$181+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Feb 24 — Mar 31
1 adult, Economy
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Cheapest flights from Hobby to Puerto RicoExplore 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 25, 2026.
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 25, 2026.
This Southwest deal was found by Cheapflights users on 1/22. 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 5/1310:25 am
HOU
- SJU
2 stops9h 40m
Southwest
Sun 5/179:45 pm
SJU
- HOU
1 stop11h 50m
Southwest
Deal found 1/22![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 1/23. 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 5/138:10 am
HOU
- SJU
1 stop11h 55m
Southwest
Mon 5/185:05 am
SJU
- HOU
2 stops10h 40m
Southwest
Deal found 1/23![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 1/22. 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 4/242:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Tue 4/285:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 1/22![Southwest logo]()
$390
This Southwest deal was found by Cheapflights users on 1/23. 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.
Sun 2/228:15 pm
HOU
- SJU
1 stop12h 15m
Southwest
Sat 2/285:35 am
SJU
- HOU
2 stops8h 55m
Southwest
Deal found 1/23![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 1/25. 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 6/127:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Fri 6/196:00 am
SJU
- HOU
Nonstop4h 35m
Southwest
Deal found 1/25![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 1/24. 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 4/71:00 pm
HOU
- SJU
2 stops9h 40m
Southwest
Mon 4/134:25 pm
SJU
- HOU
1 stop8h 40m
Southwest
Deal found 1/24![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 1/24. 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 5/2910:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Thu 6/46:00 am
SJU
- HOU
Nonstop4h 35m
Southwest
Deal found 1/24![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 1/24. 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 5/2910:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Sat 6/65:00 am
SJU
- HOU
2 stops10h 10m
Southwest
Deal found 1/24![Southwest logo]()
$416
This Southwest deal was found by Cheapflights users on 1/24. 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 5/710:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Mon 5/112:00 pm
SJU
- HOU
2 stops10h 55m
Southwest
Deal found 1/24![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 1/22. 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 4/2210:25 am
HOU
- SJU
2 stops9h 40m
Southwest
Wed 4/295:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 1/22![Southwest logo]()
$422
This Southwest deal was found by Cheapflights users on 1/24. 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.
Sat 5/231:20 pm
HOU
- SJU
1 stop8h 55m
Southwest
Sat 6/69:25 pm
SJU
- HOU
1 stop11h 20m
Southwest
Deal found 1/24![Southwest logo]()
$430
This Southwest deal was found by Cheapflights users on 1/22. 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 2/116:05 am
HOU
- SJU
1 stop6h 50m
Southwest
Wed 2/182:35 pm
SJU
- HOU
1 stop7h 05m
Southwest
Deal found 1/22![Southwest logo]()
$435
Find 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 25, 2026.
Round-trip from | $364 (Southwest) |
|---|---|
One-way from | $181 (Mytrip) |
Popular in | December |
Cheapest in | April |
Average price | $314 |
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 25, 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
Mon 5/11
10:20 am-11:40 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Thu 5/14
6:50 am-2:00 pm
1 stop8h 10m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 5/13
10:25 am-9:05 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Wed 5/20
8:10 am-4:10 pm
1 stop9h 00m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 2/25
7:50 am-7:05 pm
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Wed 3/4
10:20 am-8:10 pm
1 stop11h 50m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 4/12
4:20 pm-11:45 pm
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Wed 4/15
5:35 am-3:00 pm
2 stops10h 25m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 5/13
8:10 am-9:05 pm
1 stop11h 55m
San Juan Luis Munoz Marin Intl
Mon 5/18
4:25 pm-12:05 am
1 stop8h 40m
$382
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 4/1
2:55 pm-12:15 am
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Tue 4/14
11:25 am-7:55 pm
1 stop9h 30m
$390
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 2/21
7:55 am-9:40 pm
1 stop11h 45m
San Juan Luis Munoz Marin Intl
Wed 2/25
5:40 am-1:35 pm
1 stop9h 55m
$390
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 4/24
2:45 pm-11:25 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Tue 4/28
5:05 am-7:10 pm
1 stop15h 05m
$390
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 3/10
11:05 am-11:00 pm
2 stops10h 55m
$182
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 4/26
6:00 am-4:15 pm
1 stop9h 15m
$182
Showing 1-10 of 18 results
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 $101). 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 25, 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 25, 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.
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$249 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$432 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$309 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$539 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$380 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$191 | Average$481 | FlexibilityNo cancel fee | On-time69% |