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Cheap flights from Midland to Caribbean Islands from $306

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Midland to Caribbean Islands departing on 10/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Midland to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
8:21 pm - 12:44 pmMAF-SJU
15h 23m2 stops
American Airlines Logo
7:00 am - 7:10 pmSJU-MAF
13h 10m2 stops
$445American Airlines
Find Deal
Sun, Oct 12 - Tue, Oct 21
American Airlines Logo
8:21 pm - 2:20 pmMAF-SJU
16h 59m1 stop
American Airlines Logo
7:00 am - 3:43 pmSJU-MAF
9h 43m2 stops
$519American Airlines
Find Deal
Sun, Oct 12 - Tue, Oct 21
American Airlines Logo
5:00 am - 2:15 pmMAF-SJU
8h 15m1 stop
American Airlines Logo
6:10 am - 11:04 pmSJU-MAF
17h 54m2 stops
$539American Airlines
Find Deal
Mon, Sep 8 - Mon, Sep 22
American Airlines Logo
6:01 am - 2:25 pmMAF-SJU
7h 24m1 stop
American Airlines Logo
3:05 pm - 11:04 pmSJU-MAF
8h 59m1 stop
$555American Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
American Airlines Logo
6:01 am - 11:59 pmMAF-SJU
16h 58m2 stops
American Airlines Logo
7:05 pm - 10:47 amSJU-MAF
16h 42m2 stops
$569American Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
United Airlines Logo
7:00 am - 11:57 pmMAF-SJU
15h 57m2 stops
United Airlines Logo
1:05 am - 2:02 pmSJU-MAF
13h 57m2 stops
$582United Airlines
Find Deal
Tue, Sep 2 - Fri, Sep 5
American Airlines Logo
8:21 pm - 12:44 pmMAF-SJU
15h 23m2 stops
American Airlines Logo
7:00 am - 6:12 pmSJU-MAF
12h 12m2 stops
$593American Airlines
Find Deal
Sun, Oct 12 - Tue, Oct 21
United Airlines Logo
12:05 pm - 8:38 pmMAF-SJU
7h 33m1 stop
United Airlines Logo
1:05 am - 2:02 pmSJU-MAF
13h 57m2 stops
$595United Airlines
Find Deal
Tue, Sep 2 - Fri, Sep 5
United Airlines Logo
12:05 pm - 8:38 pmMAF-SJU
7h 33m1 stop
United Airlines Logo
1:05 am - 2:02 pmSJU-MAF
13h 57m2 stops
$602United Airlines
Find Deal
Tue, Sep 2 - Fri, Sep 5
American Airlines Logo
12:14 pm - 11:59 pmMAF-SJU
10h 45m2 stops
American Airlines Logo
7:05 pm - 10:47 amSJU-MAF
16h 42m2 stops
$614American Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6

American Airlines flights from Midland to Caribbean Islands

Our best American Airlines deals on Midland to Caribbean Islands flight tickets
American Airlines
Oct 12
MAF8:21 pmMidland Intl
15h 23m
2 stops
SJU12:44 pmSan Juan Luis Munoz Marin Intl
Oct 21
SJU7:00 amSan Juan Luis Munoz Marin Intl
13h 10m
2 stops
MAF7:10 pmMidland Intl
$445
Find similar
American Airlines
Oct 12
MAF8:21 pmMidland Intl
16h 59m
1 stop
SJU2:20 pmSan Juan Luis Munoz Marin Intl
Oct 21
SJU7:00 amSan Juan Luis Munoz Marin Intl
9h 43m
2 stops
MAF3:43 pmMidland Intl
$519
Find similar
American Airlines
Sep 8
MAF5:00 amMidland Intl
8h 15m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Sep 22
SJU6:10 amSan Juan Luis Munoz Marin Intl
17h 54m
2 stops
MAF11:04 pmMidland Intl
$539
Find similar

United Airlines flights from Midland to Caribbean Islands

Our best United Airlines deals on Midland to Caribbean Islands flight tickets
United Airlines
Sep 2
MAF7:00 amMidland Intl
15h 57m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Sep 5
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 57m
2 stops
MAF2:02 pmMidland Intl
$582
Find similar
United Airlines
Sep 2
MAF12:05 pmMidland Intl
7h 33m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Sep 5
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 57m
2 stops
MAF2:02 pmMidland Intl
$595
Find similar
United Airlines
Sep 2
MAF12:05 pmMidland Intl
7h 33m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Sep 5
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 57m
2 stops
MAF2:02 pmMidland Intl
$602
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 21, 2025.
Use the filters below to find and compare flights from Midland to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 10/12

8:21 pm-12:44 pm

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-7:10 pm

2 stops13h 10m

$445

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 10/12

8:21 pm-2:20 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-3:43 pm

2 stops9h 43m

$519

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 9/8

5:00 am-2:15 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Mon 9/22

6:10 am-11:04 pm

2 stops17h 54m

$539

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

6:01 am-2:25 pm

1 stop7h 24m

San Juan Luis Munoz Marin Intl

Sat 9/6

3:05 pm-11:04 pm

1 stop8h 59m

$555

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

6:01 am-11:59 pm

2 stops16h 58m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:05 pm-10:47 am

2 stops16h 42m

$569

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

7:00 am-11:57 pm

2 stops15h 57m

San Juan Luis Munoz Marin Intl

Fri 9/5

1:05 am-2:02 pm

2 stops13h 57m

$582

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 10/12

8:21 pm-12:44 pm

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-6:12 pm

2 stops12h 12m

$593

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

12:05 pm-8:38 pm

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Fri 9/5

1:05 am-2:02 pm

2 stops13h 57m

$595

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

12:05 pm-8:38 pm

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Fri 9/5

1:05 am-2:02 pm

2 stops13h 57m

$602

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 9/2

12:14 pm-11:59 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:05 pm-10:47 am

2 stops16h 42m

$614

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Midland to Caribbean Islands

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

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Midland, with most prices found around $395. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Midland averaging around $443.

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

The cheapest day to depart from Midland to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Midland to Caribbean Islands in the evening for as low as $570. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $919. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Midland to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Midland to Caribbean Islands.

Cheap Midland to Caribbean Islands flight deals and tips

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

Direct flights

None
There are no direct flights from Midland to Caribbean Islands. There are no popular flight routes from Midland to Caribbean Islands.
Search flight deals

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

    Prices for flights from Midland Intl Airport to Caribbean Islands refresh daily.

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

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

    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 Islands.

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

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Midland to Caribbean Islands?

Best airlines flying from Midland to Caribbean Islands

Compare and see reviews for airlines that fly from Midland to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $370Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights
SouthwestPriceFrom $513Free CancellationRating
8.0
4,245 reviews
Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Midland to Caribbean Islands for you.

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

momondo does allow users to show only those flights to Caribbean Islands from Midland which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Midland to Caribbean Islands.

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

Price alerts on flights to Caribbean Islands from Midland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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