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Cheap flights from Houston Hobby Airport to Caribbean from $170

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 4/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
Southwest Logo
10:20 am - 11:40 pm
HOU
-
SJU
12h 20m
2 stops
Southwest Logo
5:35 am - 2:00 pm
SJU
-
HOU
9h 25m
2 stops
$364Southwest
Mon, May 18 - Wed, May 20
Delta Logo
1:31 pm - 11:12 pm
HOU
-
SJU
8h 41m
1 stop
Delta Logo
6:15 am - 4:28 pm
SJU
-
HOU
11h 13m
1 stop
$369Delta
Thu, Apr 16 - Wed, Apr 22
American Airlines Logo
8:21 pm - 4:32 am
HOU
-
SJU
7h 11m
1 stop
American Airlines Logo
11:59 pm - 12:12 pm
SJU
-
HOU
13h 13m
1 stop
$372American Airlines
Wed, Apr 29 - Mon, May 4
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
Southwest Logo
6:50 am - 10:50 pm
SJU
-
HOU
17h 00m
2 stops
$380Southwest
Sat, May 2 - Thu, May 7
Southwest Logo
10:20 am - 11:40 pm
HOU
-
SJU
12h 20m
2 stops
Southwest Logo
12:50 pm - 9:50 pm
SJU
-
HOU
10h 00m
1 stop
$382Southwest
Thu, May 7 - Sun, May 10
Southwest Logo
7:45 pm - 8:55 am
HOU
-
SJU
12h 10m
1 stop
Southwest Logo
12:50 pm - 9:50 pm
SJU
-
HOU
10h 00m
1 stop
$384Southwest
Fri, May 15 - Sun, May 17
American Airlines Logo
6:01 am - 1:10 pm
HOU
-
MBJ
7h 09m
1 stop
American Airlines Logo
12:47 pm - 11:59 pm
MBJ
-
HOU
11h 12m
1 stop
$388American Airlines
Sat, May 16 - Thu, May 21
American Airlines Logo
8:21 pm - 1:10 pm
HOU
-
MBJ
16h 49m
1 stop
American Airlines Logo
4:37 pm - 9:26 am
MBJ
-
HOU
16h 49m
2 stops
$393American Airlines
Fri, Apr 10 - Tue, Apr 14
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
$395American Airlines
Fri, May 1 - Fri, May 8
Delta Logo
6:00 am - 11:29 am
HOU
-
MBJ
5h 29m
1 stop
Delta Logo
2:40 pm - 11:08 pm
MBJ
-
HOU
8h 28m
1 stop
$408Delta
Sun, May 3 - Fri, May 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
Apr 29
HOU8:21 pmHouston Hobby
7h 11m
1 stop
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 4
SJU11:59 pmSan Juan Luis Munoz Marin Intl
13h 13m
1 stop
HOU12:12 pmHouston Hobby
$372
American Airlines
May 16
HOU6:01 amHouston Hobby
7h 09m
1 stop
MBJ1:10 pmMontego Bay Sangster Intl
May 21
MBJ12:47 pmMontego Bay Sangster Intl
11h 12m
1 stop
HOU11:59 pmHouston Hobby
$388
American Airlines
Apr 10
HOU8:21 pmHouston Hobby
16h 49m
1 stop
MBJ1:10 pmMontego Bay Sangster Intl
Apr 14
MBJ4:37 pmMontego Bay Sangster Intl
16h 49m
2 stops
HOU9:26 amHouston Hobby
$393

Southwest flights from Houston Hobby Airport to Caribbean

Our best Southwest deals on Houston Hobby Airport to Caribbean flight tickets
Southwest
May 18
HOU10:20 amHouston Hobby
12h 20m
2 stops
SJU11:40 pmSan Juan Luis Munoz Marin Intl
May 20
SJU5:35 amSan Juan Luis Munoz Marin Intl
9h 25m
2 stops
HOU2:00 pmHouston Hobby
$364
Southwest
May 2
HOU10:25 amHouston Hobby
4h 10m
SJU3:35 pmSan Juan Luis Munoz Marin Intl
May 7
SJU6:50 amSan Juan Luis Munoz Marin Intl
17h 00m
2 stops
HOU10:50 pmHouston Hobby
$380
Southwest
May 7
HOU10:20 amHouston Hobby
12h 20m
2 stops
SJU11:40 pmSan Juan Luis Munoz Marin Intl
May 10
SJU12:50 pmSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
HOU9:50 pmHouston Hobby
$382

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 February 20, 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

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 5/18

10:20 am-11:40 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Wed 5/20

5:35 am-2:00 pm

2 stops9h 25m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 4/16

1:31 pm-11:12 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Wed 4/22

6:15 am-4:28 pm

1 stop11h 13m

$369

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 4/29

8:21 pm-4:32 am

1 stop7h 11m

San Juan Luis Munoz Marin Intl

Mon 5/4

11:59 pm-12:12 pm

1 stop13h 13m

$372

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 5/2

10:25 am-3:35 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:50 am-10:50 pm

2 stops17h 00m

$380

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 5/7

10:20 am-11:40 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Sun 5/10

12:50 pm-9:50 pm

1 stop10h 00m

$382

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/15

7:45 pm-8:55 am

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Sun 5/17

12:50 pm-9:50 pm

1 stop10h 00m

$384

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 5/16

6:01 am-1:10 pm

1 stop7h 09m

Montego Bay Sangster Intl

Thu 5/21

12:47 pm-11:59 pm

1 stop11h 12m

$388

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Fri 4/10

8:21 pm-1:10 pm

1 stop16h 49m

Montego Bay Sangster Intl

Tue 4/14

4:37 pm-9:26 am

2 stops16h 49m

$393

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

8:21 pm-4:32 am

1 stop7h 11m

San Juan Luis Munoz Marin Intl

Fri 5/8

11:59 pm-9:26 am

1 stop10h 27m

$395

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sun 5/3

6:00 am-11:29 am

1 stop5h 29m

Montego Bay Sangster Intl

Fri 5/8

2:40 pm-11:08 pm

1 stop8h 28m

$408

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 $278. If you don’t want to visit Caribbean in April, then you should wait until October to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $327.

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 $500. 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 $245. 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 $489.

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 $371 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 $282 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 10% 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

$465

Fastest flight time

2h 50m

Direct flights

Every day

Airports in Caribbean

195 airports
The best flight deal from Houston Hobby Airport to Caribbean found on momondo in the last 72 hours is $465
The fastest flight from Houston Hobby Airport to Caribbean takes 2h 50m
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

  • 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 $103Free CancellationRating
6.3
8,478 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,215 reviews
Search Delta flights
FrontierPriceFrom $134Free CancellationRating
5.7
3,046 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,295 reviews
Search Southwest flights
American AirlinesPriceFrom $170Free CancellationRating
7.2
11,321 reviews
Search American Airlines flights
United AirlinesPriceFrom $193Free CancellationRating
7.4
9,325 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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