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Cheap flights from Houston Hobby Airport to Caribbean Islands from $127

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 4/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Houston Hobby Airport to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:25 am - 9:05 pm
HOU
-
SJU
9h 40m
2 stops
Southwest Logo
5:35 am - 2:00 pm
SJU
-
HOU
9h 25m
2 stops
$364Southwest
Wed, May 6 - Wed, May 13
Southwest Logo
7:45 pm - 9:10 am
HOU
-
SJU
12h 25m
1 stop
Southwest Logo
1:00 pm - 9:10 pm
SJU
-
HOU
9h 10m
1 stop
$382Southwest
Thu, May 14 - Mon, May 18
Southwest Logo
6:00 am - 1:55 pm
HOU
-
MBJ
7h 55m
1 stop
Southwest Logo
2:25 pm - 10:45 pm
MBJ
-
HOU
8h 20m
1 stop
$388Southwest
Wed, Apr 29 - Wed, May 6
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 - 1:10 pm
HOU
-
MBJ
16h 49m
1 stop
American Airlines Logo
4:37 pm - 9:26 am
MBJ
-
HOU
16h 49m
2 stops
$394American Airlines
Fri, Apr 17 - Tue, Apr 21
Delta Logo
6:00 am - 2:32 pm
HOU
-
PUJ
7h 32m
1 stop
Delta Logo
4:05 pm - 11:08 pm
PUJ
-
HOU
8h 03m
1 stop
$401Delta
Tue, Apr 28 - Fri, May 8
American Airlines Logo
6:01 am - 4:25 pm
HOU
-
PUJ
9h 24m
1 stop
American Airlines Logo
3:34 pm - 12:12 pm
PUJ
-
HOU
21h 38m
1 stop
$407American Airlines
Fri, Apr 24 - Tue, Apr 28
Delta Logo
5:25 am - 5:27 pm
HOU
-
SJU
10h 02m
1 stop
Delta Logo
3:55 pm - 10:28 pm
SJU
-
HOU
8h 33m
1 stop
$411Delta
Wed, Mar 4 - Sat, Mar 7
American Airlines Logo
8:21 pm - 4:25 pm
HOU
-
PUJ
19h 04m
1 stop
American Airlines Logo
5:25 pm - 9:26 am
PUJ
-
HOU
17h 01m
2 stops
$411American Airlines
Thu, May 7 - Tue, May 12
Delta Logo
5:25 am - 3:19 pm
HOU
-
MBJ
8h 54m
1 stop
Delta Logo
1:38 pm - 10:42 pm
MBJ
-
HOU
9h 04m
1 stop
$439Delta
Sun, Mar 1 - Tue, Mar 10

Southwest flights from Houston Hobby Airport to Caribbean Islands

Our best Southwest deals on Houston Hobby Airport to Caribbean Islands flight tickets
Southwest
May 6
HOU10:25 amHouston Hobby
9h 40m
2 stops
SJU9:05 pmSan Juan Luis Munoz Marin Intl
May 13
SJU5:35 amSan Juan Luis Munoz Marin Intl
11h 35m
1 stop
HOU4:10 pmHouston Hobby
$364
Southwest
May 14
HOU7:45 pmHouston Hobby
12h 25m
1 stop
SJU9:10 amSan Juan Luis Munoz Marin Intl
May 18
SJU1:00 pmSan Juan Luis Munoz Marin Intl
9h 10m
1 stop
HOU9:10 pmHouston Hobby
$382
Southwest
Apr 29
HOU6:00 amHouston Hobby
7h 55m
1 stop
MBJ1:55 pmMontego Bay Sangster Intl
May 6
MBJ2:25 pmMontego Bay Sangster Intl
8h 20m
1 stop
HOU10:45 pmHouston Hobby
$388

Delta flights from Houston Hobby Airport to Caribbean Islands

Our best Delta deals on Houston Hobby Airport to Caribbean Islands flight tickets
Delta
Apr 28
HOU6:00 amHouston Hobby
7h 32m
1 stop
PUJ2:32 pmPunta Cana
May 8
PUJ4:05 pmPunta Cana
8h 03m
1 stop
HOU11:08 pmHouston Hobby
$401
Delta
Mar 4
HOU5:25 amHouston Hobby
10h 02m
1 stop
SJU5:27 pmSan Juan Luis Munoz Marin Intl
Mar 7
SJU3:55 pmSan Juan Luis Munoz Marin Intl
8h 33m
1 stop
HOU10:28 pmHouston Hobby
$411
Delta
Mar 19
HOU6:00 amHouston Hobby
6h 27m
1 stop
SJU1:27 pmSan Juan Luis Munoz Marin Intl
Mar 24
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 06m
1 stop
HOU4:36 pmHouston Hobby
$437

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 February 9, 2026.
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

Wed 5/6

10:25 am-9:05 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Wed 5/13

5:35 am-2:00 pm

2 stops9h 25m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 5/14

7:45 pm-9:10 am

1 stop12h 25m

San Juan Luis Munoz Marin Intl

Mon 5/18

1:00 pm-9:10 pm

1 stop9h 10m

$382

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Wed 4/29

6:00 am-1:55 pm

1 stop7h 55m

Montego Bay Sangster Intl

Wed 5/6

2:25 pm-10:45 pm

1 stop8h 20m

$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

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Fri 4/17

8:21 pm-1:10 pm

1 stop16h 49m

Montego Bay Sangster Intl

Tue 4/21

4:37 pm-9:26 am

2 stops16h 49m

$394

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Tue 4/28

6:00 am-2:32 pm

1 stop7h 32m

Punta Cana

Fri 5/8

4:05 pm-11:08 pm

1 stop8h 03m

$401

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Fri 4/24

6:01 am-4:25 pm

1 stop9h 24m

Punta Cana

Tue 4/28

3:34 pm-12:12 pm

1 stop21h 38m

$407

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 3/4

5:25 am-5:27 pm

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Sat 3/7

3:55 pm-10:28 pm

1 stop8h 33m

$411

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Thu 5/7

8:21 pm-4:25 pm

1 stop19h 04m

Punta Cana

Tue 5/12

5:25 pm-9:26 am

2 stops17h 01m

$411

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sun 3/1

5:25 am-3:19 pm

1 stop8h 54m

Montego Bay Sangster Intl

Tue 3/10

1:38 pm-10:42 pm

1 stop9h 04m

$439

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 April is, on average, the cheapest month to fly to Caribbean Islands from Houston Hobby Airport, with most prices found around $278. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Houston Hobby Airport averaging around $325.

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 $536. 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 $245. 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 $486. 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 $369 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 $282 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

2h 51m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Caribbean Islands

99 airports
The fastest flight from Houston Hobby Airport to Caribbean Islands takes 2h 51m
Direct flights go from Houston Hobby Airport to Caribbean Islands on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. 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 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
Spirit AirlinesPriceFrom $102Free CancellationRating
6.3
8,430 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,174 reviews
Search Delta flights
FrontierPriceFrom $134Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,282 reviews
Search Southwest flights
American AirlinesPriceFrom $170Free CancellationRating
7.2
11,258 reviews
Search American Airlines flights
United AirlinesPriceFrom $192Free CancellationRating
7.4
9,259 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.

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