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Caribbean Islands

$158+ Cheap flights from Midland (MAF) 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap flight deals from Midland to Caribbean Islands

Keep the following information in mind while searching for Midland to Caribbean Islands flight deals. Data was last updated junio 12, 2025.

Round-trip from

$340
(American Airlines)

One-way from

$158
(Southwest)

Popular in

December

Cheapest in

September

Average price

$693
From Midland Intl to Caribbean Islands
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One-way flight from Midland Intl to Caribbean Islands
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Highest demand for flights based on searches. 10% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Midland to Caribbean Islands

Cheapest flights from Midland to Caribbean Islands
Explore the most affordable flight options available from Midland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
mar. 9/25:00 amMAF - SJU
2 stops10h 05mAmerican Airlines
sáb. 9/67:05 pmSJU - MAF
2 stops16h 42mAmerican Airlines
Deal found 6/12$340
This United Airlines deal was found by Cheapflights users on 6/10. 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.
lun. 8/185:30 pmMAF - SJU
1 stop11h 00mUnited Airlines
sáb. 8/237:00 amSJU - MAF
1 stop10h 12mUnited Airlines
Deal found 6/10$455
This Southwest deal was found by Cheapflights users on 6/10. 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.
mar. 7/87:45 amMAF - SJU
2 stops10h 20mSouthwest
mar. 7/156:00 amSJU - MAF
2 stops8h 55mSouthwest
Deal found 6/10$512
This American Airlines deal was found by Cheapflights users on 6/10. 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.
vie. 12/127:50 amMAF - MBJ
1 stop5h 54mAmerican Airlines
jue. 12/1811:55 amMBJ - MAF
1 stop9h 13mAmerican Airlines
Deal found 6/10$589
This American Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 8/2312:14 pmMAF - AUA
2 stops22h 06mAmerican Airlines
sáb. 9/61:46 pmAUA - MAF
2 stops20h 11mAmerican Airlines
Deal found 6/11$695
This United Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 8/237:00 amMAF - AUA
1 stop7h 50mUnited Airlines
sáb. 9/63:00 pmAUA - MAF
1 stop18h 50mUnited Airlines
Deal found 6/11$745
This United deal was found by Cheapflights users on 6/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/187:00 amMAF - SJU
2 stops10h 20mMultiple Airlines
vie. 8/221:05 amSJU - MAF
3 stops21h 50mMultiple Airlines
Deal found 6/11$904
This Southwest deal was found by Cheapflights users on 6/11. 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.
dom. 6/153:35 pmMAF - AUA
2 stops20h 00mSouthwest
mar. 6/171:30 pmAUA - MAF
2 stops10h 30mSouthwest
Deal found 6/11$940

Cheapflights Fare Finder

Customize your flight search to find flights from Midland 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 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Midland to Caribbean Islands that are best for you.

Fly from

Midland

Fly to

Caribbean Islands

Route

Depart

Return

Price

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

mar. 9/2

5:00 am-4:05 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

sáb. 9/6

7:05 pm-10:47 am

2 stops16h 42m

$340

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 8/18

5:30 pm-5:30 am

1 stop11h 00m

San Juan Luis Munoz Marin Intl

sáb. 8/23

7:00 am-4:12 pm

1 stop10h 12m

$455

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

mar. 7/8

7:45 am-7:05 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

mar. 7/15

6:00 am-1:55 pm

2 stops8h 55m

$512

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

sáb. 8/23

12:14 pm-11:20 am

2 stops22h 06m

Oranjestad Reina Beatrix

sáb. 9/6

1:46 pm-8:57 am

2 stops20h 11m

$695

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

sáb. 8/23

7:00 am-3:50 pm

1 stop7h 50m

Oranjestad Reina Beatrix

sáb. 9/6

3:00 pm-8:50 am

1 stop18h 50m

$745

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 8/18

7:00 am-6:20 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

vie. 8/22

1:05 am-9:55 pm

3 stops21h 50m

$904

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

mar. 7/15

2:35 pm-10:25 pm

1 stop6h 50m

$158

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

jue. 7/31

5:30 am-10:23 pm

2 stops15h 53m

$273

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

jue. 7/31

5:00 am-11:25 pm

1 stop17h 25m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Midland to Caribbean Islands

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

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

Currently, September is the cheapest month in which you can book a flight from Midland to Caribbean Islands (average of $254). Flying from Midland to Caribbean Islands in June is currently the most expensive (average of $339). 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 MAF to EPX?

Find hourly flight availability from Midland 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 junio 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Midland to Caribbean Islands as you normally would.

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 junio 12, 2025.
Read through reviews of airlines operating flights from Midland to Caribbean Islands, such as Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Midland 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 Midland to Caribbean Islands?

    Midland Intl (MAF), located 8.2 mi from the city center, is the airport you fly out of when you book flights from Midland to Caribbean Islands.

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

    $158 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $273 and $413, respectively.

  • What are the most popular routes from Midland to Caribbean Islands?

    When deciding which route to take from Midland to Caribbean Islands consider Midland Intl - San Juan Luis Munoz Marin Intl, Midland Intl - Oranjestad Reina Beatrix or Midland Intl - Montego Bay Sangster Intl as they are the most popular.

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

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

  • How can I find direct flights from Midland to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Midland 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 Midland to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Midland to Caribbean Islands (average of $254). Flying from Midland to Caribbean Islands in June is currently the most expensive (average of $339). 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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Top 3 airlines flying from Midland to Caribbean Islands

Discover the top 3 airlines that operate flights from Midland 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 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$349Average$780FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$671FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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