What airlines fly to Caribbean Islands?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Caribbean Islands from Houston Hobby Airport according to our data. United Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Houston Hobby to Caribbean Islands?

Southwest, Delta, and JetBlue are the most popular carriers operating from Houston Hobby 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?

As of August 2026, there are 7 operators available to choose from 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.

$155 Cheap Flights from Houston Hobby Airport to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Houston Hobby Airport to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 am - 9:00 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

9h 00m2 stops Dallas Love Field Orlando

6:30 am - 3:40 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 10m2 stops Orlando Dallas Love Field

$310Southwest

Tue, Sep 15 - Fri, Oct 2

8:00 am - 10:05 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

13h 05m1 stop Baltimore/Washington

6:00 am - 2:15 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

9h 15m1 stop Tampa

$310Southwest

Tue, Sep 15 - Fri, Oct 2

6:04 am - 4:16 pmHOU Houston Hobby-MBJ Montego Bay Sangster Intl

10h 12m1 stop Dallas/Fort Worth

12:05 pm - 11:50 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

11h 45m1 stop Dallas/Fort Worth

$428American Airlines

Sun, Sep 20 - Thu, Oct 1

9:51 am - 4:12 pmHOU Houston Hobby-MBJ Montego Bay Sangster Intl

6h 21m1 stop Dallas/Fort Worth

1:22 pm - 11:13 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

10h 51m1 stop Dallas/Fort Worth

$428American Airlines

Sat, Oct 31 - Fri, Nov 6

6:00 am - 3:25 pmHOU Houston Hobby-MBJ Montego Bay Sangster Intl

8h 25m1 stop Atlanta Hartsfield-Jackson

12:35 pm - 9:43 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

10h 08m1 stop Atlanta Hartsfield-Jackson

$429Delta

Mon, Jan 25 - Wed, Feb 3

6:00 am - 3:25 pmHOU Houston Hobby-MBJ Montego Bay Sangster Intl

8h 25m1 stop Atlanta Hartsfield-Jackson

2:20 pm - 9:43 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

8h 23m1 stop Atlanta Hartsfield-Jackson

$429Delta

Mon, Jan 25 - Tue, Feb 2

1:15 pm - 11:55 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

9h 40m1 stop Orlando

5:30 am - 5:45 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

13h 15m1 stop Baltimore/Washington

$477JetBlue

Thu, Sep 3 - Mon, Sep 7

6:00 am - 1:27 pmHOU Houston Hobby-SDQ Santo Domingo Las Americas

6h 27m1 stop Atlanta Hartsfield-Jackson

2:53 pm - 10:39 pmSDQ Santo Domingo Las Americas-HOU Houston Hobby

8h 46m1 stop Atlanta Hartsfield-Jackson

$497JetBlue

Tue, Sep 22 - Tue, Sep 29

4:18 pm - 1:26 pmHOU Houston Hobby-AUA Oranjestad Reina Beatrix

20h 08m2 stops Dallas/Fort Worth Charlotte Douglas

2:30 pm - 11:49 pmAUA Oranjestad Reina Beatrix-HOU Houston Hobby

10h 19m2 stops Miami Dallas/Fort Worth

$907British Airways

Sat, Oct 3 - Sat, Oct 10

9:00 am - 12:10 pmHOU Houston Hobby-PUJ Punta Cana

25h 10m2 stops Minneapolis St Paul Toronto Pearson Intl

10:40 pm - 6:30 pmPUJ Punta Cana-HOU Houston Hobby

21h 50m3 stops Toronto Pearson Intl Boston Logan Intl Minneapolis St Paul

$999Multiple Airlines

Sun, Nov 22 - Sun, Nov 29

Cheap last minute flights

Enter your travel dates to find the best prices.

6:25 am - 4:25 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

9h 00m1 stop Orlando

8:20 am - 3:20 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

8h 00m1 stop Orlando

$498Southwest

Wed, Aug 19 - Wed, Sep 16

8:00 am - 6:10 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

9h 10m2 stops Lambert-St Louis Orlando

8:20 am - 5:25 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 05m2 stops Orlando Austin Bergstrom

$498Southwest

Wed, Aug 19 - Wed, Sep 16

2:45 pm - 10:00 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

6h 15m1 stop Orlando

1:45 pm - 10:50 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 05m2 stops Orlando Lambert-St Louis

$498Southwest

Wed, Aug 19 - Wed, Sep 16

5:41 am - 2:54 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

8h 13m1 stop Dallas/Fort Worth

6:00 am - 3:26 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 26m2 stops Miami Dallas/Fort Worth

$601American Airlines

Tue, Aug 18 - Wed, Aug 26

6:00 am - 1:42 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

6h 42m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 10:05 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

8h 06m1 stop Atlanta Hartsfield-Jackson

$601Delta

Tue, Aug 18 - Wed, Aug 26

9:32 am - 9:55 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

11h 23m2 stops Dallas/Fort Worth Miami

6:00 am - 3:26 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 26m2 stops Miami Dallas/Fort Worth

$606American Airlines

Wed, Aug 19 - Tue, Aug 25

10:50 am - 10:29 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

10h 39m1 stop Atlanta Hartsfield-Jackson

7:00 am - 4:25 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

10h 25m1 stop Atlanta Hartsfield-Jackson

$646Delta

Tue, Aug 18 - Fri, Aug 21

6:00 am - 1:42 pmHOU Houston Hobby-SJU San Juan Luis Munoz Marin Intl

6h 42m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 10:05 pmSJU San Juan Luis Munoz Marin Intl-HOU Houston Hobby

8h 06m1 stop Atlanta Hartsfield-Jackson

$666Delta

Tue, Aug 18 - Fri, Aug 21

10:50 am - 11:45 amHOU Houston Hobby-MBJ Montego Bay Sangster Intl

24h 55m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

12:45 pm - 4:25 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

27h 40m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

$4,452WestJet

Thu, Aug 20 - Mon, Aug 24

10:50 am - 11:45 amHOU Houston Hobby-MBJ Montego Bay Sangster Intl

24h 55m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl

12:45 pm - 12:16 pmMBJ Montego Bay Sangster Intl-HOU Houston Hobby

23h 31m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson

$5,004WestJet

Thu, Aug 20 - Mon, Aug 24

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

Southwest flights from Houston Hobby Airport to Caribbean Islands

Our best Southwest deals on Houston Hobby Airport to Caribbean Islands flight tickets

Southwest

Sep 15

HOU11:00 amHouston Hobby

9h 00m

2 stops

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Oct 2

SJU6:30 amSan Juan Luis Munoz Marin Intl

10h 10m

2 stops

HOU3:40 pmHouston Hobby

$310

Southwest

Oct 29

HOU4:00 pmHouston Hobby

8h 20m

2 stops

SJU1:20 amSan Juan Luis Munoz Marin Intl

Oct 30

SJU5:00 amSan Juan Luis Munoz Marin Intl

9h 10m

2 stops

HOU1:10 pmHouston Hobby

$325

Southwest

Sep 9

HOU6:25 amHouston Hobby

9h 00m

1 stop

SJU4:25 pmSan Juan Luis Munoz Marin Intl

Sep 16

SJU6:00 amSan Juan Luis Munoz Marin Intl

11h 10m

1 stop

HOU4:10 pmHouston Hobby

$330

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 20

HOU6:04 amHouston Hobby

10h 12m

1 stop

MBJ4:16 pmMontego Bay Sangster Intl

Oct 1

MBJ12:05 pmMontego Bay Sangster Intl

11h 45m

1 stop

HOU11:50 pmHouston Hobby

$428

American Airlines

Sep 20

HOU6:22 pmHouston Hobby

16h 41m

2 stops

MBJ11:03 amMontego Bay Sangster Intl

Oct 1

MBJ2:09 pmMontego Bay Sangster Intl

9h 41m

2 stops

HOU11:50 pmHouston Hobby

$433

American Airlines

Oct 25

HOU6:00 amHouston Hobby

10h 12m

1 stop

MBJ4:12 pmMontego Bay Sangster Intl

Oct 31

MBJ12:18 pmMontego Bay Sangster Intl

22h 09m

1 stop

HOU10:27 amHouston Hobby

$435

momondo Fare Finder

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 Houston Hobby - SJU San Juan Luis Munoz Marin Intl

HOUSJU

Houston Hobby

Tue 9/15

11:00 am-9:00 pm

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Fri 10/2

6:30 am-3:40 pm

2 stops10h 10m

$310

HoustonSan Juan

HOU Houston Hobby - SJU San Juan Luis Munoz Marin Intl

HOUSJU

Houston Hobby

Tue 9/15

8:00 am-10:05 pm

1 stop13h 05m

San Juan Luis Munoz Marin Intl

Fri 10/2

6:00 am-2:15 pm

1 stop9h 15m

$310

HoustonMontego Bay

HOU Houston Hobby - MBJ Montego Bay Sangster Intl

HOUMBJ

Houston Hobby

Sun 9/20

6:04 am-4:16 pm

1 stop10h 12m

Montego Bay Sangster Intl

Thu 10/1

12:05 pm-11:50 pm

1 stop11h 45m

$428

HoustonMontego Bay

HOU Houston Hobby - MBJ Montego Bay Sangster Intl

HOUMBJ

Houston Hobby

Sat 10/31

9:51 am-4:12 pm

1 stop6h 21m

Montego Bay Sangster Intl

Fri 11/6

1:22 pm-11:13 pm

1 stop10h 51m

$428

HoustonMontego Bay

HOU Houston Hobby - MBJ Montego Bay Sangster Intl

HOUMBJ

Houston Hobby

Mon 1/25

6:00 am-3:25 pm

1 stop8h 25m

Montego Bay Sangster Intl

Wed 2/3

12:35 pm-9:43 pm

1 stop10h 08m

$429

HoustonMontego Bay

HOU Houston Hobby - MBJ Montego Bay Sangster Intl

HOUMBJ

Houston Hobby

Mon 1/25

6:00 am-3:25 pm

1 stop8h 25m

Montego Bay Sangster Intl

Tue 2/2

2:20 pm-9:43 pm

1 stop8h 23m

$429

HoustonSan Juan

HOU Houston Hobby - SJU San Juan Luis Munoz Marin Intl

HOUSJU

Houston Hobby

Thu 9/3

1:15 pm-11:55 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Mon 9/7

5:30 am-5:45 pm

1 stop13h 15m

$477

Quickest round-trip

HoustonSanto Domingo

HOU Houston Hobby - SDQ Santo Domingo Las Americas

HOUSDQ

Houston Hobby

Tue 9/22

6:00 am-1:27 pm

1 stop6h 27m

Santo Domingo Las Americas

Tue 9/29

2:53 pm-10:39 pm

1 stop8h 46m

$497

HoustonOranjestad

HOU Houston Hobby - AUA Oranjestad Reina Beatrix

HOUAUA

Houston Hobby

Sat 10/3

4:18 pm-1:26 pm

2 stops20h 08m

Oranjestad Reina Beatrix

Sat 10/10

2:30 pm-11:49 pm

2 stops10h 19m

$907

HoustonPunta Cana

HOU Houston Hobby - PUJ Punta Cana

HOUPUJ

Houston Hobby

Sun 11/22

9:00 am-12:10 pm

2 stops25h 10m

Punta Cana

Sun 11/29

10:40 pm-6:30 pm

3 stops21h 50m

$999

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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 $549. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Houston Hobby Airport averaging around $569.

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 Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $536. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $752. 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 in the evening. momondo users have found flights departing from Houston Hobby Airport to Caribbean Islands in the evening for as low as $581. 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 morning because they tend to be around $586. 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 San Juan Luis Munoz Marin Intl for the best Houston Hobby - Caribbean Islands flight prices

How far in advance should I book a flight from Houston Hobby Airport 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 $455 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 $387 on momondo.

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

There is only 1 cabin class available to choose from on Houston Hobby Airport 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	Sun
Airports in Caribbean Islands	100 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 Sunday. There are no airlines offering direct flights.

There are 100 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?
As of August 2026, there are 7 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Houston Hobby Airport to Caribbean Islands is Boeing 737 MAX 8 (20.14% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (10.96%), Boeing 737-900 (10.44%), and Boeing 737-800 (10.02%).

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
Delta	PriceFrom $108	Free Cancellation	Rating 7.8 8,514 reviews	Search Delta flights
Frontier	PriceFrom $180	Free Cancellation	Rating 5.6 2,695 reviews	Search Frontier flights
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.1 11,939 reviews	Search American Airlines flights
JetBlue	PriceFrom $244	Free Cancellation	Rating 7.1 3,037 reviews	Search JetBlue flights
United Airlines	PriceFrom $324	Free Cancellation	Rating 7.4 10,112 reviews	Search United Airlines flights
Southwest	PriceFrom $376	Free Cancellation	Rating 8.0 4,220 reviews	Search Southwest flights
Avianca	PriceFrom $501	Free Cancellation	Rating 6.5 2,537 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.