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Cheap flights from Houston Hobby Airport to Caribbean Islands from $211

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 6/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
2:45 pm - 11:25 pm
HOU
-
SJU
7h 40m
1 stop
Southwest Logo
5:35 am - 1:15 pm
SJU
-
HOU
8h 40m
1 stop
$421Southwest
Mon, Apr 27 - Tue, Apr 28
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
Southwest Logo
5:45 am - 3:20 pm
SJU
-
HOU
10h 35m
1 stop
$422Southwest
Sat, Apr 25 - Sat, May 2
Southwest Logo
7:30 pm - 10:25 am
HOU
-
SJU
13h 55m
1 stop
Southwest Logo
3:45 pm - 10:45 pm
SJU
-
HOU
8h 00m
1 stop
$426Southwest
Fri, May 1 - Tue, May 5
Southwest Logo
10:25 am - 3:35 pm
HOU
-
SJU
4h 10mnonstop
Southwest Logo
9:45 pm - 8:35 am
SJU
-
HOU
11h 50m
1 stop
$442Southwest
Sat, Apr 25 - Sun, May 3
JetBlue Logo
10:53 am - 8:24 pm
HOU
-
SJU
8h 31m
1 stop
JetBlue Logo
1:14 pm - 10:26 pm
SJU
-
HOU
10h 12m
1 stop
$444JetBlue
Sun, May 3 - Sat, May 16
Southwest Logo
1:30 pm - 11:25 pm
HOU
-
SJU
8h 55m
2 stops
Southwest Logo
11:25 am - 7:50 pm
SJU
-
HOU
9h 25m
2 stops
$446Southwest
Fri, May 1 - Tue, May 12
Delta Logo
10:53 am - 11:13 pm
HOU
-
SJU
11h 20m
1 stop
Delta Logo
6:15 am - 12:40 pm
SJU
-
HOU
7h 25m
1 stop
$466Delta
Fri, May 1 - Tue, May 5
Delta Logo
6:00 am - 3:17 pm
HOU
-
MBJ
9h 17m
1 stop
Delta Logo
2:10 pm - 11:07 pm
MBJ
-
HOU
8h 57m
1 stop
$480Delta
Tue, Apr 28 - Tue, May 5
American Airlines Logo
6:01 am - 1:10 pm
HOU
-
MBJ
7h 09m
1 stop
American Airlines Logo
4:37 pm - 9:26 am
MBJ
-
HOU
16h 49m
2 stops
$485American Airlines
Sat, May 2 - Tue, May 12
American Airlines Logo
6:39 pm - 4:17 pm
HOU
-
MBJ
21h 38m
1 stop
American Airlines Logo
12:47 pm - 11:59 pm
MBJ
-
HOU
11h 12m
1 stop
$487American Airlines
Sat, Jun 20 - Thu, Jun 25

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
May 2
HOU6:01 amHouston Hobby
7h 09m
1 stop
MBJ1:10 pmMontego Bay Sangster Intl
May 12
MBJ4:37 pmMontego Bay Sangster Intl
16h 49m
2 stops
HOU9:26 amHouston Hobby
$485
American Airlines
May 16
HOU8:21 pmHouston Hobby
7h 11m
1 stop
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 22
SJU12:44 amSan Juan Luis Munoz Marin Intl
9h 13m
1 stop
HOU8:57 amHouston Hobby
$486
American Airlines
Jun 20
HOU6:39 pmHouston Hobby
21h 38m
1 stop
MBJ4:17 pmMontego Bay Sangster Intl
Jun 25
MBJ12:47 pmMontego Bay Sangster Intl
11h 12m
1 stop
HOU11:59 pmHouston Hobby
$487

Delta flights from Houston Hobby Airport to Caribbean Islands

Our best Delta deals on Houston Hobby Airport to Caribbean Islands flight tickets
Delta
May 1
HOU10:53 amHouston Hobby
11h 20m
1 stop
SJU11:13 pmSan Juan Luis Munoz Marin Intl
May 5
SJU6:15 amSan Juan Luis Munoz Marin Intl
7h 25m
1 stop
HOU12:40 pmHouston Hobby
$466
Delta
Apr 28
HOU6:00 amHouston Hobby
9h 17m
1 stop
MBJ3:17 pmMontego Bay Sangster Intl
May 5
MBJ2:10 pmMontego Bay Sangster Intl
8h 57m
1 stop
HOU11:07 pmHouston Hobby
$480
Delta
Apr 27
HOU6:00 amHouston Hobby
7h 32m
1 stop
PUJ2:32 pmPunta Cana
May 1
PUJ1:00 pmPunta Cana
11h 07m
1 stop
HOU11:07 pmHouston Hobby
$508

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 April 4, 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

Cheapest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 4/27

2:45 pm-11:25 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 4/28

5:35 am-1:15 pm

1 stop8h 40m

$421
Quickest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 4/25

10:25 am-3:35 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Sat 5/2

5:45 am-3:20 pm

1 stop10h 35m

$422

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

7:30 pm-10:25 am

1 stop13h 55m

San Juan Luis Munoz Marin Intl

Tue 5/5

3:45 pm-10:45 pm

1 stop8h 00m

$426

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 4/25

10:25 am-3:35 pm

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Sun 5/3

9:45 pm-8:35 am

1 stop11h 50m

$442

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 5/3

10:53 am-8:24 pm

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Sat 5/16

1:14 pm-10:26 pm

1 stop10h 12m

$444

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

1:30 pm-11:25 pm

2 stops8h 55m

San Juan Luis Munoz Marin Intl

Tue 5/12

11:25 am-7:50 pm

2 stops9h 25m

$446

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

10:53 am-11:13 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Tue 5/5

6:15 am-12:40 pm

1 stop7h 25m

$466

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Tue 4/28

6:00 am-3:17 pm

1 stop9h 17m

Montego Bay Sangster Intl

Tue 5/5

2:10 pm-11:07 pm

1 stop8h 57m

$480

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 5/2

6:01 am-1:10 pm

1 stop7h 09m

Montego Bay Sangster Intl

Tue 5/12

4:37 pm-9:26 am

2 stops16h 49m

$485

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 6/20

6:39 pm-4:17 pm

1 stop21h 38m

Montego Bay Sangster Intl

Thu 6/25

12:47 pm-11:59 pm

1 stop11h 12m

$487

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 October is, on average, the cheapest month to fly to Caribbean Islands from Houston Hobby Airport, with most prices found around $328. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Houston Hobby Airport averaging around $335.

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 Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets 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 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 $293. 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 $498. 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 $380 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 $299 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 54m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Houston Hobby Airport to Caribbean Islands takes 2h 54m
Direct flights go from Houston Hobby Airport to Caribbean Islands every day.
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

Frequently asked questions about flying from Houston Hobby Airport to Caribbean Islands

  • 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 $107Free CancellationRating
6.3
8,583 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,382 reviews
Search Delta flights
FrontierPriceFrom $147Free CancellationRating
5.7
3,001 reviews
Search Frontier flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,343 reviews
Search Southwest flights
American AirlinesPriceFrom $165Free CancellationRating
7.1
11,556 reviews
Search American Airlines flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
9,541 reviews
Search United Airlines flights
AviancaPriceFrom $222Free CancellationRating
6.5
2,504 reviews
Search Avianca 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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