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Cheap flights from Houston Hobby Airport to Caribbean Islands from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston Hobby Airport to Caribbean Islands departing on 12/31. 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 Houston Hobby Airport to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 5:01 pm
HOU
-
SJU
9h 01m2 stops
American Airlines Logo
7:07 am - 4:12 pm
SJU
-
HOU
11h 05m1 stop
$385American Airlines
Tue, Jan 20 - Fri, Jan 23
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
Southwest Logo
5:05 am - 7:10 pm
SJU
-
HOU
15h 05m1 stop
$391Southwest
Sat, May 2 - Tue, May 5
American Airlines Logo
6:00 am - 5:01 pm
HOU
-
SJU
9h 01m2 stops
American Airlines Logo
3:54 pm - 10:46 pm
SJU
-
HOU
8h 52m1 stop
$392American Airlines
Wed, Jan 7 - Tue, Jan 13
American Airlines Logo
10:35 am - 10:26 pm
HOU
-
SJU
9h 51m1 stop
American Airlines Logo
6:00 am - 11:47 am
SJU
-
HOU
7h 47m1 stop
$393American Airlines
Sun, Feb 8 - Thu, Feb 12
Southwest Logo
10:00 am - 10:15 pm
HOU
-
SJU
10h 15m1 stop
Southwest Logo
5:40 am - 12:50 pm
SJU
-
HOU
9h 10m2 stops
$395Southwest
Thu, Jan 15 - Thu, Jan 22
Southwest Logo
11:00 am - 10:40 pm
HOU
-
SJU
10h 40m1 stop
Southwest Logo
3:30 pm - 7:35 pm
SJU
-
HOU
5h 05mnonstop
$399Southwest
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
2:00 pm - 12:35 am
HOU
-
SJU
8h 35m2 stops
Southwest Logo
6:00 am - 2:50 pm
SJU
-
HOU
10h 50m2 stops
$403Southwest
Thu, Jan 22 - Tue, Jan 27
Delta Logo
5:45 am - 2:20 pm
HOU
-
PUJ
6h 35m1 stop
Delta Logo
4:50 pm - 10:33 pm
PUJ
-
HOU
7h 43m1 stop
$450Delta
Sat, Jan 10 - Sat, Jan 17
Delta Logo
10:05 am - 3:54 pm
HOU
-
NAS
4h 49m1 stop
Delta Logo
5:08 pm - 9:38 pm
NAS
-
HOU
5h 30m1 stop
$545Delta
Tue, May 26 - Tue, Jun 2
KLM Logo
5:04 pm - 12:30 pm
HOU
-
AUA
17h 26m1 stop
KLM Logo
1:45 pm - 10:33 pm
AUA
-
HOU
10h 48m1 stop
$680KLM
Sat, Jan 17 - Sat, Jan 24

American Airlines flights from Houston Hobby Airport to Caribbean Islands

Our best American Airlines deals on Houston Hobby Airport to Caribbean Islands flight tickets
American Airlines
Jan 20
HOU12:47 pmHouston Hobby
7h 39m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU3:54 pmSan Juan Luis Munoz Marin Intl
8h 52m
1 stop
HOU10:46 pmHouston Hobby
$385
Find similar
American Airlines
Jan 7
HOU6:00 amHouston Hobby
9h 01m
2 stops
SJU5:01 pmSan Juan Luis Munoz Marin Intl
Jan 13
SJU3:54 pmSan Juan Luis Munoz Marin Intl
8h 52m
1 stop
HOU10:46 pmHouston Hobby
$392
Find similar
American Airlines
Feb 8
HOU10:35 amHouston Hobby
9h 51m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Feb 12
SJU6:00 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
HOU11:47 amHouston Hobby
$393
Find similar

Southwest flights from Houston Hobby Airport to Caribbean Islands

Our best Southwest deals on Houston Hobby Airport to Caribbean Islands flight tickets
Southwest
May 2
HOU10:25 amHouston Hobby
4h 10m
SJU3:35 pmSan Juan Luis Munoz Marin Intl
May 5
SJU2:00 pmSan Juan Luis Munoz Marin Intl
6h 45m
1 stop
HOU7:45 pmHouston Hobby
$391
Find similar
Southwest
Jan 15
HOU10:00 amHouston Hobby
10h 15m
1 stop
SJU10:15 pmSan Juan Luis Munoz Marin Intl
Jan 22
SJU5:40 amSan Juan Luis Munoz Marin Intl
10h 40m
2 stops
HOU2:20 pmHouston Hobby
$395
Find similar
Southwest
Apr 21
HOU11:00 amHouston Hobby
10h 40m
1 stop
SJU10:40 pmSan Juan Luis Munoz Marin Intl
Apr 25
SJU3:30 pmSan Juan Luis Munoz Marin Intl
5h 05m
HOU7:35 pmHouston Hobby
$399
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Houston Hobby Airport 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 December 18, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 1/20

6:00 am-5:01 pm

2 stops9h 01m

San Juan Luis Munoz Marin Intl

Fri 1/23

7:07 am-4:12 pm

1 stop11h 05m

$385

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 5/2

10:25 am-3:35 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Tue 5/5

5:05 am-7:10 pm

1 stop15h 05m

$391

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 1/7

6:00 am-5:01 pm

2 stops9h 01m

San Juan Luis Munoz Marin Intl

Tue 1/13

3:54 pm-10:46 pm

1 stop8h 52m

$392

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/8

10:35 am-10:26 pm

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:00 am-11:47 am

1 stop7h 47m

$393

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 1/15

10:00 am-10:15 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:40 am-12:50 pm

2 stops9h 10m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 4/21

11:00 am-10:40 pm

1 stop10h 40m

San Juan Luis Munoz Marin Intl

Sat 4/25

3:30 pm-7:35 pm

Nonstop5h 05m

$399

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 1/22

2:00 pm-12:35 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-2:50 pm

2 stops10h 50m

$403

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Sat 1/10

5:45 am-2:20 pm

1 stop6h 35m

Punta Cana

Sat 1/17

4:50 pm-10:33 pm

1 stop7h 43m

$450

HoustonNassau

HOU - NAS

HOUNAS

Houston Hobby

Tue 5/26

10:05 am-3:54 pm

1 stop4h 49m

Nassau Intl

Tue 6/2

5:08 pm-9:38 pm

1 stop5h 30m

$545

HoustonOranjestad

HOU - AUA

HOUAUA

Houston Hobby

Sat 1/17

5:04 pm-12:30 pm

1 stop17h 26m

Oranjestad Reina Beatrix

Sat 1/24

1:45 pm-10:33 pm

1 stop10h 48m

$680

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Houston Hobby Airport 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 Houston Hobby Airport, with most prices found around $276. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Houston Hobby Airport averaging around $306.

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

The cheapest day to depart from Houston Hobby Airport to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets for as low as $566. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $590. 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 at noon. momondo users have found flights departing from Houston Hobby Airport to Caribbean Islands at noon for as low as $255. 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 evening because they tend to be around $504. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston Hobby to Caribbean Islands flight route?

Fly from Houston Hobby to Punta Cana for the best Houston Hobby - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $355 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Houston Hobby Airport for as low as $275 on momondo.

What cabin class options are available on Houston Hobby to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Houston Hobby to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Houston Hobby Airport to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Houston Hobby Airport to Caribbean Islands.

Cheap Houston Hobby Airport to Caribbean Islands flight deals and tips

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

Fastest flight time

2h 51m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Caribbean Islands

99 airports
The fastest flight from Houston Hobby Airport to Caribbean Islands takes 2h 51m
Direct flights go from Houston Hobby Airport to Caribbean Islands on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. From Houston Hobby Airport there are direct flights to Montego Bay Sangster Intl (MBJ), San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

  • When did momondo last update prices for flights from Houston Hobby Airport to Caribbean Islands?

    Prices for flights from Houston Hobby Airport to Caribbean Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Houston Hobby Airport to Caribbean Islands?

  • How old do you have to be to fly from Houston Hobby Airport to Caribbean Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston Hobby 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 Houston Hobby Airport to Caribbean Islands?

Best airlines flying from Houston Hobby Airport to Caribbean Islands

Compare and see reviews for airlines that fly from Houston Hobby Airport to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $108Free CancellationRating
7.9
8,008 reviews
Search Delta flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
FrontierPriceFrom $148Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
American AirlinesPriceFrom $170Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
United AirlinesPriceFrom $223Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Houston.

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

All flight searches from Houston to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Houston and Caribbean Islands 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 Houston to Caribbean Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Houston to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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