Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Houston Hobby Airport to Caribbean from $108

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 1/19. 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
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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
2:32 pm - 11:20 pmHOU-SJU
6h 48m1 stop
Delta Logo
3:32 pm - 10:48 pmSJU-HOU
9h 16m1 stop
$264Delta
Find Deal
Sun, Dec 7 - Wed, Dec 10
Delta Logo
11:09 am - 8:57 pmHOU-SJU
7h 48m1 stop
Delta Logo
6:15 am - 12:21 pmSJU-HOU
8h 06m1 stop
$265Delta
Find Deal
Mon, Feb 2 - Thu, Feb 12
Southwest Logo
5:30 pm - 10:25 amHOU-SJU
14h 55m2 stops
Southwest Logo
8:20 am - 2:40 pmSJU-HOU
8h 20m1 stop
$270Southwest
Find Deal
Sun, Dec 7 - Sat, Dec 13
American Airlines Logo
6:29 pm - 5:19 amHOU-SJU
8h 50m1 stop
American Airlines Logo
7:00 am - 8:18 pmSJU-HOU
15h 18m1 stop
$280American Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 10
American Airlines Logo
5:44 am - 5:52 pmHOU-SJU
10h 08m2 stops
American Airlines Logo
6:54 am - 5:59 pmSJU-HOU
13h 05m1 stop
$305American Airlines
Find Deal
Tue, Dec 9 - Sat, Dec 13
Southwest Logo
2:00 pm - 1:40 amHOU-SJU
9h 40m2 stops
Southwest Logo
6:40 am - 7:45 pmSJU-HOU
15h 05m2 stops
$315Southwest
Find Deal
Tue, Nov 25 - Tue, Dec 9
Southwest Logo
11:15 am - 11:20 pmHOU-SJU
10h 05m1 stop
Southwest Logo
5:45 am - 11:10 amSJU-HOU
7h 25m1 stop
$326Southwest
Find Deal
Thu, Dec 4 - Tue, Dec 9
Multiple Airlines Logo
8:20 pm - 2:15 pmHOU-SXM
39h 55m3 stops
Multiple Airlines Logo
11:30 am - 7:30 pmSXM-HOU
34h 00m3 stops
$829Multiple Airlines
Find Deal
Mon, Dec 29 - Sun, Jan 4
WestJet Logo
2:32 pm - 3:21 pmHOU-SXM
22h 49m2 stops
WestJet Logo
4:20 pm - 1:28 pmSXM-HOU
47h 08m2 stops
$3,709WestJet
Find Deal
Thu, Dec 4 - Wed, Dec 10
WestJet Logo
5:04 pm - 3:21 pmHOU-SXM
20h 17m2 stops
WestJet Logo
4:20 pm - 4:12 pmSXM-HOU
25h 52m2 stops
$3,804WestJet
Find Deal
Thu, Jan 22 - Mon, Jan 26

American Airlines flights from Houston Hobby Airport to Caribbean

Our best American Airlines deals on Houston Hobby Airport to Caribbean flight tickets
American Airlines
Dec 7
HOU6:29 pmHouston Hobby
8h 50m
1 stop
SJU5:19 amSan Juan Luis Munoz Marin Intl
Dec 10
SJU7:00 amSan Juan Luis Munoz Marin Intl
15h 18m
1 stop
HOU8:18 pmHouston Hobby
$280
Find similar
American Airlines
Dec 9
HOU5:44 amHouston Hobby
10h 08m
2 stops
SJU5:52 pmSan Juan Luis Munoz Marin Intl
Dec 13
SJU6:54 amSan Juan Luis Munoz Marin Intl
13h 05m
1 stop
HOU5:59 pmHouston Hobby
$305
Find similar
American Airlines
Dec 9
HOU5:44 amHouston Hobby
7h 00m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Dec 13
SJU6:54 amSan Juan Luis Munoz Marin Intl
15h 24m
1 stop
HOU8:18 pmHouston Hobby
$354
Find similar

Delta flights from Houston Hobby Airport to Caribbean

Our best Delta deals on Houston Hobby Airport to Caribbean flight tickets
Delta
Dec 7
HOU2:32 pmHouston Hobby
6h 48m
1 stop
SJU11:20 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU3:32 pmSan Juan Luis Munoz Marin Intl
9h 16m
1 stop
HOU10:48 pmHouston Hobby
$264
Find similar
Delta
Feb 2
HOU11:09 amHouston Hobby
7h 48m
1 stop
SJU8:57 pmSan Juan Luis Munoz Marin Intl
Feb 12
SJU6:15 amSan Juan Luis Munoz Marin Intl
8h 06m
1 stop
HOU12:21 pmHouston Hobby
$265
Find similar
Delta
Nov 10
HOU6:00 amHouston Hobby
6h 17m
1 stop
SJU2:17 pmSan Juan Luis Munoz Marin Intl
Nov 20
SJU3:32 pmSan Juan Luis Munoz Marin Intl
10h 08m
1 stop
HOU11:40 pmHouston Hobby
$395
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 November 4, 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

Sun 12/7

2:32 pm-11:20 pm

1 stop6h 48m

San Juan Luis Munoz Marin Intl

Wed 12/10

3:32 pm-10:48 pm

1 stop9h 16m

$264

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 2/2

11:09 am-8:57 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:15 am-12:21 pm

1 stop8h 06m

$265

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 12/7

5:30 pm-10:25 am

2 stops14h 55m

San Juan Luis Munoz Marin Intl

Sat 12/13

8:20 am-2:40 pm

1 stop8h 20m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 12/7

6:29 pm-5:19 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Wed 12/10

7:00 am-8:18 pm

1 stop15h 18m

$280

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 12/9

5:44 am-5:52 pm

2 stops10h 08m

San Juan Luis Munoz Marin Intl

Sat 12/13

6:54 am-5:59 pm

1 stop13h 05m

$305

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 11/25

2:00 pm-1:40 am

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:40 am-7:45 pm

2 stops15h 05m

$315

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 12/4

11:15 am-11:20 pm

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Tue 12/9

5:45 am-11:10 am

1 stop7h 25m

$326

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Mon 12/29

8:20 pm-2:15 pm

3 stops39h 55m

Simpson Bay Princess Juliana

Sun 1/4

11:30 am-7:30 pm

3 stops34h 00m

$829

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Thu 12/4

2:32 pm-3:21 pm

2 stops22h 49m

Simpson Bay Princess Juliana

Wed 12/10

4:20 pm-1:28 pm

2 stops47h 08m

$3,709

HoustonSimpson Bay

HOU - SXM

HOUSXM

Houston Hobby

Thu 1/22

5:04 pm-3:21 pm

2 stops20h 17m

Simpson Bay Princess Juliana

Mon 1/26

4:20 pm-4:12 pm

2 stops25h 52m

$3,804

Flights are sorted by cheapest round-trip flights first.

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

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 $282. If you don’t want to visit Caribbean in April, then you should wait until February to fly from Houston Hobby Airport, when ticket prices are also cheap, with an average price of $295.

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 $251. 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 $501.

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 $348 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 $286 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 67% 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, Tue, Fri, Sat 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, Tuesday, Friday, Saturday 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)
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
DeltaPriceFrom $108Free CancellationRating
7.9
8,002 reviews
Search Delta flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
FrontierPriceFrom $138Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,237 reviews
Search Southwest flights
American AirlinesPriceFrom $170Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
United AirlinesPriceFrom $226Free CancellationRating
7.4
8,998 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.

An easier way to manage your Caribbean 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
Thu 12/4
Thu 12/11
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $96
Flights to Punta Canafrom $205
Flights to Santo Domingofrom $208
Flights to Montego Bayfrom $221
Flights to Oranjestadfrom $180
Flights to Nassaufrom $255
Flights to Saint Thomas Islandfrom $184
Flights to Simpson Bayfrom $210
Flights to Kingstonfrom $248
Flights to Port of Spainfrom $274
Flights to Santiago de los Caballerosfrom $213
Flights to Willemstadfrom $314