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

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

What airlines fly to Caribbean?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean from Midland according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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 July 2025, there are 3 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.

$313 Cheap Flights from Midland to Caribbean in 2025

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Find the cheapest flights from Midland to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

6:39 pm - 12:50 pmMAF-SJU

17h 11m2 stops

6:10 am - 11:04 pmSJU-MAF

17h 54m2 stops

$332American Airlines

Find Deal

Sat, Sep 20 - Tue, Sep 23

7:08 pm - 5:30 amMAF-SJU

9h 22m1 stop

7:00 am - 2:02 pmSJU-MAF

8h 02m1 stop

$417United Airlines

Find Deal

Mon, Aug 18 - Sat, Aug 23

6:01 am - 2:15 pmMAF-SJU

7h 14m1 stop

6:10 am - 11:04 pmSJU-MAF

17h 54m2 stops

$420American Airlines

Find Deal

Sat, Sep 20 - Tue, Sep 23

6:01 am - 2:25 pmMAF-SJU

7h 24m1 stop

7:05 pm - 9:42 amSJU-MAF

15h 37m2 stops

$440American Airlines

Find Deal

Mon, Aug 18 - Sat, Aug 23

9:46 am - 8:38 pmMAF-SJU

9h 52m1 stop

2:55 pm - 9:55 pmSJU-MAF

8h 00m1 stop

$459United Airlines

Find Deal

Sat, Sep 20 - Tue, Sep 23

7:36 am - 11:59 pmMAF-SJU

15h 23m2 stops

7:05 pm - 10:47 amSJU-MAF

16h 42m2 stops

$460American Airlines

Find Deal

Tue, Sep 2 - Sat, Sep 6

5:21 pm - 1:24 pmMAF-SDQ

19h 03m2 stops

7:40 pm - 11:53 amSDQ-MAF

17h 13m2 stops

$475Delta

Find Deal

Thu, Sep 18 - Mon, Sep 22

11:45 am - 12:35 amMAF-SJU

10h 50m2 stops

5:55 pm - 12:25 amSJU-MAF

8h 30m1 stop

$499Southwest

Find Deal

Fri, Nov 14 - Sat, Nov 22

5:21 pm - 1:24 pmMAF-SDQ

19h 03m2 stops

7:40 pm - 11:53 amSDQ-MAF

17h 13m2 stops

$539Delta

Find Deal

Thu, Sep 18 - Mon, Sep 22

5:45 am - 6:20 pmMAF-SJU

10h 35m2 stops

5:35 am - 3:05 pmSJU-MAF

11h 30m2 stops

$1,105Southwest

Find Deal

Sat, Dec 20 - Sun, Dec 28

American Airlines flights from Midland to Caribbean

Our best American Airlines deals on Midland to Caribbean flight tickets

American Airlines

Sep 20

MAF6:39 pmMidland Intl

17h 11m

2 stops

SJU12:50 pmSan Juan Luis Munoz Marin Intl

Sep 23

SJU6:10 amSan Juan Luis Munoz Marin Intl

17h 54m

2 stops

MAF11:04 pmMidland Intl

$332

Find similar

American Airlines

Sep 20

MAF6:01 amMidland Intl

7h 14m

1 stop

SJU2:15 pmSan Juan Luis Munoz Marin Intl

Sep 23

SJU6:10 amSan Juan Luis Munoz Marin Intl

17h 54m

2 stops

MAF11:04 pmMidland Intl

$420

Find similar

American Airlines

Aug 18

MAF6:01 amMidland Intl

7h 24m

1 stop

SJU2:25 pmSan Juan Luis Munoz Marin Intl

Aug 23

SJU7:05 pmSan Juan Luis Munoz Marin Intl

15h 37m

2 stops

MAF9:42 amMidland Intl

$440

Find similar

United Airlines flights from Midland to Caribbean

Our best United Airlines deals on Midland to Caribbean flight tickets

United Airlines

Aug 18

MAF7:08 pmMidland Intl

9h 22m

1 stop

SJU5:30 amSan Juan Luis Munoz Marin Intl

Aug 23

SJU7:00 amSan Juan Luis Munoz Marin Intl

8h 02m

1 stop

MAF2:02 pmMidland Intl

$417

Find similar

United Airlines

Sep 20

MAF9:46 amMidland Intl

9h 52m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Sep 23

SJU2:55 pmSan Juan Luis Munoz Marin Intl

8h 00m

1 stop

MAF9:55 pmMidland Intl

$459

Find similar

United Airlines

Sep 20

MAF9:46 amMidland Intl

9h 52m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Sep 22

SJU1:05 amSan Juan Luis Munoz Marin Intl

21h 50m

3 stops

MAF9:55 pmMidland Intl

$507

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 9/20

6:39 pm-12:50 pm

2 stops17h 11m

San Juan Luis Munoz Marin Intl

Tue 9/23

6:10 am-11:04 pm

2 stops17h 54m

$332

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 8/18

7:08 pm-5:30 am

1 stop9h 22m

San Juan Luis Munoz Marin Intl

Sat 8/23

7:00 am-2:02 pm

1 stop8h 02m

$417

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 9/20

6:01 am-2:15 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Tue 9/23

6:10 am-11:04 pm

2 stops17h 54m

$420

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 8/18

6:01 am-2:25 pm

1 stop7h 24m

San Juan Luis Munoz Marin Intl

Sat 8/23

7:05 pm-9:42 am

2 stops15h 37m

$440

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 9/20

9:46 am-8:38 pm

1 stop9h 52m

San Juan Luis Munoz Marin Intl

Tue 9/23

2:55 pm-9:55 pm

1 stop8h 00m

$459

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

7:36 am-11:59 pm

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:05 pm-10:47 am

2 stops16h 42m

$460

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Thu 9/18

5:21 pm-1:24 pm

2 stops19h 03m

Santo Domingo Las Americas

Mon 9/22

7:40 pm-11:53 am

2 stops17h 13m

$475

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 11/14

11:45 am-12:35 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

Sat 11/22

5:55 pm-12:25 am

1 stop8h 30m

$499

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Thu 9/18

5:21 pm-1:24 pm

2 stops19h 03m

Santo Domingo Las Americas

Mon 9/22

7:40 pm-11:53 am

2 stops17h 13m

$539

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 12/20

5:45 am-6:20 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Sun 12/28

5:35 am-3:05 pm

2 stops11h 30m

$1,105

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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, January 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 $443. If you don’t want to visit Caribbean in January, then you should wait until April to fly from Midland, when ticket prices are also cheap, with an average price of $445.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Midland to Caribbean is on a Tuesday when prices can be found for as low as $493. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $747. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the evening is the cheapest time of day to fly from Midland to Caribbean when you can find flight prices for as low as $570. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $919.

Can stopping save me money on Midland to Caribbean flights?

You could potentially save up to 23% 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	$508
Fastest flight time	7h 14m
Direct flights	None
Airports in Caribbean	3 airports

The best one-way flight to Caribbean from Midland in the past 72 hours is $508. The best round-trip flight deal from Midland to Caribbean found on momondo in the last 72 hours is $332.

The fastest flight from Midland to Caribbean takes 7h 14m

There are no direct flights from Midland to Caribbean. Popular non-direct routes for this connection are Midland Intl Airport - San Juan Luis Munoz Marin Intl Airport, Midland Intl Airport - Oranjestad Reina Beatrix Airport and Midland Intl Airport - Santo Domingo Las Americas Airport.

There are 3 airports near Caribbean: Santo Domingo Las Americas (SDQ), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

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 July 2025, there are 3 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 $370	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
American Airlines	PriceFrom $380	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $513	Free Cancellation	Rating 8.0 4,246 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.