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Caribbean Islands

$248+ 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Round-trip from

$495
(Delta)

One-way from

$248
(Delta)

Popular in

November

Cheapest in

September

Average price

$450
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. 13% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 4, 2025.

This Delta deal was found by Cheapflights users on 4/4. 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.
Fri 5/25:27 amMAF - SJU
2 stops16h 48mDelta
Sun 5/47:15 amSJU - MAF
2 stops17h 41mDelta
Deal found 4/4$495
This Delta deal was found by Cheapflights users on 4/3. 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.
Wed 5/285:29 amMAF - MBJ
2 stops10h 01mDelta
Wed 6/41:02 pmMBJ - MAF
2 stops11h 00mDelta
Deal found 4/3$520
This United deal was found by Cheapflights users on 4/4. 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.
Tue 4/227:00 amMAF - SJU
1 stop7h 40mUnited Airlines
Tue 4/292:55 pmSJU - MAF
1 stop9h 48mUnited Airlines
Deal found 4/4$534
This American Airlines deal was found by Cheapflights users on 4/4. 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 4/228:26 pmMAF - SJU
1 stop7h 34mAmerican Airlines
Tue 4/291:29 pmSJU - MAF
2 stops11h 23mAmerican Airlines
Deal found 4/4$585
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Thu 5/298:26 pmMAF - AUA
2 stops18h 44mAmerican Airlines
Sun 6/15:10 pmAUA - MAF
2 stops17h 37mAmerican Airlines
Deal found 4/4$597
This American Airlines deal was found by Cheapflights users on 4/3. 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 9/196:45 pmMAF - MBJ
2 stops18h 25mAmerican Airlines
Mon 9/223:05 pmMBJ - MAF
2 stops18h 31mAmerican Airlines
Deal found 4/3$645
This United Airlines deal was found by Cheapflights users on 4/3. 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 6/105:05 pmMAF - MBJ
2 stops22h 05mUnited Airlines
Tue 6/172:17 pmMBJ - MAF
2 stops25h 46mUnited Airlines
Deal found 4/3$654
This United Airlines deal was found by Cheapflights users on 4/4. 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.
Thu 5/295:00 amMAF - AUA
1 stop9h 20mUnited Airlines
Sun 6/13:10 pmAUA - MAF
1 stop9h 05mUnited Airlines
Deal found 4/4$789

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 April 4, 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

Fri 5/2

5:27 am-11:15 pm

2 stops16h 48m

San Juan Luis Munoz Marin Intl

Sun 5/4

7:15 am-11:56 pm

2 stops17h 41m

$495

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Wed 5/28

5:29 am-3:30 pm

2 stops10h 01m

Montego Bay Sangster Intl

Wed 6/4

1:02 pm-12:02 am

2 stops11h 00m

$520

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 4/22

7:00 am-3:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 4/29

2:55 pm-11:43 pm

1 stop9h 48m

$534

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 4/22

8:26 pm-5:00 am

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Tue 4/29

1:29 pm-11:52 pm

2 stops11h 23m

$585

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Thu 5/29

8:26 pm-4:10 pm

2 stops18h 44m

Oranjestad Reina Beatrix

Sun 6/1

5:10 pm-9:47 am

2 stops17h 37m

$597

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Fri 9/19

6:45 pm-1:10 pm

2 stops18h 25m

Montego Bay Sangster Intl

Mon 9/22

3:05 pm-9:36 am

2 stops18h 31m

$645

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Tue 6/10

5:05 pm-3:10 pm

2 stops22h 05m

Montego Bay Sangster Intl

Tue 6/17

2:17 pm-4:03 pm

2 stops25h 46m

$654

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Thu 5/29

5:00 am-3:20 pm

1 stop9h 20m

Oranjestad Reina Beatrix

Sun 6/1

3:10 pm-11:15 pm

1 stop9h 05m

$789

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 7/10

5:30 am-4:50 pm

2 stops10h 20m

$248

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Fri 5/30

8:26 pm-4:10 pm

2 stops18h 44m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 12 results
1
2

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 December 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.

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 April 4, 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 April 4, 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
4,276 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,900 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,618 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $248 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $270 and $328, 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 - Montego Bay Sangster Intl or Midland Intl - Santa Clara 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 December 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

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Alternative routes for Midland to Caribbean Islands

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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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$358Average$745FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$726FlexibilityNo cancel feeOn-time69%
DeltaCheapest$384Average$495FlexibilityNo cancel feeOn-timeN/A

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