Milwaukee to Caribbean

Explore cheap flight options specifically provided by Spirit Airlines for the route between Milwaukee and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,238,496 searches. Data last updated March 28, 2024.
Tue 4/95:00 amMKE - STT
1 stop6h 30mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$158
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Tue 4/161:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$170
Tue 4/305:23 amMKE - SJU
1 stop18h 36mSpirit Airlines
Mon 5/63:35 amSJU - MKE
1 stop21h 40mSpirit Airlines
Deal found 3/27$196
Sun 4/75:50 amMKE - STT
1 stop7h 51mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$201
Tue 4/95:00 amMKE - STT
2 stops27h 35mSpirit Airlines
Fri 4/193:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$207
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Mon 4/151:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$209
Tue 5/75:15 amMKE - SJU
1 stop8h 26mSpirit Airlines
Tue 5/149:07 pmSJU - MKE
2 stops27h 44mSpirit Airlines
Deal found 3/27$212
Sun 4/75:50 amMKE - STT
1 stop7h 51mSpirit Airlines
Tue 4/161:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$213
Tue 4/95:00 amMKE - STT
2 stops27h 35mSpirit Airlines
Wed 4/171:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$220

Cheap Frontier flights from Milwaukee to Caribbean

Explore cheap flight options specifically provided by Frontier for the route between Milwaukee and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,238,496 searches. Data last updated March 28, 2024.
Sat 4/67:12 pmMKE - SJU
1 stop14h 27mFrontier
Sat 4/138:11 pmSJU - MKE
1 stop15h 35mFrontier
Deal found 3/25$243
Sat 4/63:03 pmMKE - SJU
1 stop9h 49mFrontier
Wed 4/178:11 pmSJU - MKE
1 stop13h 55mFrontier
Deal found 3/27$248
Thu 4/410:55 amMKE - SJU
1 stop28h 44mFrontier
Sun 4/73:10 amSJU - MKE
1 stop9h 35mFrontier
Deal found 3/26$260
Wed 5/111:56 amMKE - SJU
2 stops14h 27mFrontier
Wed 5/88:11 pmSJU - MKE
1 stop13h 55mFrontier
Deal found 3/26$267
Wed 4/2411:56 amMKE - PUJ
2 stops20h 31mFrontier
Wed 5/14:45 pmPUJ - MKE
1 stop17h 21mFrontier
Deal found 3/27$274
Fri 4/55:11 pmMKE - SJU
1 stop7h 48mFrontier
Sun 4/73:10 amSJU - MKE
1 stop9h 35mFrontier
Deal found 3/27$278
Thu 4/2510:09 amMKE - PUJ
1 stop28h 26mFrontier
Thu 5/25:56 pmPUJ - MKE
2 stops22h 39mFrontier
Deal found 3/27$287
Thu 4/410:55 amMKE - SJU
1 stop28h 44mFrontier
Mon 4/85:40 pmSJU - MKE
1 stop14h 30mFrontier
Deal found 3/26$290
Tue 6/119:12 amMKE - SJU
1 stop15h 16mFrontier
Mon 6/171:25 amSJU - MKE
1 stop7h 47mFrontier
Deal found 3/27$293

Cheap Milwaukee to Caribbean flights in March & April 2024

Find cheap flight options from Milwaukee to Caribbean specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,238,496 searches. Prices were last updated on March 28, 2024.
Tue 4/95:00 amMKE - STT
1 stop6h 30mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$158
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Tue 4/161:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$170
Tue 4/305:23 amMKE - SJU
1 stop18h 36mSpirit Airlines
Mon 5/63:35 amSJU - MKE
1 stop21h 40mSpirit Airlines
Deal found 3/27$196
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$201
Tue 4/95:00 amMKE - STT
2 stops27h 35mSpirit Airlines
Fri 4/193:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$207
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Mon 4/151:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$209
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Wed 4/171:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$213
Tue 4/235:23 amMKE - SJU
1 stop19h 33mMultiple Airlines
Wed 4/248:11 pmSJU - MKE
1 stop13h 55mMultiple Airlines
Deal found 3/27$217
Tue 4/95:00 amMKE - SJU
1 stop19h 57mMultiple Airlines
Sat 5/115:44 pmSJU - MKE
1 stop7h 07mMultiple Airlines
Deal found 3/27$218

Milwaukee to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Milwaukee and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,238,496 searches. Data last updated March 28, 2024.
Tue 4/95:00 amMKE - STT
1 stop6h 30mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$158
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Tue 4/161:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$170
Tue 5/75:15 amMKE - SJU
1 stop19h 41mMultiple Airlines
Tue 5/147:43 pmSJU - MKE
1 stop29h 08mMultiple Airlines
Deal found 3/27$175
Tue 4/305:23 amMKE - SJU
1 stop18h 36mSpirit Airlines
Mon 5/63:35 amSJU - MKE
1 stop21h 40mSpirit Airlines
Deal found 3/27$196
Tue 5/75:15 amMKE - SJU
1 stop19h 41mMultiple Airlines
Mon 5/133:08 amSJU - MKE
1 stop21h 43mMultiple Airlines
Deal found 3/27$198
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$201
Tue 4/95:00 amMKE - STT
2 stops27h 35mSpirit Airlines
Fri 4/193:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$207
Tue 4/95:00 amMKE - STT
1 stop8h 41mSpirit Airlines
Mon 4/151:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$209
Tue 5/145:15 amMKE - SJU
1 stop8h 26mMultiple Airlines
Mon 5/208:30 pmSJU - MKE
1 stop11h 56mMultiple Airlines
Deal found 3/27$209

Milwaukee to Caribbean flights leaving soon

Find last-minute flight options from Milwaukee to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,238,496 searches. Data last updated March 28, 2024.
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Thu 4/183:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$201
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Wed 4/171:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$213
Tue 4/95:00 amMKE - SJU
1 stop19h 57mMultiple Airlines
Sat 5/115:44 pmSJU - MKE
1 stop7h 07mMultiple Airlines
Deal found 3/27$218
Sat 4/65:40 amMKE - STT
1 stop8h 01mSpirit Airlines
Fri 4/193:34 pmSTT - MKE
1 stop9h 48mSpirit Airlines
Deal found 3/26$220
Sat 4/65:40 amMKE - STT
1 stop8h 01mSpirit Airlines
Tue 4/161:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$231
Sat 4/65:40 amMKE - STT
1 stop8h 01mSpirit Airlines
Wed 4/171:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$232
Sat 4/63:03 pmMKE - SJU
1 stop9h 49mFrontier
Wed 4/178:11 pmSJU - MKE
1 stop13h 55mFrontier
Deal found 3/27$248
Wed 4/36:16 pmMKE - STT
1 stop17h 14mSpirit Airlines
Mon 4/151:59 pmSTT - MKE
1 stop11h 23mSpirit Airlines
Deal found 3/26$251
Wed 4/105:23 amMKE - SJU
1 stop17h 27mMultiple Airlines
Tue 4/166:25 amSJU - MKE
1 stop18h 57mMultiple Airlines
Deal found 3/27$255

One-way flights to Caribbean from Milwaukee

Search for one-way flight options from Milwaukee to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,238,496 searches. Data last updated March 28, 2024.
Fri 4/55:50 amMKE - SJU
1 stop29h 40mMultiple Airlines
Deal found 3/26$99
Mon 4/812:45 pmMKE - SJU
1 stop9h 55mFrontier
Deal found 3/27$119
Wed 4/245:23 amMKE - SJU
1 stop12h 23mSpirit Airlines
Deal found 3/26$121
Tue 5/77:00 amMKE - SJU
1 stop12h 15mAmerican Airlines
Deal found 3/27$133
Tue 5/75:02 amMKE - SJU
2 stops10h 38mAmerican Airlines
Deal found 3/27$134
Tue 5/77:00 amMKE - SJU
1 stop12h 15mAmerican Airlines
Deal found 3/26$135
Tue 5/75:02 amMKE - SJU
2 stops10h 38mAmerican Airlines
Deal found 3/26$136
Fri 5/105:15 amMKE - SJU
1 stop20h 04mMultiple Airlines
Deal found 3/27$138
Tue 6/2511:14 amMKE - SJU
1 stop12h 06mFrontier
Deal found 3/27$145

Find flights from Milwaukee to Caribbean within your budget

Customize your flight search to find flights from Milwaukee to Caribbean 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 3,238,496 searches. Data last updated March 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$158 - $418

Route

Depart

Return

Price

Milwaukee-MitchellSaint Thomas Island Cyril E King

MKE - STT

MKESTT

Milwaukee-Mitchell

Tue 4/9

1 stop6h 30m

Saint Thomas Island Cyril E King

Thu 4/18

1 stop9h 48m

$158

Milwaukee-MitchellSaint Thomas Island Cyril E King

MKE - STT

MKESTT

Milwaukee-Mitchell

Tue 4/9

1 stop8h 41m

Saint Thomas Island Cyril E King

Tue 4/16

1 stop11h 23m

$170

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 5/7

1 stop19h 41m

San Juan Luis Munoz Marin Intl

Tue 5/14

1 stop29h 08m

$175

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 4/23

1 stop19h 33m

San Juan Luis Munoz Marin Intl

Tue 4/30

1 stop29h 32m

$189

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 4/6

1 stop14h 27m

San Juan Luis Munoz Marin Intl

Sat 4/13

1 stop15h 35m

$243

Milwaukee-MitchellChristiansted Henry Rohlsen

MKE - STX

MKESTX

Milwaukee-Mitchell

Sat 6/1

2 stops21h 25m

Christiansted Henry Rohlsen

Fri 6/7

2 stops19h 09m

$274

Milwaukee-MitchellNassau Intl

MKE - NAS

MKENAS

Milwaukee-Mitchell

Wed 4/10

1 stop4h 56m

Nassau Intl

Tue 4/16

1 stop8h 31m

$353

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 5/3

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Fri 5/10

1 stop8h 16m

$356

Milwaukee-MitchellNassau Intl

MKE - NAS

MKENAS

Milwaukee-Mitchell

Tue 4/30

1 stop8h 48m

Nassau Intl

Thu 5/2

2 stops18h 22m

$418

Flights are sorted by cheapest first

Deals found on 3/26

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated March 28, 2024.
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,418 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.7
Good
4,840 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
11,481 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.3
Good
15,202 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

6.4
Okay
8,841 reviews
8.1
Very good
11,418 reviews

Boarding

8.2

Food

7.5

Entertainment

8.0

Comfort

7.9

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

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

    If you book a flight to Caribbean from Milwaukee, you will be flying from Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • Can I find flights from Milwaukee to Caribbean for under $200 on Cheapflights?

    Yes, there are multiple flights from Milwaukee to Caribbean for under $200. The cheapest flight booked recently is on Spirit Airlines for just $158, but on average you can expect to pay $203.

  • Are there last-minute flights available from Milwaukee to Caribbean for under $300?

    There are currently 20+ open flights from Milwaukee to Caribbean within the next 7 days for less than $300.

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

    One-way options have recently been found by users for as low as $119 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $121 and American Airlines from $133 one-way.

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

  • What are the most popular airlines that fly from Milwaukee to Caribbean?

  • What does MKE to SJU mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Milwaukee-Mitchell Airport to San Juan Luis Munoz Marin Intl Airport flight would often be abbreviated as a MKE to SJU flight. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Milwaukee to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Milwaukee to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to see available direct flights.

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

    Yes. Cheapflights offers flight deals from Milwaukee to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Milwaukee to Caribbean that allow pets onboard?

    Many airlines do offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • How recently were the Milwaukee to Caribbean flight deals updated?

    The Milwaukee to Caribbean flight deals you see on this page were last updated on 3/27.

See more FAQs

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Alternative routes for Milwaukee to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Milwaukee to Caribbean

Discover the top 8 airlines that operate flights from Milwaukee to Caribbean. 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 3,238,496 searches. Data last updated March 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$178Average$399FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
FrontierCheapest$230Average$389FlexibilityNo cancel feeOn-time62%
Search Frontier flights
American AirlinesCheapest$258Average$584FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$281Average$703FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$296Average$623FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$360Average$661FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
Alaska AirlinesCheapest$510Average$567FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Linear Air TaxiCheapest$29,422Average$78,361FlexibilityNo cancel feeOn-timeN/A
Search Linear Air Taxi flights

Search flights from Milwaukee to Caribbean by cabin class

Find flights from Milwaukee to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Milwaukee to Caribbean?

Deals for Milwaukee to Caribbean flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Milwaukee to Caribbean?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Milwaukee to Caribbean.

Can Cheapflights find flights from Milwaukee to Caribbean with no change fees?

Certainly. Search results for flights to Caribbean from Milwaukee shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Milwaukee to Caribbean become cheaper?

Of course! You can now track prices for flights from Milwaukee to Caribbean and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

Can I find deals on last-minute flights from Milwaukee to Caribbean?

Yes, you can often find last-minute deals on Milwaukee to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

How can I compare prices from different travel booking sites for flights from Milwaukee to Caribbean?

Cheapflights aggregates prices from various travel booking sites. This allows you to compare prices and choose the best deal.

Can I find deals for flights from Milwaukee to Caribbean that offer flexible cancellation policies?

Cancellation policies vary by airline and fare type. After entering your flight details, you can view the cancellation policies for each deal in the search results. Some deals may offer flexibility in terms of cancellation and changes.

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