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$127+ Cheap flights from Hobby (HOU) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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Cheap flight deals from Hobby to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.

Round-trip from

$274
(Delta)

One-way from

$127
(American Airlines)
From Houston Hobby to Caribbean
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One-way flight from Houston Hobby to Caribbean
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Find flight deals from Hobby to Caribbean

Cheapest flights from Hobby to Caribbean
Explore the most affordable flight options available from Hobby to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/314:35 pmHOU - SJU
1 stop6h 10mSouthwest
Fri 1/246:00 amSJU - HOU
1 stop10h 25mSouthwest
Deal found 12/18$469
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/228:17 pmHOU - SJU
1 stop6h 53mAmerican Airlines
Tue 12/247:05 amSJU - HOU
2 stops10h 43mAmerican Airlines
Deal found 12/18$654
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:00 amHOU - SJU
1 stop9h 15mDelta
Sun 12/227:30 amSJU - HOU
1 stop8h 47mDelta
Deal found 12/18$664
This Southwest deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/178:40 amHOU - PLS
1 stop5h 20mSouthwest
Thu 12/193:55 pmPLS - HOU
1 stop8h 05mSouthwest
Deal found 12/16$719
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:00 amHOU - PUJ
1 stop9h 00mAmerican Airlines
Thu 12/261:15 pmPUJ - HOU
2 stops12h 41mAmerican Airlines
Deal found 12/18$758
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amHOU - MBJ
1 stop6h 22mAmerican Airlines
Mon 5/51:00 pmMBJ - HOU
1 stop7h 01mAmerican Airlines
Deal found 12/17$764
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/296:03 amHOU - PUJ
1 stop6h 22mDelta
Mon 12/303:50 pmPUJ - HOU
1 stop8h 38mDelta
Deal found 12/18$778
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:03 amHOU - STT
1 stop8h 09mDelta
Tue 12/313:01 pmSTT - HOU
1 stop7h 36mDelta
Deal found 12/18$808
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/238:10 pmHOU - NAS
2 stops16h 05mSouthwest
Sat 12/282:20 pmNAS - HOU
1 stop7h 50mSouthwest
Deal found 12/17$814
This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:15 amHOU - PUJ
1 stop8h 45mSouthwest
Thu 12/262:40 pmPUJ - HOU
1 stop11h 55mSouthwest
Deal found 12/18$816
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:03 amHOU - NAS
1 stop9h 00mDelta
Mon 12/302:51 pmNAS - HOU
1 stop8h 37mDelta
Deal found 12/17$828
This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:00 amHOU - MBJ
1 stop9h 05mSouthwest
Mon 12/301:45 pmMBJ - HOU
1 stop10h 45mSouthwest
Deal found 12/18$844

Find flights from Hobby to Caribbean within your budget

Customize your flight search to find flights from Hobby 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, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 2/26

10:25 am-11:46 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Wed 3/5

6:15 am-2:12 pm

1 stop9h 57m

$274

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 3/1

12:25 pm-11:20 pm

1 stop8h 55m

San Juan Luis Munoz Marin Intl

Sat 3/8

7:15 pm-10:20 pm

Nonstop5h 05m

$335

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/16

8:16 pm-4:59 am

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Fri 2/28

6:30 am-3:39 pm

1 stop11h 09m

$419

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Mon 1/20

6:00 am-4:35 pm

1 stop8h 35m

Punta Cana

Thu 1/23

12:55 pm-7:44 pm

1 stop8h 49m

$523

HoustonSanto Domingo

HOU - SDQ

HOUSDQ

Houston Hobby

Thu 1/23

6:00 am-1:57 pm

1 stop5h 57m

Santo Domingo Las Americas

Wed 1/29

3:22 pm-10:29 pm

1 stop9h 07m

$533

HoustonNassau

HOU - NAS

HOUNAS

Houston Hobby

Wed 4/9

6:00 am-4:00 pm

1 stop9h 00m

Nassau Intl

Tue 4/15

2:21 pm-9:41 pm

1 stop8h 20m

$533

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Wed 1/8

6:00 am-3:24 pm

1 stop8h 24m

Montego Bay Sangster Intl

Thu 1/16

2:12 pm-10:29 pm

1 stop9h 17m

$539

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 1/18

9:00 am-1:10 pm

Nonstop3h 10m

Montego Bay Sangster Intl

Sat 1/25

2:30 pm-5:05 pm

Nonstop3h 35m

$541

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Mon 2/10

6:45 pm-12:18 pm

2 stops16h 33m

Montego Bay Sangster Intl

Thu 2/13

11:55 am-7:43 pm

1 stop8h 48m

$544

HoustonNassau

HOU - NAS

HOUNAS

Houston Hobby

Wed 4/9

6:05 am-2:19 pm

1 stop7h 14m

Nassau Intl

Mon 4/14

4:30 pm-11:44 pm

1 stop8h 14m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 57 results
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Best time to book a flight from Hobby to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hobby with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Hobby to Caribbean

Get recent, data-driven insights about flights from Hobby to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Houston Hobby Airport to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean (average of $254). Flying from Houston Hobby Airport to Caribbean in March is currently the most expensive (average of $334). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HOU to CB?

Find hourly flight availability from Hobby to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.

When flying from Houston Hobby Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated December 19, 2024.
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,879 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

WestJet
7.3
Good
2,819 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Hobby to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Caribbean one-way?

    $127 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $137 and $192, respectively.

  • What are the most popular routes from Houston Hobby Airport to Caribbean?

    Most travelers choose Houston Hobby - San Juan Luis Munoz Marin Intl, Houston Hobby - Punta Cana or Houston Hobby - Montego Bay Sangster Intl when deciding on the best route from Houston Hobby Airport to Caribbean.

  • What are the cheapest flights from Houston Hobby Airport to Caribbean?

    Looking at all options, your cheapest flight can be booked for $500. While the most popular route (Houston Hobby - San Juan Luis Munoz Marin Intl) can be booked for $128 on average our data indicates $569 when flying from Houston Hobby Airport to Caribbean.

  • Can I find deals for flights from Hobby to Caribbean that include hotel bookings?

    Yes. In addition to deals on Hobby to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hobby to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Caribbean.

  • Can I find deals for business class flights from Hobby to Caribbean?

    Yes. Cheapflights offers flight deals from Hobby to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Houston Hobby Airport to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean (average of $254). Flying from Houston Hobby Airport to Caribbean in March is currently the most expensive (average of $334). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Hobby to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Hobby to Caribbean

Discover the top 8 airlines that operate flights from Hobby to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$319FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$152Average$382FlexibilityNo cancel feeOn-time65%
DeltaCheapest$187Average$643FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$622FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$682FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$463Average$654FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$484Average$690FlexibilityNo cancel feeOn-time63%
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