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Cheap flights from Houston Hobby Airport to Caribbean from $192

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 7/12. 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.
Delta Logo
1:31 pm - 11:13 pm
HOU
-
SJU
8h 42m
1 stop
Delta Logo
1:14 pm - 10:26 pm
SJU
-
HOU
10h 12m
1 stop
$426Delta
mar., may. 5 - sáb., may. 9
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
Southwest Logo
2:00 pm - 11:30 pm
SJU
-
HOU
10h 30m
1 stop
$442Southwest
sáb., may. 9 - jue., may. 14
Southwest Logo
2:45 pm - 11:25 pm
HOU
-
SJU
7h 40m
1 stop
Southwest Logo
5:35 am - 1:55 pm
SJU
-
HOU
9h 20m
2 stops
$446Southwest
vie., may. 8 - dom., may. 10
Delta Logo
6:00 am - 1:38 pm
HOU
-
SJU
6h 38m
1 stop
Delta Logo
1:14 pm - 10:26 pm
SJU
-
HOU
10h 12m
1 stop
$456Delta
sáb., may. 16 - sáb., may. 23
Southwest Logo
7:00 pm - 12:25 am
HOU
-
SJU
4h 25mnonstop
Southwest Logo
10:20 pm - 7:45 am
SJU
-
HOU
10h 25m
1 stop
$462Southwest
vie., jun. 5 - vie., jun. 12
Southwest Logo
10:25 am - 9:05 pm
HOU
-
SJU
9h 40m
2 stops
Southwest Logo
6:00 am - 9:35 am
SJU
-
HOU
4h 35mnonstop
$466Southwest
mar., jun. 2 - vie., jun. 5
American Airlines Logo
8:21 pm - 4:32 am
HOU
-
SJU
7h 11m
1 stop
American Airlines Logo
11:59 pm - 9:26 am
SJU
-
HOU
10h 27m
1 stop
$469American Airlines
dom., may. 3 - sáb., may. 16
American Airlines Logo
5:41 am - 4:13 pm
HOU
-
MBJ
10h 32m
1 stop
American Airlines Logo
12:47 pm - 7:51 pm
MBJ
-
HOU
7h 04m
1 stop
$470American Airlines
sáb., ago. 15 - mar., ago. 25
American Airlines Logo
6:14 pm - 11:42 am
HOU
-
MBJ
17h 28m
2 stops
American Airlines Logo
12:47 pm - 7:51 pm
MBJ
-
HOU
7h 04m
1 stop
$475American Airlines
sáb., ago. 15 - mar., ago. 25
American Airlines Logo
8:21 pm - 4:32 am
HOU
-
SJU
7h 11m
1 stop
American Airlines Logo
5:30 am - 6:09 pm
SJU
-
HOU
13h 39m
1 stop
$476American Airlines
dom., may. 17 - dom., may. 24

American Airlines flights from Houston Hobby Airport to Caribbean

Our best American Airlines deals on Houston Hobby Airport to Caribbean flight tickets
American Airlines
May 3
HOU8:21 pmHouston Hobby
7h 11m
1 stop
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 16
SJU11:59 pmSan Juan Luis Munoz Marin Intl
10h 27m
1 stop
HOU9:26 amHouston Hobby
$469
American Airlines
Aug 15
HOU5:41 amHouston Hobby
10h 32m
1 stop
MBJ4:13 pmMontego Bay Sangster Intl
Aug 25
MBJ12:47 pmMontego Bay Sangster Intl
7h 04m
1 stop
HOU7:51 pmHouston Hobby
$470
American Airlines
Aug 15
HOU6:14 pmHouston Hobby
17h 28m
2 stops
MBJ11:42 amMontego Bay Sangster Intl
Aug 25
MBJ12:47 pmMontego Bay Sangster Intl
7h 04m
1 stop
HOU7:51 pmHouston Hobby
$475

Delta flights from Houston Hobby Airport to Caribbean

Our best Delta deals on Houston Hobby Airport to Caribbean flight tickets
Delta
May 5
HOU1:31 pmHouston Hobby
8h 42m
1 stop
SJU11:13 pmSan Juan Luis Munoz Marin Intl
May 9
SJU1:14 pmSan Juan Luis Munoz Marin Intl
10h 12m
1 stop
HOU10:26 pmHouston Hobby
$426
Delta
May 16
HOU6:00 amHouston Hobby
6h 38m
1 stop
SJU1:38 pmSan Juan Luis Munoz Marin Intl
May 23
SJU1:14 pmSan Juan Luis Munoz Marin Intl
10h 12m
1 stop
HOU10:26 pmHouston Hobby
$456
Delta
Jun 4
HOU1:06 pmHouston Hobby
8h 11m
1 stop
SJU10:17 pmSan Juan Luis Munoz Marin Intl
Jun 11
SJU12:54 pmSan Juan Luis Munoz Marin Intl
9h 59m
1 stop
HOU9:53 pmHouston Hobby
$489

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 abril 17, 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

mar. 5/5

1:31 pm-11:13 pm

1 stop8h 42m

San Juan Luis Munoz Marin Intl

sáb. 5/9

1:14 pm-10:26 pm

1 stop10h 12m

$426

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

sáb. 5/9

10:25 am-3:35 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

jue. 5/14

2:00 pm-11:30 pm

1 stop10h 30m

$442

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

vie. 5/8

2:45 pm-11:25 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

dom. 5/10

5:35 am-1:55 pm

2 stops9h 20m

$446

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

sáb. 5/16

6:00 am-1:38 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

sáb. 5/23

1:14 pm-10:26 pm

1 stop10h 12m

$456

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

vie. 6/5

7:00 pm-12:25 am

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

vie. 6/12

10:20 pm-7:45 am

1 stop10h 25m

$462
Quickest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 6/2

10:25 am-9:05 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

vie. 6/5

6:00 am-9:35 am

Nonstop4h 35m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

dom. 5/3

8:21 pm-4:32 am

1 stop7h 11m

San Juan Luis Munoz Marin Intl

sáb. 5/16

11:59 pm-9:26 am

1 stop10h 27m

$469

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

sáb. 8/15

5:41 am-4:13 pm

1 stop10h 32m

Montego Bay Sangster Intl

mar. 8/25

12:47 pm-7:51 pm

1 stop7h 04m

$470

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

sáb. 8/15

6:14 pm-11:42 am

2 stops17h 28m

Montego Bay Sangster Intl

mar. 8/25

12:47 pm-7:51 pm

1 stop7h 04m

$475

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

dom. 5/17

8:21 pm-4:32 am

1 stop7h 11m

San Juan Luis Munoz Marin Intl

dom. 5/24

5:30 am-6:09 pm

1 stop13h 39m

$476

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 $310. If you don’t want to visit Caribbean in October, then you should wait until August to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $346.

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 Sunday when prices can be found for as low as $506. 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 $311. 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 $521.

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 $390 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 $307 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?

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

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

$228

Fastest flight time

2h 54m

Direct flights

Every day

Airports in Caribbean

195 airports
The best one-way flight to Caribbean from Houston Hobby Airport in the past 72 hours is $228. The best round-trip flight deal from Houston Hobby Airport to Caribbean found on momondo in the last 72 hours is $462.
The fastest flight from Houston Hobby Airport to Caribbean takes 2h 54m
Direct flights go from Houston Hobby Airport to Caribbean every day.
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
Spirit AirlinesPriceFrom $107Free CancellationRating
6.3
8,621 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,421 reviews
Search Delta flights
FrontierPriceFrom $147Free CancellationRating
5.7
2,987 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
American AirlinesPriceFrom $165Free CancellationRating
7.1
11,599 reviews
Search American Airlines flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
9,604 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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1 adult
dom. 5/17
dom. 5/24
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Find better results for your trip to Caribbean

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