Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Houston Hobby Airport to Caribbean Islands 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 Islands departing on 11/11. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Houston Hobby Airport to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
8:11 pm - 2:25 pmHOU-SJU
17h 14m1 stop
American Airlines Logo
7:00 am - 4:09 pmSJU-HOU
10h 09m2 stops
$280American Airlines
Find Deal
Mon, Oct 6 - Wed, Oct 8
Southwest Logo
5:55 pm - 12:50 amHOU-SJU
5h 55m1 stop
Southwest Logo
5:00 am - 2:10 pmSJU-HOU
10h 10m1 stop
$295Southwest
Find Deal
Sun, Oct 19 - Sat, Oct 25
American Airlines Logo
8:32 pm - 2:20 pmHOU-SJU
16h 48m1 stop
American Airlines Logo
7:00 am - 4:09 pmSJU-HOU
10h 09m2 stops
$325American Airlines
Find Deal
Sun, Oct 5 - Wed, Oct 8
Delta Logo
10:30 am - 8:30 pmHOU-SJU
8h 00m1 stop
Delta Logo
6:15 am - 12:21 pmSJU-HOU
8h 06m1 stop
$335Delta
Find Deal
Sun, Feb 8 - Thu, Feb 12
Southwest Logo
10:00 am - 4:40 pmHOU-SJU
5h 40m1 stop
Southwest Logo
5:50 am - 7:55 pmSJU-HOU
15h 05m1 stop
$340Southwest
Find Deal
Thu, Oct 23 - Thu, Oct 30
Delta Logo
6:00 am - 1:21 pmHOU-SJU
6h 21m1 stop
Delta Logo
7:15 am - 5:48 pmSJU-HOU
11h 33m1 stop
$355Delta
Find Deal
Tue, Oct 21 - Sat, Oct 25
American Airlines Logo
8:11 pm - 2:25 pmHOU-SJU
17h 14m1 stop
American Airlines Logo
3:10 pm - 10:02 pmSJU-HOU
7h 52m1 stop
$360American Airlines
Find Deal
Mon, Oct 6 - Thu, Oct 9
American Airlines Logo
8:32 pm - 2:20 pmHOU-SJU
16h 48m1 stop
American Airlines Logo
7:00 am - 4:09 pmSJU-HOU
10h 09m2 stops
$365American Airlines
Find Deal
Sun, Oct 5 - Wed, Oct 8
British Airways Logo
6:37 pm - 3:48 pmHOU-PUJ
19h 11m2 stops
British Airways Logo
5:30 pm - 11:40 amPUJ-HOU
20h 10m2 stops
$613British Airways
Find Deal
Sat, Nov 8 - Sat, Nov 15
British Airways Logo
12:13 pm - 4:46 pmHOU-PUJ
26h 33m1 stop
British Airways Logo
5:30 pm - 11:40 amPUJ-HOU
20h 10m2 stops
$617British Airways
Find Deal
Sat, Nov 8 - Sat, Nov 15

Southwest flights from Houston Hobby Airport to Caribbean Islands

Our best Southwest deals on Houston Hobby Airport to Caribbean Islands flight tickets
Southwest
Oct 19
HOU5:55 pmHouston Hobby
5h 55m
1 stop
SJU12:50 amSan Juan Luis Munoz Marin Intl
Oct 25
SJU5:00 amSan Juan Luis Munoz Marin Intl
10h 10m
1 stop
HOU2:10 pmHouston Hobby
$295
Find similar
Southwest
Oct 23
HOU10:00 amHouston Hobby
5h 40m
1 stop
SJU4:40 pmSan Juan Luis Munoz Marin Intl
Oct 30
SJU5:50 amSan Juan Luis Munoz Marin Intl
15h 05m
1 stop
HOU7:55 pmHouston Hobby
$340
Find similar
Southwest
Oct 23
HOU11:30 amHouston Hobby
11h 20m
2 stops
SJU11:50 pmSan Juan Luis Munoz Marin Intl
Oct 30
SJU5:50 amSan Juan Luis Munoz Marin Intl
11h 50m
2 stops
HOU4:40 pmHouston Hobby
$366
Find similar

American Airlines flights from Houston Hobby Airport to Caribbean Islands

Our best American Airlines deals on Houston Hobby Airport to Caribbean Islands flight tickets
American Airlines
Sep 28
HOU8:32 pmHouston Hobby
16h 43m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Oct 2
SJU1:37 pmSan Juan Luis Munoz Marin Intl
11h 11m
2 stops
HOU11:48 pmHouston Hobby
$260
Find similar
American Airlines
Oct 6
HOU8:11 pmHouston Hobby
17h 14m
1 stop
SJU2:25 pmSan Juan Luis Munoz Marin Intl
Oct 8
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 09m
2 stops
HOU4:09 pmHouston Hobby
$280
Find similar
American Airlines
Oct 1
HOU6:44 pmHouston Hobby
15h 27m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Oct 4
SJU3:05 pmSan Juan Luis Munoz Marin Intl
18h 24m
1 stop
HOU8:29 amHouston Hobby
$325
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Houston Hobby Airport to Caribbean Islands 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 24, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/6

8:11 pm-2:25 pm

1 stop17h 14m

San Juan Luis Munoz Marin Intl

Wed 10/8

7:00 am-4:09 pm

2 stops10h 09m

$280

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 10/19

5:55 pm-12:50 am

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:00 am-2:10 pm

1 stop10h 10m

$295

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

7:00 am-4:09 pm

2 stops10h 09m

$325

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/8

10:30 am-8:30 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:15 am-12:21 pm

1 stop8h 06m

$335

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 10/23

10:00 am-4:40 pm

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Thu 10/30

5:50 am-7:55 pm

1 stop15h 05m

$340

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 10/21

6:00 am-1:21 pm

1 stop6h 21m

San Juan Luis Munoz Marin Intl

Sat 10/25

7:15 am-5:48 pm

1 stop11h 33m

$355

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/6

8:11 pm-2:25 pm

1 stop17h 14m

San Juan Luis Munoz Marin Intl

Thu 10/9

3:10 pm-10:02 pm

1 stop7h 52m

$360

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

7:00 am-4:09 pm

2 stops10h 09m

$365

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Sat 11/8

6:37 pm-3:48 pm

2 stops19h 11m

Punta Cana

Sat 11/15

5:30 pm-11:40 am

2 stops20h 10m

$613

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Sat 11/8

12:13 pm-4:46 pm

1 stop26h 33m

Punta Cana

Sat 11/15

5:30 pm-11:40 am

2 stops20h 10m

$617

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Houston Hobby Airport to Caribbean Islands

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 Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Houston Hobby Airport, with most prices found around $285. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Houston Hobby Airport averaging around $289.

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

The cheapest day to depart from Houston Hobby Airport to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Houston Hobby Airport to Caribbean Islands at noon for as low as $248. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $503. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston Hobby to Caribbean Islands flight route?

Fly from Houston Hobby to Montego Bay Sangster Intl for the best Houston Hobby - Caribbean Islands flight prices

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

You are more likely to see cheaper flights to Caribbean Islands from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $343 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Houston Hobby Airport for as low as $269 on momondo.

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

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

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

Cheap Houston Hobby Airport to Caribbean Islands flight deals and tips

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

Fastest flight time

3h 00m

Direct flights

Mon, Tue, Fri and Sun

Airports in Caribbean Islands

3 airports
The fastest flight from Houston Hobby Airport to Caribbean Islands takes 3h 00m
Direct flights go from Houston Hobby Airport to Caribbean Islands on Monday, Tuesday, Friday and Sunday. There are no airlines offering direct flights.
There are 3 airports near Caribbean Islands: 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 Islands?

    Prices for flights from Houston Hobby Airport to Caribbean Islands are refreshed on a daily basis.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston Hobby Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Houston Hobby Airport to Caribbean Islands

Compare and see reviews for airlines that fly from Houston Hobby Airport to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $108Free CancellationRating
7.9
7,973 reviews
Search Delta flights
Spirit AirlinesPriceFrom $121Free CancellationRating
6.3
8,042 reviews
Search Spirit Airlines flights
FrontierPriceFrom $130Free CancellationRating
5.8
3,163 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $175Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $220Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Houston.

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

All flight searches from Houston to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Houston and Caribbean Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Houston to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/24
Fri 10/31
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $50
Flights to Londonfrom $328
Flights to Bangkokfrom $532
Flights to Tokyofrom $389
Flights to Los Angelesfrom $44
Flights to Parisfrom $336
Flights to Copenhagenfrom $362
Flights to Istanbulfrom $381
Flights to Manilafrom $523
Flights to Romefrom $317
Flights to Miamifrom $49
Flights to Chicagofrom $65