Puerto Rico

$169+ Cheap flights from Hobby (HOU) to Puerto Rico

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Feb 10 — Feb 171
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Cheap flight deals from Hobby to Puerto Rico

Keep the following information in mind while searching for Hobby to Puerto Rico flight deals. Data was last updated January 11, 2026.

Round-trip from

$364
(Southwest)

One-way from

$169
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$307
From Houston Hobby to Puerto Rico
One-way flight from Houston Hobby to Puerto Rico
Highest demand for flights based on searches. 12% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Find flight deals from Hobby to Puerto Rico

Cheapest flights from Hobby to Puerto Rico
Explore the most affordable flight options available from Hobby to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 11, 2026.

This Southwest deal was found by Cheapflights users on 1/10. 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.
Wed 5/1311:00 amHOU - SJU
1 stop10h 40mSouthwest
Mon 5/182:00 pmSJU - HOU
1 stop10h 30mSouthwest
Deal found 1/10$364
This Southwest deal was found by Cheapflights users on 1/10. 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 5/17:30 pmHOU - SJU
1 stop13h 55mSouthwest
Wed 5/135:05 amSJU - HOU
1 stop10h 55mSouthwest
Deal found 1/10$380
This American Airlines deal was found by Cheapflights users on 1/9. 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 2/810:35 amHOU - SJU
1 stop9h 51mAmerican Airlines
Thu 2/127:33 amSJU - HOU
1 stop10h 18mAmerican Airlines
Deal found 1/9$386
This Southwest deal was found by Cheapflights users on 1/10. 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.
Thu 2/52:25 pmHOU - SJU
1 stop7h 40mSouthwest
Tue 2/109:05 amSJU - HOU
1 stop12h 40mSouthwest
Deal found 1/10$390
This Southwest deal was found by Cheapflights users on 1/8. 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 5/511:00 amHOU - SJU
1 stop10h 40mSouthwest
Sat 5/93:30 pmSJU - HOU
Nonstop5h 05mSouthwest
Deal found 1/8$392
This Southwest deal was found by Cheapflights users on 1/9. 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 3/3111:40 amHOU - SJU
1 stop11h 35mSouthwest
Tue 4/75:35 amSJU - HOU
2 stops9h 25mSouthwest
Deal found 1/9$396
This Southwest deal was found by Cheapflights users on 1/11. 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 3/24:30 pmHOU - SJU
1 stop6h 10mSouthwest
Sat 3/77:05 pmSJU - HOU
Nonstop5h 00mSouthwest
Deal found 1/11$402
This Southwest deal was found by Cheapflights users on 1/8. 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.
Wed 2/411:15 amHOU - SJU
2 stops9h 55mSouthwest
Sat 2/75:30 amSJU - HOU
2 stops9h 50mSouthwest
Deal found 1/8$406
This Southwest deal was found by Cheapflights users on 1/8. 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 6/97:20 pmHOU - SJU
Nonstop4h 25mSouthwest
Mon 6/156:00 amSJU - HOU
Nonstop4h 35mSouthwest
Deal found 1/8$407
This Southwest deal was found by Cheapflights users on 1/9. 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.
Thu 2/192:30 pmHOU - SJU
2 stops8h 10mSouthwest
Mon 2/235:35 amSJU - HOU
2 stops9h 45mSouthwest
Deal found 1/9$422

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Puerto Rico 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 January 11, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to Puerto Rico that are best for you.

Fly from

Hobby

Fly to

Puerto Rico

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 2/6

1:05 pm-12:40 am

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Tue 2/10

9:05 am-7:45 pm

1 stop12h 40m

$380

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 4/7

4:55 pm-11:40 pm

1 stop5h 45m

San Juan Luis Munoz Marin Intl

Sat 4/11

5:45 am-3:15 pm

1 stop10h 30m

$396

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 3/31

11:40 am-12:15 am

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Tue 4/7

5:35 am-4:10 pm

1 stop11h 35m

$396

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 3/30

8:55 pm-9:20 am

1 stop11h 25m

San Juan Luis Munoz Marin Intl

Sat 4/4

8:50 pm-9:35 am

1 stop13h 45m

$396

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 2/4

11:20 am-11:10 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-7:10 pm

1 stop15h 10m

$406

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 2/18

2:55 pm-12:35 am

2 stops7h 40m

San Juan Luis Munoz Marin Intl

Mon 2/23

5:35 am-1:35 pm

1 stop10h 00m

$406

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 2/5

2:25 pm-12:05 am

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:40 am-2:20 pm

2 stops10h 40m

$416

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 2/19

4:30 pm-12:40 am

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Mon 2/23

5:35 am-1:20 pm

2 stops9h 45m

$422

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/15

2:50 pm-12:40 am

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Mon 2/23

5:35 am-1:35 pm

1 stop10h 00m

$422

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 1/30

11:20 am-11:10 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Mon 2/2

5:40 am-1:40 pm

1 stop10h 00m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Showing 1-10 of 17 results
1
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Best time to book a flight from Hobby to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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.

Cheapflights Insights

Everything you need to know about your flight from Houston Hobby Airport to Puerto Rico

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

Currently, April is the cheapest month in which you can book a flight from Houston Hobby Airport to Puerto Rico (average of $86). Flying from Houston Hobby Airport to Puerto Rico in December is currently the most expensive (average of $151). 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 PR?

Find hourly flight availability from Hobby to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 11, 2026.

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

How often are flights from Houston to Puerto Rico delayed?

About 20% of weekly flights between Houston and Puerto Rico have experienced delays in the past year, with the average delay time being 102 minutes.

What is the most punctual flight time for Houston to Puerto Rico flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Friday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Houston to Puerto Rico flights?

Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated January 11, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Houston Hobby Airport to Puerto Rico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Hobby to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Houston Hobby Airport to Puerto Rico?

    There are many flights that can get you from Houston Hobby Airport to Puerto Rico in 9h 35m. Fly via Southwest to get the fastest option. Airlines will cover a distance of 1994 mi.

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

    $59 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $72 and $72, respectively.

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

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

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

  • How can I find direct flights from Hobby to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Hobby to Puerto Rico 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 Puerto Rico?

    Currently, April is the cheapest month in which you can book a flight from Houston Hobby Airport to Puerto Rico (average of $86). Flying from Houston Hobby Airport to Puerto Rico in December is currently the most expensive (average of $151). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hobby to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Hobby to Puerto Rico

Discover the top 6 airlines that operate flights from Hobby to Puerto Rico. 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 January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$455FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$118Average$258FlexibilityNo cancel feeOn-time65%
FrontierCheapest$137Average$312FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$544FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$380FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$221Average$493FlexibilityNo cancel feeOn-time69%

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