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Cheap flights from Houston Hobby Airport to Caribbean from $158

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 departing on 1/1. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:35 am - 10:26 pm
HOU
-
SJU
9h 51m1 stop
American Airlines Logo
7:07 am - 4:12 pm
SJU
-
HOU
11h 05m1 stop
$385American Airlines
Wed, Jan 28 - Tue, Feb 3
American Airlines Logo
10:35 am - 9:31 pm
HOU
-
STX
8h 56m2 stops
American Airlines Logo
8:30 am - 10:46 pm
STX
-
HOU
16h 16m2 stops
$387American Airlines
Tue, Jan 13 - Thu, Jan 29
American Airlines Logo
10:35 am - 10:26 pm
HOU
-
SJU
9h 51m1 stop
American Airlines Logo
7:07 am - 4:12 pm
SJU
-
HOU
11h 05m1 stop
$392American Airlines
Tue, Jan 13 - Sat, Jan 17
American Airlines Logo
6:00 am - 10:26 pm
HOU
-
SJU
14h 26m1 stop
American Airlines Logo
3:54 pm - 10:46 pm
SJU
-
HOU
8h 52m1 stop
$393American Airlines
Thu, Jan 29 - Wed, Feb 4
Southwest Logo
1:35 pm - 12:35 am
HOU
-
SJU
9h 00m2 stops
Southwest Logo
6:00 am - 2:30 pm
SJU
-
HOU
10h 30m2 stops
$395Southwest
Thu, Jan 29 - Sat, Feb 7
Southwest Logo
3:00 pm - 12:10 am
HOU
-
SJU
7h 10m1 stop
Southwest Logo
5:40 am - 2:50 pm
SJU
-
HOU
11h 10m2 stops
$403Southwest
Sat, Jan 24 - Thu, Jan 29
Southwest Logo
1:35 pm - 12:35 am
HOU
-
SJU
9h 00m2 stops
Southwest Logo
6:40 am - 2:00 pm
SJU
-
HOU
8h 20m1 stop
$405Southwest
Wed, Mar 4 - Wed, Mar 11
Delta Logo
5:45 am - 4:51 pm
HOU
-
PUJ
9h 06m1 stop
Delta Logo
3:45 pm - 10:33 pm
PUJ
-
HOU
8h 48m1 stop
$450Delta
Sat, Jan 17 - Sat, Jan 24
Delta Logo
5:45 am - 2:33 pm
HOU
-
STX
6h 48m1 stop
Delta Logo
3:33 pm - 10:33 pm
STX
-
HOU
9h 00m1 stop
$459Delta
Sat, Jan 31 - Fri, Feb 6
Delta Logo
5:25 am - 3:04 pm
HOU
-
STT
7h 39m1 stop
Delta Logo
3:00 pm - 10:42 pm
STT
-
HOU
8h 42m1 stop
$544Delta
Tue, Mar 3 - Tue, Mar 10

Delta flights from Houston Hobby Airport to Caribbean

Our best Delta deals on Houston Hobby Airport to Caribbean flight tickets
Delta
Jan 17
HOU5:45 amHouston Hobby
9h 06m
1 stop
PUJ4:51 pmPunta Cana
Jan 24
PUJ3:45 pmPunta Cana
8h 48m
1 stop
HOU10:33 pmHouston Hobby
$450
Find similar
Delta
Jan 5
HOU5:45 amHouston Hobby
9h 32m
1 stop
SJU5:17 pmSan Juan Luis Munoz Marin Intl
Apr 17
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 10m
1 stop
HOU4:25 pmHouston Hobby
$473
Find similar
Delta
Jan 26
HOU5:45 amHouston Hobby
9h 32m
1 stop
SJU5:17 pmSan Juan Luis Munoz Marin Intl
Feb 2
SJU3:55 pmSan Juan Luis Munoz Marin Intl
8h 38m
1 stop
HOU10:33 pmHouston Hobby
$534
Find similar

American Airlines flights from Houston Hobby Airport to Caribbean

Our best American Airlines deals on Houston Hobby Airport to Caribbean flight tickets
American Airlines
Jan 28
HOU10:35 amHouston Hobby
9h 51m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Feb 3
SJU7:07 amSan Juan Luis Munoz Marin Intl
11h 05m
1 stop
HOU4:12 pmHouston Hobby
$385
Find similar
American Airlines
Jan 14
HOU6:00 amHouston Hobby
13h 31m
2 stops
STX9:31 pmChristiansted Henry Rohlsen
Jan 21
STX8:30 amChristiansted Henry Rohlsen
16h 16m
2 stops
HOU10:46 pmHouston Hobby
$387
Find similar
American Airlines
Jan 13
HOU10:35 amHouston Hobby
9h 51m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU7:07 amSan Juan Luis Munoz Marin Intl
11h 05m
1 stop
HOU4:12 pmHouston Hobby
$392
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Houston Hobby Airport to Caribbean 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 22, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 1/28

10:35 am-10:26 pm

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:07 am-4:12 pm

1 stop11h 05m

$385

HoustonChristiansted

HOU - STX

HOUSTX

Houston Hobby

Tue 1/13

10:35 am-9:31 pm

2 stops8h 56m

Christiansted Henry Rohlsen

Thu 1/29

8:30 am-10:46 pm

2 stops16h 16m

$387

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 1/13

10:35 am-10:26 pm

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Sat 1/17

7:07 am-4:12 pm

1 stop11h 05m

$392

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 1/29

6:00 am-10:26 pm

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Wed 2/4

3:54 pm-10:46 pm

1 stop8h 52m

$393

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 1/29

1:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-2:30 pm

2 stops10h 30m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 1/24

3:00 pm-12:10 am

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Thu 1/29

5:40 am-2:50 pm

2 stops11h 10m

$403

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 3/4

1:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:40 am-2:00 pm

1 stop8h 20m

$405

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Sat 1/17

5:45 am-4:51 pm

1 stop9h 06m

Punta Cana

Sat 1/24

3:45 pm-10:33 pm

1 stop8h 48m

$450

HoustonChristiansted

HOU - STX

HOUSTX

Houston Hobby

Sat 1/31

5:45 am-2:33 pm

1 stop6h 48m

Christiansted Henry Rohlsen

Fri 2/6

3:33 pm-10:33 pm

1 stop9h 00m

$459

HoustonSaint Thomas Island

HOU - STT

HOUSTT

Houston Hobby

Tue 3/3

5:25 am-3:04 pm

1 stop7h 39m

Saint Thomas Island Cyril E King

Tue 3/10

3:00 pm-10:42 pm

1 stop8h 42m

$544

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Houston Hobby Airport 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

What is the cheapest month to fly to Caribbean?

In general, April is the cheapest month to fly from Houston Hobby Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $277. If you don’t want to visit Caribbean in April, then you should wait until February to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $303.

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

The cheapest day to depart from Houston Hobby Airport to Caribbean is on a Saturday when prices can be found 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.

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

At noon is the cheapest time of day to fly from Houston Hobby Airport to Caribbean when you can find flight prices for as low as $255. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $505.

What is the cheapest Houston Hobby to Caribbean flight route?

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

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

You are more likely to see cheaper flights to Caribbean from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Houston Hobby Airport for as low as $276 on momondo.

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

There is only 1 cabin class available to choose from on Houston Hobby to Caribbean 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 flights?

You could potentially save up to 17% on your flight if you consider stops on a Houston Hobby Airport to Caribbean flight.

Cheap Houston Hobby Airport to Caribbean flight deals and tips

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

Best Price Found

$634

Fastest flight time

2h 51m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Caribbean

195 airports
The best flight deal from Houston Hobby Airport to Caribbean found on momondo in the last 72 hours is $634
The fastest flight from Houston Hobby Airport to Caribbean takes 2h 51m
Direct flights go from Houston Hobby Airport to Caribbean on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 195 airports in Caribbean. From Houston Hobby Airport there are direct flights to Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

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

    Prices for flights from Houston Hobby Airport to Caribbean refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Houston Hobby 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.

  • What is the most popular plane model from Houston Hobby Airport to Caribbean?

Best airlines flying from Houston Hobby Airport to Caribbean

Compare and see reviews for airlines that fly from Houston Hobby Airport to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $108Free CancellationRating
7.9
8,014 reviews
Search Delta flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,193 reviews
Search Spirit Airlines flights
FrontierPriceFrom $142Free CancellationRating
5.8
3,077 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
American AirlinesPriceFrom $170Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights
United AirlinesPriceFrom $223Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights

Why use momondo?

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

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 Houston to Caribbean for you.

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

Flights from Houston to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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 Houston to Caribbean.

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

Price alerts on flights to Caribbean from Houston 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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Find better results for your trip to Caribbean

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