What is the cheapest airline that flies from Midland Intl to Caribbean?

Southwest, American Airlines, and United Airlines are the most popular carriers operating from Midland Intl to Caribbean

When did momondo last update prices for flights from Midland Intl Airport to Caribbean?

Prices for flights from Midland Intl Airport to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Midland Intl Airport to Caribbean?

As of November 2026, there are 2 operators available to choose from for flights from Midland Intl Airport to Caribbean.

How old do you have to be to fly from Midland Intl Airport to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Midland Intl Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$215 Cheap Flights from Midland to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Midland to Caribbean

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:24 pm - 2:42 pmMAF Midland Intl-SJU San Juan Luis Munoz Marin Intl

17h 18m1 stop Dallas/Fort Worth

6:20 am - 10:07 pmSJU San Juan Luis Munoz Marin Intl-MAF Midland Intl

16h 47m1 stop Dallas/Fort Worth

$430American Airlines

Fri, Apr 30 - Fri, May 7

8:24 pm - 2:42 pmMAF Midland Intl-SJU San Juan Luis Munoz Marin Intl

17h 18m1 stop Dallas/Fort Worth

6:20 am - 10:07 pmSJU San Juan Luis Munoz Marin Intl-MAF Midland Intl

16h 47m1 stop Dallas/Fort Worth

$450American Airlines

Fri, Apr 30 - Fri, May 7

8:10 pm - 2:32 pmMAF Midland Intl-MBJ Montego Bay Sangster Intl

17h 22m2 stops Dallas/Fort Worth Charlotte Douglas

6:12 pm - 9:43 amMBJ Montego Bay Sangster Intl-MAF Midland Intl

16h 31m2 stops Miami Dallas/Fort Worth

$457American Airlines

Sat, Nov 28 - Tue, Dec 8

9:50 am - 9:55 pmMAF Midland Intl-SJU San Juan Luis Munoz Marin Intl

10h 05m2 stops Dallas Love Field Tampa

5:35 am - 3:15 pmSJU San Juan Luis Munoz Marin Intl-MAF Midland Intl

11h 40m2 stops Orlando Dallas Love Field

$480Southwest

Wed, Jan 27 - Mon, Feb 1

3:10 pm - 1:45 amMAF Midland Intl-SJU San Juan Luis Munoz Marin Intl

8h 35m2 stops Dallas Love Field Orlando

5:40 am - 2:00 pmSJU San Juan Luis Munoz Marin Intl-MAF Midland Intl

10h 20m2 stops Orlando Houston Hobby

$484Southwest

Mon, Nov 30 - Mon, Dec 7

5:00 am - 1:53 pmMAF Midland Intl-MBJ Montego Bay Sangster Intl

7h 53m1 stop Dallas/Fort Worth

6:05 pm - 12:00 pmMBJ Montego Bay Sangster Intl-MAF Midland Intl

18h 55m2 stops Miami Dallas/Fort Worth

$523American Airlines

Sat, Feb 13 - Sun, Feb 21

7:00 am - 4:30 pmMAF Midland Intl-GCM George Town Owen Roberts Intl

8h 30m1 stop Houston George Bush Intcntl

5:15 pm - 8:54 amGCM George Town Owen Roberts Intl-MAF Midland Intl

16h 39m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

$569United Airlines

Sun, Dec 13 - Sun, Dec 20

9:00 am - 10:25 pmMAF Midland Intl-SJU San Juan Luis Munoz Marin Intl

11h 25m2 stops Houston Hobby Tampa

7:40 am - 3:35 pmSJU San Juan Luis Munoz Marin Intl-MAF Midland Intl

9h 55m2 stops Orlando Dallas Love Field

$577Southwest

Wed, Nov 18 - Tue, Dec 1

9:40 am - 12:13 pmMAF Midland Intl-MBJ Montego Bay Sangster Intl

25h 33m2 stops Houston George Bush Intcntl Newark

3:20 pm - 6:14 pmMBJ Montego Bay Sangster Intl-MAF Midland Intl

27h 54m2 stops Newark Houston George Bush Intcntl

$588United Airlines

Mon, Feb 1 - Fri, Feb 5

12:04 pm - 12:13 pmMAF Midland Intl-MBJ Montego Bay Sangster Intl

23h 09m2 stops Houston George Bush Intcntl Newark

3:20 pm - 6:14 pmMBJ Montego Bay Sangster Intl-MAF Midland Intl

27h 54m2 stops Newark Houston George Bush Intcntl

$618United Airlines

Mon, Feb 1 - Fri, Feb 5

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American Airlines flights from Midland to Caribbean

Our best American Airlines deals on Midland to Caribbean flight tickets

American Airlines

Apr 30

MAF8:24 pmMidland Intl

17h 18m

1 stop

SJU2:42 pmSan Juan Luis Munoz Marin Intl

May 7

SJU6:20 amSan Juan Luis Munoz Marin Intl

16h 47m

1 stop

MAF10:07 pmMidland Intl

$430

American Airlines

Apr 30

MAF8:24 pmMidland Intl

17h 18m

1 stop

SJU2:42 pmSan Juan Luis Munoz Marin Intl

May 7

SJU6:20 amSan Juan Luis Munoz Marin Intl

16h 47m

1 stop

MAF10:07 pmMidland Intl

$450

American Airlines

Nov 28

MAF8:10 pmMidland Intl

17h 22m

2 stops

MBJ2:32 pmMontego Bay Sangster Intl

Dec 8

MBJ6:12 pmMontego Bay Sangster Intl

16h 31m

2 stops

MAF9:43 amMidland Intl

$457

United Airlines flights from Midland to Caribbean

Our best United Airlines deals on Midland to Caribbean flight tickets

United Airlines

Dec 13

MAF7:00 amMidland Intl

8h 30m

1 stop

GCM4:30 pmGeorge Town Owen Roberts Intl

Dec 20

GCM5:15 pmGeorge Town Owen Roberts Intl

16h 39m

2 stops

MAF8:54 amMidland Intl

$569

United Airlines

Feb 1

MAF9:40 amMidland Intl

25h 33m

2 stops

MBJ12:13 pmMontego Bay Sangster Intl

Feb 5

MBJ3:20 pmMontego Bay Sangster Intl

27h 54m

2 stops

MAF6:14 pmMidland Intl

$588

United Airlines

Feb 1

MAF12:04 pmMidland Intl

23h 09m

2 stops

MBJ12:13 pmMontego Bay Sangster Intl

Feb 5

MBJ3:20 pmMontego Bay Sangster Intl

27h 54m

2 stops

MAF6:14 pmMidland Intl

$618

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MidlandSan Juan

MAF Midland Intl - SJU San Juan Luis Munoz Marin Intl

MAFSJU

Midland Intl

Fri 4/30

8:24 pm-2:42 pm

1 stop17h 18m

San Juan Luis Munoz Marin Intl

Fri 5/7

6:20 am-10:07 pm

1 stop16h 47m

$430

MidlandSan Juan

MAF Midland Intl - SJU San Juan Luis Munoz Marin Intl

MAFSJU

Midland Intl

Fri 4/30

8:24 pm-2:42 pm

1 stop17h 18m

San Juan Luis Munoz Marin Intl

Fri 5/7

6:20 am-10:07 pm

1 stop16h 47m

$450

MidlandMontego Bay

MAF Midland Intl - MBJ Montego Bay Sangster Intl

MAFMBJ

Midland Intl

Sat 11/28

8:10 pm-2:32 pm

2 stops17h 22m

Montego Bay Sangster Intl

Tue 12/8

6:12 pm-9:43 am

2 stops16h 31m

$457

MidlandSan Juan

MAF Midland Intl - SJU San Juan Luis Munoz Marin Intl

MAFSJU

Midland Intl

Wed 1/27

9:50 am-9:55 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Mon 2/1

5:35 am-3:15 pm

2 stops11h 40m

$480

Quickest round-trip

MidlandSan Juan

MAF Midland Intl - SJU San Juan Luis Munoz Marin Intl

MAFSJU

Midland Intl

Mon 11/30

3:10 pm-1:45 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Mon 12/7

5:40 am-2:00 pm

2 stops10h 20m

$484

MidlandMontego Bay

MAF Midland Intl - MBJ Montego Bay Sangster Intl

MAFMBJ

Midland Intl

Sat 2/13

5:00 am-1:53 pm

1 stop7h 53m

Montego Bay Sangster Intl

Sun 2/21

6:05 pm-12:00 pm

2 stops18h 55m

$523

MidlandGeorge Town

MAF Midland Intl - GCM George Town Owen Roberts Intl

MAFGCM

Midland Intl

Sun 12/13

7:00 am-4:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

Sun 12/20

5:15 pm-8:54 am

2 stops16h 39m

$569

MidlandSan Juan

MAF Midland Intl - SJU San Juan Luis Munoz Marin Intl

MAFSJU

Midland Intl

Wed 11/18

9:00 am-10:25 pm

2 stops11h 25m

San Juan Luis Munoz Marin Intl

Tue 12/1

7:40 am-3:35 pm

2 stops9h 55m

$577

MidlandMontego Bay

MAF Midland Intl - MBJ Montego Bay Sangster Intl

MAFMBJ

Midland Intl

Mon 2/1

9:40 am-12:13 pm

2 stops25h 33m

Montego Bay Sangster Intl

Fri 2/5

3:20 pm-6:14 pm

2 stops27h 54m

$588

MidlandMontego Bay

MAF Midland Intl - MBJ Montego Bay Sangster Intl

MAFMBJ

Midland Intl

Mon 2/1

12:04 pm-12:13 pm

2 stops23h 09m

Montego Bay Sangster Intl

Fri 2/5

3:20 pm-6:14 pm

2 stops27h 54m

$618

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Midland to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Midland to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $430. If you don’t want to visit Caribbean in October, then you should wait until August to fly from Midland, when ticket prices are also cheap, with an average price of $435.

Can stopping save me money on Midland to Caribbean flights?

You could potentially save up to 47% on your flight if you consider stops on a Midland to Caribbean flight.

Cheap Midland to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Midland to Caribbean

Best Price Found	$215
Fastest flight time	7h 55m
Direct flights	None

The best one-way flight to Caribbean from Midland in the past 72 hours is $215. The best round-trip flight deal from Midland to Caribbean found on momondo in the last 72 hours is $430.

The fastest flight from Midland to Caribbean takes 7h 55m

There are no direct flights from Midland to Caribbean. There are no popular flight routes from Midland to Caribbean.

Search flight deals

Frequently asked questions about flying from Midland to Caribbean

When did momondo last update prices for flights from Midland Intl Airport to Caribbean?
Prices for flights from Midland Intl Airport to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Midland Intl Airport to Caribbean?
As of November 2026, there are 2 operators available to choose from for flights from Midland Intl Airport to Caribbean.
How old do you have to be to fly from Midland Intl Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Midland Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Midland to Caribbean

Compare and see reviews for airlines that fly from Midland to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $232	Free Cancellation	Rating 7.3 10,460 reviews		Search United Airlines flights
Southwest	PriceFrom $370	Free Cancellation	Rating 8.0 4,215 reviews		Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Midland to Caribbean?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Midland to Caribbean. momondo saves you time and could save you money on your trip.

Can I find flights from Midland to Caribbean with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean from Midland with this policy.

How can momondo help me find flights from Midland to Caribbean?

momondo helps you find the best flight between Midland and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Midland to Caribbean right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Midland to Caribbean now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean and let you know when they change.