$276+ Cheap flights from Tallahassee (TLH) to Puerto Rico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Jul 12 — Jul 191
Round-trip
1 adult, Economy
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Cheapest flights from Tallahassee to Puerto RicoExplore the most affordable flight options available from Tallahassee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
Explore the most affordable flight options available from Tallahassee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:47 pm
TLH
- SJU
1 stop27h 11m
Multiple Airlines
Mon 8/316:00 am
SJU
- TLH
1 stop26h 58m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:07 pm
TLH
- SJU
1 stop10h 31m
Multiple Airlines
Mon 9/285:12 pm
SJU
- TLH
1 stop17h 18m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:17 pm
TLH
- SJU
2 stops36h 42m
Multiple Airlines
Wed 7/226:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:47 pm
TLH
- SJU
2 stops49h 13m
Multiple Airlines
Wed 8/56:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Wed 7/86:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:47 pm
TLH
- SJU
2 stops49h 08m
Multiple Airlines
Wed 7/226:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$398
Best flights from Tallahassee to Puerto RicoDiscover carefully curated flight deals from Tallahassee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
Discover carefully curated flight deals from Tallahassee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:47 pm
TLH
- SJU
1 stop27h 11m
Multiple Airlines
Mon 8/316:00 am
SJU
- TLH
1 stop26h 58m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:54 pm
TLH
- SJU
2 stops20h 46m
American Airlines
Sun 10/410:16 am
SJU
- TLH
1 stop6h 14m
American Airlines
Deal found 6/11![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:14 am
TLH
- SJU
1 stop8h 32m
Delta
Thu 7/97:30 am
SJU
- TLH
1 stop9h 20m
Delta
Deal found 6/10![Delta logo]()
$561
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:07 pm
TLH
- SJU
1 stop10h 31m
Multiple Airlines
Mon 9/285:12 pm
SJU
- TLH
1 stop17h 18m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:47 pm
TLH
- SJU
2 stops49h 13m
Multiple Airlines
Wed 8/56:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Thu 9/246:00 am
TLH
- SJU
2 stops14h 47m
American Airlines
Mon 9/286:27 am
SJU
- TLH
2 stops15h 27m
American Airlines
Deal found 6/7![American Airlines logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Sat 7/186:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Wed 11/186:13 am
TLH
- SJU
2 stops10h 39m
American Airlines
Tue 11/247:40 am
SJU
- TLH
1 stop13h 15m
American Airlines
Deal found 6/12![American Airlines logo]()
$536
Last-minute flights from Tallahassee to Puerto RicoDiscover last-minute flight deals from Tallahassee to Puerto Rico. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Tallahassee to Puerto Rico. Data last updated June 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Wed 7/86:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Mon 7/66:00 am
SJU
- TLH
1 stop26h 58m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Fri 7/105:45 pm
SJU
- TLH
2 stops37h 43m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Wed 7/226:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:08 am
TLH
- SJU
1 stop15h 59m
Multiple Airlines
Fri 7/243:36 pm
SJU
- TLH
2 stops39h 52m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:17 pm
TLH
- SJU
2 stops36h 42m
Multiple Airlines
Wed 7/226:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:17 pm
TLH
- SJU
2 stops36h 42m
Multiple Airlines
Mon 7/206:00 am
SJU
- TLH
1 stop26h 58m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1612:47 pm
TLH
- SJU
2 stops35h 36m
Multiple Airlines
Wed 7/226:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:47 pm
TLH
- SJU
2 stops49h 13m
Multiple Airlines
Wed 8/56:00 am
SJU
- TLH
1 stop25h 28m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$375
One-way flights from Tallahassee to Puerto RicoSearch for one-way flight options from Tallahassee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
Search for one-way flight options from Tallahassee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:18 pm
TLH
- SJU
1 stop13h 21m
American Airlines
Deal found 6/10![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Fri 7/109:32 am
TLH
- SJU
1 stop12h 27m
American Airlines
Deal found 6/9![American Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 6/12. 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 6/227:48 pm
TLH
- SJU
2 stops13h 51m
American Airlines
Deal found 6/12![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 6/12. 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 6/2111:45 am
TLH
- SJU
2 stops21h 54m
American Airlines
Deal found 6/12![American Airlines logo]()
$489
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:41 pm
TLH
- SJU
3 stops22h 57m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$1,289
Find flight deals from Tallahassee to Puerto Rico
Keep the following information in mind while searching for Tallahassee to Puerto Rico flight deals. Data was last updated June 12, 2026.
Round-trip from | $332 (Kiwi.com) |
|---|---|
One-way from | $303 (American Airlines) |
Popular in | April |
Cheapest in | January |
Average price | $721 |
Cheapflights Fare Finder
Customize your flight search to find flights from Tallahassee 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 June 12, 2026.
Use the filters below to find and compare flights from Tallahassee to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Thu 8/27
12:47 pm-3:58 pm
1 stop27h 11m
San Juan Luis Munoz Marin Intl
Mon 8/31
6:00 am-8:58 am
1 stop26h 58m
$276
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Thu 9/24
1:07 pm-11:38 pm
1 stop10h 31m
San Juan Luis Munoz Marin Intl
Mon 9/28
5:12 pm-10:30 am
1 stop17h 18m
$342
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Thu 7/30
12:47 pm-2:00 pm
2 stops49h 13m
San Juan Luis Munoz Marin Intl
Wed 8/5
6:00 am-7:28 am
1 stop25h 28m
$375
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Tue 9/29
6:54 pm-3:40 pm
2 stops20h 46m
San Juan Luis Munoz Marin Intl
Sun 10/4
10:16 am-4:30 pm
1 stop6h 14m
$446
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sun 7/12
8:08 am-12:07 am
1 stop15h 59m
San Juan Luis Munoz Marin Intl
Sat 7/18
6:00 am-7:28 am
1 stop25h 28m
$486
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Thu 9/24
6:00 am-8:47 pm
2 stops14h 47m
San Juan Luis Munoz Marin Intl
Mon 9/28
6:27 am-9:54 pm
2 stops15h 27m
$531
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Wed 11/18
6:13 am-5:52 pm
2 stops10h 39m
San Juan Luis Munoz Marin Intl
Tue 11/24
7:40 am-7:55 pm
1 stop13h 15m
$536
Quickest round-trip
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sat 7/4
8:14 am-4:46 pm
1 stop8h 32m
San Juan Luis Munoz Marin Intl
Thu 7/9
7:30 am-4:50 pm
1 stop9h 20m
$561
Cheapest one-way
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sat 6/27
8:18 pm-11:02 am
1 stop14h 44m
$303
Quickest one-way
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sun 6/21
3:26 pm-10:27 pm
1 stop7h 01m
$333
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Tallahassee to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Tallahassee with our price prediction graph.
TLH-SJU
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 Tallahassee to Puerto Rico
TLH-PR0
TLH-SJU
What is the cheapest month to book a flight from Tallahassee to Puerto Rico?
Currently, February is the cheapest month in which you can book a flight from Tallahassee to Puerto Rico (average of $385). Flying from Tallahassee to Puerto Rico in June is currently the most expensive (average of $686). 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.
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 June 12, 2026.
Read through reviews of airlines operating flights from Tallahassee to Puerto Rico, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Tallahassee 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 Tallahassee to Puerto Rico
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Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Tallahassee to Puerto Rico by cabin class
Find flights from Tallahassee to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Tallahassee and Puerto Rico flights
Browse other Tallahassee and Puerto Rico flight options. Last updated on June 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Tallahassee to Puerto Rico flights
Consider these flights traveling from Tallahassee to Puerto Rico.
Top 2 airlines flying from Tallahassee to Puerto Rico
Discover the top 2 airlines that operate flights from Tallahassee 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 June 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$405 | Average$642 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$441 | Average$676 | FlexibilityNo cancel fee | On-timeN/A |