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Cheap flights from Houston Hobby Airport to Caribbean from $168

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 10/19. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Houston Hobby Airport to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 4:49 pm
HOU
-
SJU
9h 49m
1 stop
Delta Logo
7:00 am - 4:30 pm
SJU
-
HOU
10h 30m
1 stop
$376Delta
Sa, Sep 26 - Di, Sep 29
American Airlines Logo
8:24 pm - 3:23 pm
HOU
-
SJU
17h 59m
1 stop
American Airlines Logo
6:00 am - 1:31 pm
SJU
-
HOU
8h 31m
1 stop
$381American Airlines
Mi, Okt 7 - Sa, Okt 10
Delta Logo
11:08 am - 10:19 pm
HOU
-
SJU
10h 11m
1 stop
Delta Logo
2:59 pm - 10:39 pm
SJU
-
HOU
8h 40m
1 stop
$386Delta
Sa, Sep 26 - Mi, Sep 30
Southwest Logo
10:00 am - 10:50 pm
HOU
-
SJU
11h 50m
2 stops
Southwest Logo
5:30 am - 5:45 pm
SJU
-
HOU
13h 15m
1 stop
$388Southwest
Do, Aug 27 - Mo, Aug 31
Southwest Logo
5:25 am - 12:35 pm
HOU
-
GCM
6h 10m
1 stop
Southwest Logo
1:30 pm - 8:05 pm
GCM
-
HOU
7h 35m
1 stop
$391Southwest
Mo, Nov 16 - Fr, Nov 20
American Airlines Logo
8:24 pm - 3:23 pm
HOU
-
SJU
17h 59m
1 stop
American Airlines Logo
6:00 am - 4:36 pm
SJU
-
HOU
11h 36m
1 stop
$391American Airlines
Mi, Okt 7 - Sa, Okt 10
Southwest Logo
10:40 am - 9:55 pm
HOU
-
SJU
10h 15m
2 stops
Southwest Logo
5:05 am - 1:45 pm
SJU
-
HOU
9h 40m
2 stops
$396Southwest
Sa, Aug 15 - Sa, Aug 22
Southwest Logo
8:40 pm - 12:35 pm
HOU
-
GCM
14h 55m
2 stops
Southwest Logo
1:30 pm - 11:15 pm
GCM
-
HOU
10h 45m
2 stops
$396Southwest
Mo, Nov 16 - Fr, Nov 20
American Airlines Logo
6:04 am - 2:45 pm
HOU
-
SJU
7h 41m
1 stop
American Airlines Logo
6:20 am - 4:36 pm
SJU
-
HOU
11h 16m
2 stops
$400American Airlines
Fr, Okt 2 - Di, Okt 6
Southwest Logo
10:30 am - 11:50 pm
HOU
-
SJU
12h 20m
2 stops
Southwest Logo
11:50 am - 8:05 pm
SJU
-
HOU
9h 15m
2 stops
$401Southwest
So, Aug 16 - Di, Aug 25

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Delta flights from Houston Hobby Airport to Caribbean

Our best Delta deals on Houston Hobby Airport to Caribbean flight tickets
Delta
Sep 26
HOU6:00 amHouston Hobby
9h 49m
1 stop
SJU4:49 pmSan Juan Luis Munoz Marin Intl
Sep 29
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 30m
1 stop
HOU4:30 pmHouston Hobby
$376
Delta
Sep 26
HOU11:08 amHouston Hobby
10h 11m
1 stop
SJU10:19 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU2:59 pmSan Juan Luis Munoz Marin Intl
8h 40m
1 stop
HOU10:39 pmHouston Hobby
$386
Delta
Sep 7
HOU6:00 amHouston Hobby
6h 53m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Sep 11
SXM3:18 pmSimpson Bay Princess Juliana
8h 21m
1 stop
HOU10:39 pmHouston Hobby
$455

American Airlines flights from Houston Hobby Airport to Caribbean

Our best American Airlines deals on Houston Hobby Airport to Caribbean flight tickets
American Airlines
Oct 7
HOU8:24 pmHouston Hobby
17h 59m
1 stop
SJU3:23 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 31m
1 stop
HOU1:31 pmHouston Hobby
$381
American Airlines
Oct 7
HOU8:24 pmHouston Hobby
17h 59m
1 stop
SJU3:23 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
11h 36m
1 stop
HOU4:36 pmHouston Hobby
$391
American Airlines
Oct 2
HOU6:04 amHouston Hobby
7h 41m
1 stop
SJU2:45 pmSan Juan Luis Munoz Marin Intl
Oct 6
SJU6:20 amSan Juan Luis Munoz Marin Intl
11h 16m
2 stops
HOU4:36 pmHouston Hobby
$400

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 Juli 23, 2026.
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

Cheapest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sa 9/26

6:00 am-4:49 pm

1 stop9h 49m

San Juan Luis Munoz Marin Intl

Di 9/29

7:00 am-4:30 pm

1 stop10h 30m

$376

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mi 10/7

8:24 pm-3:23 pm

1 stop17h 59m

San Juan Luis Munoz Marin Intl

Sa 10/10

6:00 am-1:31 pm

1 stop8h 31m

$381

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sa 9/26

11:08 am-10:19 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Mi 9/30

2:59 pm-10:39 pm

1 stop8h 40m

$386

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Do 8/27

10:00 am-10:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Mo 8/31

5:30 am-5:45 pm

1 stop13h 15m

$388
Quickest round-trip

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Mo 11/16

5:25 am-12:35 pm

1 stop6h 10m

George Town Owen Roberts Intl

Fr 11/20

1:30 pm-8:05 pm

1 stop7h 35m

$391

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mi 10/7

8:24 pm-3:23 pm

1 stop17h 59m

San Juan Luis Munoz Marin Intl

Sa 10/10

6:00 am-4:36 pm

1 stop11h 36m

$391

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sa 8/15

10:40 am-9:55 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Sa 8/22

5:05 am-1:45 pm

2 stops9h 40m

$396

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Mo 11/16

8:40 pm-12:35 pm

2 stops14h 55m

George Town Owen Roberts Intl

Fr 11/20

1:30 pm-11:15 pm

2 stops10h 45m

$396

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fr 10/2

6:04 am-2:45 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Di 10/6

6:20 am-4:36 pm

2 stops11h 16m

$400

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

So 8/16

10:30 am-11:50 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Di 8/25

11:50 am-8:05 pm

2 stops9h 15m

$401

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 $460. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $465.

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 Thursday when prices can be found for as low as $506. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $752. 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 Houston Hobby Airport to Caribbean when you can find flight prices for as low as $575. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $588.

What is the cheapest Houston Hobby to Caribbean flight route?

Fly from Houston Hobby to San Juan Luis Munoz Marin Intl for the best Houston Hobby - Caribbean flight prices

How far in advance should I book a flight from Houston Hobby Airport 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 $438 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 $385 on momondo.

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

There is only 1 cabin class available to choose from on Houston Hobby Airport 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 18% 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

$314

Fastest flight time

2h 51m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Caribbean

195 airports
The best one-way flight to Caribbean from Houston Hobby Airport in the past 72 hours is $314. The best round-trip flight deal from Houston Hobby Airport to Caribbean found on momondo in the last 72 hours is $596.
The fastest flight from Houston Hobby Airport to Caribbean takes 2h 51m
Direct flights go from Houston Hobby Airport to Caribbean on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.
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

Frequently asked questions about flying from Houston Hobby Airport to Caribbean

  • 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
7.8
8,479 reviews
Search Delta flights
FrontierPriceFrom $176Free CancellationRating
5.6
2,770 reviews
Search Frontier flights
American AirlinesPriceFrom $200Free CancellationRating
7.1
11,832 reviews
Search American Airlines flights
AviancaPriceFrom $222Free CancellationRating
6.5
2,522 reviews
Search Avianca flights
JetBluePriceFrom $244Free CancellationRating
7.1
3,019 reviews
Search JetBlue flights
United AirlinesPriceFrom $306Free CancellationRating
7.4
10,022 reviews
Search United Airlines flights
SouthwestPriceFrom $376Free CancellationRating
8.0
4,240 reviews
Search Southwest 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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