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Cheap flights from Houston Hobby Airport to Caribbean from $98

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 10/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Houston Hobby Airport to Caribbean

Cheap round-trip flights

Delta Logo
10:13 am - 9:59 pmHOU-SJU
10h 46m1 stop
Delta Logo
7:15 am - 1:28 pmSJU-HOU
7h 13m1 stop
$215Delta
Find Deal
Tue, Oct 21 - Wed, Oct 29
American Airlines Logo
8:32 pm - 2:15 pmHOU-SJU
16h 43m1 stop
American Airlines Logo
3:05 pm - 8:29 amSJU-HOU
18h 24m1 stop
$220American Airlines
Find Deal
Sun, Sep 28 - Sat, Oct 4
American Airlines Logo
6:00 am - 6:14 pmHOU-SJU
11h 14m2 stops
American Airlines Logo
3:05 pm - 8:31 amSJU-HOU
18h 26m1 stop
$260American Airlines
Find Deal
Tue, Sep 30 - Fri, Oct 3
Southwest Logo
10:10 am - 9:45 pmHOU-SJU
9h 35m1 stop
Southwest Logo
8:50 am - 5:15 pmSJU-HOU
10h 25m2 stops
$295Southwest
Find Deal
Sun, Nov 2 - Sat, Nov 8
Southwest Logo
6:30 am - 4:10 pmHOU-SJU
8h 40m1 stop
Southwest Logo
5:50 am - 7:55 pmSJU-HOU
15h 05m1 stop
$300Southwest
Find Deal
Sun, Sep 28 - Thu, Oct 2
Delta Logo
10:13 am - 9:59 pmHOU-SJU
10h 46m1 stop
Delta Logo
7:15 am - 5:48 pmSJU-HOU
11h 33m1 stop
$305Delta
Find Deal
Wed, Oct 22 - Sat, Oct 25
American Airlines Logo
8:20 pm - 6:10 amHOU-SJU
7h 50m1 stop
American Airlines Logo
7:15 am - 5:54 pmSJU-HOU
12h 39m1 stop
$320American Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
American Airlines Logo
8:32 pm - 2:20 pmHOU-SJU
16h 48m1 stop
American Airlines Logo
3:34 pm - 8:29 amSJU-HOU
17h 55m1 stop
$325American Airlines
Find Deal
Sun, Oct 5 - Wed, Oct 8
American Airlines Logo
8:32 pm - 2:15 pmHOU-SJU
16h 43m1 stop
American Airlines Logo
6:10 am - 3:59 pmSJU-HOU
10h 49m2 stops
$340American Airlines
Find Deal
Sun, Sep 28 - Thu, Oct 2
Southwest Logo
10:10 am - 9:45 pmHOU-SJU
9h 35m1 stop
Southwest Logo
4:20 pm - 7:30 pmSJU-HOU
5h 10mnonstop
$381Southwest
Find Deal
Sun, Nov 2 - Sat, Nov 8

American Airlines flights from Houston Hobby Airport to Caribbean

Our best American Airlines deals on Houston Hobby Airport to Caribbean flight tickets
American Airlines
Sep 22
HOU6:00 amHouston Hobby
11h 15m
2 stops
SJU6:15 pmSan Juan Luis Munoz Marin Intl
Sep 26
SJU3:05 pmSan Juan Luis Munoz Marin Intl
18h 26m
1 stop
HOU8:31 amHouston Hobby
$195
Find similar
American Airlines
Sep 22
HOU6:00 amHouston Hobby
11h 15m
2 stops
SJU6:15 pmSan Juan Luis Munoz Marin Intl
Sep 26
SJU3:05 pmSan Juan Luis Munoz Marin Intl
18h 26m
1 stop
HOU8:31 amHouston Hobby
$215
Find similar
American Airlines
Sep 28
HOU8:32 pmHouston Hobby
16h 43m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Oct 4
SJU3:05 pmSan Juan Luis Munoz Marin Intl
18h 24m
1 stop
HOU8:29 amHouston Hobby
$220
Find similar

Southwest flights from Houston Hobby Airport to Caribbean

Our best Southwest deals on Houston Hobby Airport to Caribbean flight tickets
Southwest
Nov 2
HOU10:10 amHouston Hobby
9h 35m
1 stop
SJU9:45 pmSan Juan Luis Munoz Marin Intl
Nov 8
SJU8:50 amSan Juan Luis Munoz Marin Intl
10h 25m
2 stops
HOU5:15 pmHouston Hobby
$295
Find similar
Southwest
Sep 28
HOU6:30 amHouston Hobby
8h 40m
1 stop
SJU4:10 pmSan Juan Luis Munoz Marin Intl
Oct 2
SJU5:50 amSan Juan Luis Munoz Marin Intl
15h 05m
1 stop
HOU7:55 pmHouston Hobby
$300
Find similar
Southwest
Sep 25
HOU4:55 pmHouston Hobby
5h 55m
1 stop
SJU11:50 pmSan Juan Luis Munoz Marin Intl
Oct 1
SJU11:50 amSan Juan Luis Munoz Marin Intl
9h 05m
2 stops
HOU7:55 pmHouston Hobby
$340
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 September 17, 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

Tue 10/21

10:13 am-9:59 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:15 am-1:28 pm

1 stop7h 13m

$215

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 9/28

8:32 pm-2:15 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

Sat 10/4

3:05 pm-8:29 am

1 stop18h 24m

$220

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 9/30

6:00 am-6:14 pm

2 stops11h 14m

San Juan Luis Munoz Marin Intl

Fri 10/3

3:05 pm-8:31 am

1 stop18h 26m

$260

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 11/2

10:10 am-9:45 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Sat 11/8

8:50 am-5:15 pm

2 stops10h 25m

$295

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 9/28

6:30 am-4:10 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Thu 10/2

5:50 am-7:55 pm

1 stop15h 05m

$300

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 10/22

10:13 am-9:59 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Sat 10/25

7:15 am-5:48 pm

1 stop11h 33m

$305

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 11/2

8:20 pm-6:10 am

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sat 11/8

7:15 am-5:54 pm

1 stop12h 39m

$320

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 10/5

8:32 pm-2:20 pm

1 stop16h 48m

San Juan Luis Munoz Marin Intl

Wed 10/8

3:34 pm-8:29 am

1 stop17h 55m

$325

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 9/28

8:32 pm-2:15 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

Thu 10/2

6:10 am-3:59 pm

2 stops10h 49m

$340

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 11/2

10:10 am-9:45 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Sat 11/8

4:20 pm-7:30 pm

Nonstop5h 10m

$381

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, October 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 $280. If you don’t want to visit Caribbean in October, then you should wait until January to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $289.

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 $247. 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 $503.

What is the cheapest Houston Hobby to Caribbean flight route?

Fly from Houston Hobby to Montego Bay Sangster Intl 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 $342 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 $269 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 60% 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

Fastest flight time

3h 00m

Direct flights

Mon and Sun

Airports in Caribbean

3 airports
The fastest flight from Houston Hobby Airport to Caribbean takes 3h 00m
Direct flights go from Houston Hobby Airport to Caribbean on Monday and Sunday. There are no airlines offering direct flights.
There are 3 airports near Caribbean: Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU)
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  • 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
7,961 reviews
Search Delta flights
Spirit AirlinesPriceFrom $120Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
FrontierPriceFrom $130Free CancellationRating
5.8
3,173 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $175Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
8,926 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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Popular flights according to clicks in the last 7 days on momondo
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