HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

$69+ Cheap flights from Milwaukee (MKE) to Caribbean

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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Leverage Cheapflights for Your Next Trip

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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

To save up to 51% on this flight, we recommend booking at least 50 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 $335 1-2 weeks out and tickets from $396 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.

What is the cheapest time of day to fly from MKE to 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 Milwaukee to Caribbean flights in July & August 2024

Find cheap flight options from Milwaukee to Caribbean specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mMultiple Airlines
Mon 8/263:03 amSJU - MKE
1 stop20h 48mMultiple Airlines
Deal found 7/25$222
This FareScan deal was found by Cheapflights users on 7/25. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/215:45 amMKE - SJU
2 stops17h 27mSpirit Airlines
Mon 8/262:08 pmSJU - MKE
2 stops30h 30mSpirit Airlines
Deal found 7/25$224
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mSpirit Airlines
Tue 8/276:00 amSJU - MKE
1 stop17h 51mSpirit Airlines
Deal found 7/25$228
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mSpirit Airlines
Tue 8/276:00 amSJU - MKE
2 stops14h 38mSpirit Airlines
Deal found 7/25$242
This FareScan deal was found by Cheapflights users on 7/25. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/212:28 pmMKE - SJU
1 stop11h 24mSpirit Airlines
Mon 8/262:08 pmSJU - MKE
2 stops30h 30mSpirit Airlines
Deal found 7/25$244
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
1 stop9h 19mMultiple Airlines
Mon 8/263:03 amSJU - MKE
1 stop20h 48mMultiple Airlines
Deal found 7/25$246
This CheapOair deal was found by Cheapflights users on 7/24. 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.
Sun 8/182:28 pmMKE - SJU
1 stop9h 19mSpirit Airlines
Mon 8/191:47 amSJU - MKE
2 stops12h 01mSpirit Airlines
Deal found 7/24$249
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
1 stop9h 19mSpirit Airlines
Tue 8/276:00 amSJU - MKE
1 stop8h 43mSpirit Airlines
Deal found 7/25$253
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/185:45 amMKE - SJU
1 stop27h 11mSpirit Airlines
Mon 8/191:47 amSJU - MKE
1 stop22h 04mSpirit Airlines
Deal found 7/24$255

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 2,752,877 searches. Data last updated July 25, 2024.
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mMultiple Airlines
Mon 8/263:03 amSJU - MKE
1 stop20h 48mMultiple Airlines
Deal found 7/25$222
This FareScan deal was found by Cheapflights users on 7/25. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/215:45 amMKE - SJU
2 stops17h 27mSpirit Airlines
Mon 8/262:08 pmSJU - MKE
2 stops30h 30mSpirit Airlines
Deal found 7/25$224
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mSpirit Airlines
Tue 8/276:00 amSJU - MKE
1 stop17h 51mSpirit Airlines
Deal found 7/25$228
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
2 stops32h 44mSpirit Airlines
Tue 8/276:00 amSJU - MKE
2 stops14h 38mSpirit Airlines
Deal found 7/25$242
This FareScan deal was found by Cheapflights users on 7/25. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/212:28 pmMKE - SJU
1 stop11h 24mSpirit Airlines
Mon 8/262:08 pmSJU - MKE
2 stops30h 30mSpirit Airlines
Deal found 7/25$244
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
1 stop9h 19mMultiple Airlines
Mon 8/263:03 amSJU - MKE
1 stop20h 48mMultiple Airlines
Deal found 7/25$246
This CheapOair deal was found by Cheapflights users on 7/24. 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.
Sun 8/182:28 pmMKE - SJU
1 stop9h 19mSpirit Airlines
Mon 8/191:47 amSJU - MKE
2 stops12h 01mSpirit Airlines
Deal found 7/24$249
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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.
Tue 8/202:28 pmMKE - SJU
1 stop9h 19mSpirit Airlines
Tue 8/276:00 amSJU - MKE
1 stop8h 43mSpirit Airlines
Deal found 7/25$253
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/185:45 amMKE - SJU
1 stop27h 11mSpirit Airlines
Mon 8/191:47 amSJU - MKE
1 stop22h 04mSpirit Airlines
Deal found 7/24$255

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 2,752,877 searches. Data last updated July 25, 2024.
This Booking.com deal was found by Cheapflights users on 7/25. 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 8/46:19 pmMKE - SJU
1 stop29h 36mMultiple Airlines
Thu 8/85:30 pmSJU - MKE
1 stop7h 27mMultiple Airlines
Deal found 7/25$344
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 7/306:27 amMKE - SJU
1 stop16h 53mAmerican Airlines
Tue 8/68:25 amSJU - MKE
2 stops10h 37mAmerican Airlines
Deal found 7/25$407
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Fri 8/210:02 pmMKE - SJU
3 stops39h 54mMultiple Airlines
Fri 8/98:54 pmSJU - MKE
2 stops37h 46mMultiple Airlines
Deal found 7/25$414
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Fri 8/210:02 pmMKE - SJU
3 stops39h 54mMultiple Airlines
Fri 8/98:01 pmSJU - MKE
1 stop28h 56mMultiple Airlines
Deal found 7/25$423
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Fri 8/210:02 pmMKE - SJU
3 stops39h 54mMultiple Airlines
Fri 8/96:05 amSJU - MKE
3 stops40h 03mMultiple Airlines
Deal found 7/25$426
This CheapOair deal was found by Cheapflights users on 7/25. 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.
Sun 8/46:19 pmMKE - SJU
1 stop29h 36mMultiple Airlines
Wed 8/72:22 amSJU - MKE
1 stop22h 35mMultiple Airlines
Deal found 7/25$430
This KAYAK deal was found by Cheapflights users on 7/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/45:00 amMKE - SJU
2 stops32h 35mSpirit Airlines
Thu 8/811:08 pmSJU - MKE
2 stops25h 49mSpirit Airlines
Deal found 7/25$432
This eDestinos deal was found by Cheapflights users on 7/25. 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.
Fri 8/210:02 pmMKE - SJU
2 stops34h 29mMultiple Airlines
Fri 8/910:15 pmSJU - MKE
1 stop26h 42mMultiple Airlines
Deal found 7/25$437
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Fri 8/212:21 pmMKE - SJU
1 stop15h 39mAmerican Airlines
Fri 8/93:50 pmSJU - MKE
1 stop9h 09mAmerican Airlines
Deal found 7/25$484

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 2,752,877 searches. Data last updated July 25, 2024.
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/285:45 amMKE - SJU
2 stops17h 27mSpirit Airlines
Deal found 7/24$69
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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 8/282:28 pmMKE - SJU
1 stop11h 24mSpirit Airlines
Deal found 7/24$82
This mytrip.com deal was found by Cheapflights users on 7/23. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/83:59 pmMKE - SJU
1 stop11h 22mFrontier
Deal found 7/23$85
This mytrip.com deal was found by Cheapflights users on 7/25. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/83:59 pmMKE - SJU
1 stop11h 22mFrontier
Deal found 7/25$88
This Cheapflightsfares deal was found by Cheapflights users on 7/23. 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.
Thu 8/222:28 pmMKE - SJU
1 stop11h 24mSpirit Airlines
Deal found 7/23$102
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
Fri 8/232:28 pmMKE - SJU
1 stop9h 19mSpirit Airlines
Deal found 7/24$104
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
Fri 9/209:51 pmMKE - SJU
1 stop11h 46mSpirit Airlines
Deal found 7/24$105
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/185:45 amMKE - SJU
1 stop27h 11mSpirit Airlines
Deal found 7/24$112
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
Thu 10/319:57 pmMKE - SJU
1 stop10h 59mSpirit Airlines
Deal found 7/24$121

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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$194 - $505

Route

Depart

Return

Price

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 8/20

1 stop11h 24m

San Juan Luis Munoz Marin Intl

Tue 8/27

1 stop17h 51m

$194

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 8/18

1 stop27h 11m

San Juan Luis Munoz Marin Intl

Tue 8/20

1 stop22h 04m

$203

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 8/20

1 stop11h 24m

San Juan Luis Munoz Marin Intl

Mon 8/26

1 stop22h 04m

$206

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 9/9

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Thu 9/12

1 stop10h 34m

$210

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 9/25

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Sun 9/29

2 stops17h 29m

$258

Milwaukee-MitchellPunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Tue 8/6

1 stop23h 02m

Punta Cana

Thu 8/22

1 stop9h 52m

$283

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 9/14

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Sun 9/22

1 stop7h 11m

$324

Milwaukee-MitchellSan Juan Luis Munoz Marin Intl

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 1/11

2 stops11h 51m

San Juan Luis Munoz Marin Intl

Fri 1/17

1 stop9h 01m

$374

Milwaukee-MitchellPunta Cana

MKE - PUJ

MKEPUJ

Milwaukee-Mitchell

Sun 1/5

Nonstop4h 33m

Punta Cana

Sun 1/12

Nonstop5h 14m

$505

Flights are sorted by cheapest first

Deals found on 7/24

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

Best time to book a flight from Milwaukee to Caribbean

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

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 July 25, 2024.
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Alaska Airlines
8.1
Very good
9,365 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Delta
8.0
Very good
9,630 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

JetBlue
7.6
Good
3,996 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

United Airlines
7.4
Good
10,000 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

American Airlines
7.3
Good
10,000 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Entertainment

7.2

Overall

8.1

Food

7.2

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

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 $194, but on average you can expect to pay $219.

  • Are there nonstop flights from Milwaukee to Caribbean for under $600 on Cheapflights?

    Cheapflights has at least 1 direct flight from Milwaukee to Caribbean under $600. A good price for a nonstop flight from Milwaukee to Caribbean is less than $505.

  • Are there last-minute flights available from Milwaukee to Caribbean for under $400?

    There are currently 20+ open flights from Milwaukee to Caribbean within the next 7 days for less than $400.

  • 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 $69 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $85 and American Airlines from $129 one-way.

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

    The most popular route from Milwaukee to Caribbean is Milwaukee-Mitchell - San Juan Luis Munoz Marin Intl. You may also consider Milwaukee-Mitchell - Punta Cana or Milwaukee-Mitchell - Saint Thomas Island Cyril E King.

  • 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. Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI) 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 on your Milwaukee to Caribbean flight 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 Milwaukee to Caribbean 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 find direct flights from Milwaukee to Caribbean.

  • 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 flying from Milwaukee to Caribbean 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.

  • 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 recently were the Milwaukee to Caribbean flight deals updated?

    The Milwaukee to Caribbean flight deals you see on this page were last updated on 7/25.

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

    Before booking your flight from Milwaukee to Caribbean check out the most popular airlines for this route: American Airlines, Alaska Airlines or JetBlue.

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

    Currently, September is the cheapest month in which you can book a flight from Milwaukee to Caribbean (average of $245). Flying from Milwaukee to Caribbean in March is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

O'Hare Intl to Las Vegas flights
O'Hare Intl to Cancún flights
O'Hare Intl to Newark flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Seattle flights
O'Hare Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Miami flights
Minneapolis to Seattle flights
O'Hare Intl to Heathrow flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Boston flights
Minneapolis to Las Vegas flights
O'Hare Intl to Denver flights
Minneapolis to Denver flights
O'Hare Intl to San Francisco flights
Minneapolis to John F Kennedy Intl flights
Minneapolis to LaGuardia flights
Minneapolis to Newark flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Mexico City flights
Minneapolis to Orlando flights
Minneapolis to Los Angeles flights
Minneapolis to Boston flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Tampa flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Haneda flights
O'Hare Intl to San Diego flights
Minneapolis to O'Hare Intl flights
O'Hare Intl to Baltimore flights
Minneapolis to Miami flights
Minneapolis to Cancún flights
O'Hare Intl to Philadelphia flights
Minneapolis to San Francisco flights
O'Hare Intl to Burbank flights
O'Hare Intl to Narita flights
O'Hare Intl to Athens flights
O'Hare Intl to Cozumel flights
O'Hare Intl to Hobby flights
Minneapolis to San Diego flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Istanbul flights

Top 9 airlines flying from Milwaukee to Caribbean

Discover the top 9 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$174Average$403FlexibilityNo cancel feeOn-time65%
FrontierCheapest$230Average$383FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$258Average$582FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$321Average$584FlexibilityNo cancel feeOn-time69%
DeltaCheapest$339Average$567FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$379Average$644FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$495Average$555FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$510Average$567FlexibilityNo cancel feeOn-time75%
Linear Air TaxiCheapest$29,422Average$78,361FlexibilityNo cancel feeOn-timeN/A
Los Angeles to Incheon Intl Airport flights
Denver to Salt Lake City flights
San Francisco to Miami flights
Boston to Myrtle Beach flights
USA to Accra flights
Houston to Phoenix flights
Providence to Orlando flights
New York to Houston flights
California to Texas flights
Phoenix to Los Angeles flights
Dallas to Los Angeles flights
Milwaukee to Middle East 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.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Abha
Flights to Komatsu
Flights to Skardu
Flights to Laayoune Hassan I
Flights to Aqaba King Hussein Intl
Flights to Nampula
Flights to Bourgas
Flights to Riverton
Flights to Alpena Phelps/Collins
Flights to Palmas
Flights to Newport State
Flights to Antofagasta Cerro Moreno
Flights to Nuku‘alofa Fua'Amotu Intl
Flights to Ndola
Flights to Fort Dodge
Flights to Miri
Flights to Rhinelander Oneida County
Flights to Seattle Lake Union Spb
Flights to Portsmouth Pease Intl
Flights to Tumbes
Flights to Jigiga
Flights to Diyarbakir
Flights to Akureyri
Flights to Brainerd Crow Wing County
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines