$268+ Cheap flights from Tallahassee (TLH) 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
May 18 — May 251
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 April 18, 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 April 18, 2026.
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/138:18 pm
TLH
- SJU
1 stop13h 21m
American Airlines
Tue 6/2310:29 am
SJU
- TLH
1 stop9h 33m
American Airlines
Deal found 4/14![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 4/14. 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 11/186:00 am
TLH
- SJU
1 stop6h 41m
American Airlines
Tue 11/242:41 pm
SJU
- TLH
1 stop10h 15m
American Airlines
Deal found 4/14![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 9/248:01 pm
TLH
- SJU
2 stops16h 39m
American Airlines
Tue 9/2912:05 pm
SJU
- TLH
1 stop11h 51m
American Airlines
Deal found 4/17![American Airlines logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/148:15 pm
TLH
- SJU
1 stop12h 58m
American Airlines
Thu 5/2110:29 am
SJU
- TLH
1 stop9h 33m
American Airlines
Deal found 4/14![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/27:48 pm
TLH
- SJU
2 stops13h 51m
American Airlines
Sat 6/66:00 am
SJU
- TLH
1 stop10h 37m
American Airlines
Deal found 4/14![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/118:15 am
TLH
- SJU
1 stop14h 48m
American Airlines
Fri 5/151:31 pm
SJU
- TLH
1 stop10h 25m
American Airlines
Deal found 4/16![American Airlines logo]()
$496
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/113:23 pm
TLH
- SJU
1 stop7h 06m
Delta
Sun 7/197:30 am
SJU
- TLH
1 stop10h 46m
Delta
Deal found 4/16![Delta logo]()
$506
This American Airlines deal was found by Cheapflights users on 4/15. 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 4/308:15 pm
TLH
- SJU
1 stop14h 38m
American Airlines
Mon 5/41:31 pm
SJU
- TLH
1 stop10h 25m
American Airlines
Deal found 4/15![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/296:09 am
TLH
- SJU
1 stop6h 20m
American Airlines
Sun 5/311:43 am
SJU
- TLH
1 stop7h 56m
American Airlines
Deal found 4/14![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/246:09 am
TLH
- SJU
1 stop15h 15m
American Airlines
Tue 4/2810:03 am
SJU
- TLH
2 stops11h 44m
American Airlines
Deal found 4/13![American Airlines logo]()
$541
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 April 18, 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 April 18, 2026.
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/138:18 pm
TLH
- SJU
1 stop13h 21m
American Airlines
Tue 6/2310:29 am
SJU
- TLH
1 stop9h 33m
American Airlines
Deal found 4/14![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 9/248:01 pm
TLH
- SJU
2 stops16h 39m
American Airlines
Tue 9/297:05 pm
SJU
- TLH
2 stops15h 49m
American Airlines
Deal found 4/17![American Airlines logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/27:48 pm
TLH
- SJU
2 stops13h 51m
American Airlines
Sat 6/66:00 am
SJU
- TLH
1 stop10h 37m
American Airlines
Deal found 4/14![American Airlines logo]()
$491
Last-minute flights from Tallahassee to Puerto RicoDiscover last-minute flight deals from Tallahassee to Puerto Rico. Data last updated April 18, 2026 and is based on user searches.
Discover last-minute flight deals from Tallahassee to Puerto Rico. Data last updated April 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/246:09 am
TLH
- SJU
1 stop15h 15m
American Airlines
Tue 4/2810:03 am
SJU
- TLH
2 stops11h 44m
American Airlines
Deal found 4/13![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/246:09 am
TLH
- SJU
1 stop8h 43m
American Airlines
Wed 4/296:45 am
SJU
- TLH
1 stop16h 30m
American Airlines
Deal found 4/13![American Airlines logo]()
$616
This American Airlines deal was found by Cheapflights users on 4/14. 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 4/296:09 am
TLH
- SJU
1 stop6h 20m
American Airlines
Sun 5/311:43 am
SJU
- TLH
1 stop7h 56m
American Airlines
Deal found 4/14![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 4/15. 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 4/308:15 pm
TLH
- SJU
1 stop14h 38m
American Airlines
Mon 5/41:31 pm
SJU
- TLH
1 stop10h 25m
American Airlines
Deal found 4/15![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 4/18. 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.
Fri 5/16:09 am
TLH
- SJU
1 stop4h 44m
American Airlines
Thu 5/71:31 pm
SJU
- TLH
2 stops9h 10m
American Airlines
Deal found 4/18![American Airlines logo]()
$646
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:09 am
TLH
- SJU
1 stop8h 43m
American Airlines
Sat 5/911:38 am
SJU
- TLH
1 stop11h 03m
American Airlines
Deal found 4/16![American Airlines logo]()
$596
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/118:15 am
TLH
- SJU
1 stop14h 48m
American Airlines
Fri 5/151:31 pm
SJU
- TLH
1 stop10h 25m
American Airlines
Deal found 4/16![American Airlines logo]()
$496
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/148:15 pm
TLH
- SJU
1 stop12h 58m
American Airlines
Thu 5/2110:29 am
SJU
- TLH
1 stop9h 33m
American Airlines
Deal found 4/14![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 5/228:32 pm
TLH
- SJU
1 stop14h 31m
American Airlines
Mon 5/2510:29 am
SJU
- TLH
1 stop13h 30m
American Airlines
Deal found 4/17![American Airlines logo]()
$701
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 April 18, 2026.
Search for one-way flight options from Tallahassee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated April 18, 2026.
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/48:15 pm
TLH
- SJU
1 stop14h 38m
American Airlines
Deal found 4/14![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:54 pm
TLH
- SJU
1 stop14h 54m
American Airlines
Deal found 4/16![American Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:20 pm
TLH
- SJU
1 stop12h 53m
American Airlines
Deal found 4/16![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 5/208:15 pm
TLH
- SJU
1 stop13h 24m
American Airlines
Deal found 4/17![American Airlines logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Fri 5/87:07 pm
TLH
- SJU
3 stops22h 27m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$788
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:34 am
TLH
- SJU
3 stops16h 40m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$1,104
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:05 pm
TLH
- SJU
3 stops19h 36m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$1,263
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 April 18, 2026.
Round-trip from | $436 (American Airlines) |
|---|---|
One-way from | $268 (American Airlines) |
Popular in | May |
Cheapest in | January |
Average price | $819 |
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 April 18, 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
Quickest round-trip
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sat 6/13
8:18 pm-9:39 am
1 stop13h 21m
San Juan Luis Munoz Marin Intl
Tue 6/23
10:29 am-8:02 pm
1 stop9h 33m
$436
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Thu 9/24
8:01 pm-12:40 pm
2 stops16h 39m
San Juan Luis Munoz Marin Intl
Tue 9/29
7:05 pm-10:54 am
2 stops15h 49m
$456
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Tue 6/2
7:48 pm-9:39 am
2 stops13h 51m
San Juan Luis Munoz Marin Intl
Sat 6/6
6:00 am-4:37 pm
1 stop10h 37m
$491
Cheapest one-way
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Mon 5/4
8:15 pm-10:53 am
1 stop14h 38m
$268
Quickest one-way
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Fri 5/8
6:09 am-10:53 am
1 stop4h 44m
$268
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sat 5/2
7:54 pm-10:48 am
1 stop14h 54m
$308
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sun 5/3
8:20 pm-9:13 am
1 stop12h 53m
$428
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Wed 5/20
8:15 pm-9:39 am
1 stop13h 24m
$553
TallahasseeSan Juan
TLH - SJU
TLHSJU
Tallahassee
Sat 5/2
5:34 am-10:14 pm
3 stops16h 40m
$1,104
Sorted 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, June is the cheapest month in which you can book a flight from Tallahassee to Puerto Rico (average of $198). Flying from Tallahassee to Puerto Rico in May is currently the most expensive (average of $586). 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 April 18, 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.
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
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
See prices for flight routes from nearby airports that may be better suited for you.
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 April 18, 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 April 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$198 | Average$610 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$390 | Average$638 | FlexibilityNo cancel fee | On-time71% |