Caribbean

$229+ Cheap flights from Tallahassee (TLH) 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
maalis 14 — maalis 211
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Cheap flight deals from Tallahassee to Caribbean

Cheapest flights from Tallahassee to Caribbean
Explore the most affordable flight options available from Tallahassee to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on helmikuu 12, 2026.

This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
su 5/102:41 pm
TLH
-
SJU
1 stop7h 36m
Delta
la 5/167:30 am
SJU
-
TLH
1 stop8h 57m
Delta
Deal found 2/9$411
This American Airlines deal was found by Cheapflights users on 2/11. 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.
la 4/48:51 pm
TLH
-
SJU
1 stop14h 05m
American Airlines
la 4/116:02 pm
SJU
-
TLH
1 stop5h 54m
American Airlines
Deal found 2/11$416
This American Airlines deal was found by Cheapflights users on 2/11. 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.
ma 4/67:55 pm
TLH
-
SJU
1 stop16h 08m
American Airlines
ke 4/86:45 am
SJU
-
TLH
1 stop16h 30m
American Airlines
Deal found 2/11$431
This American Airlines deal was found by Cheapflights users on 2/11. 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.
ti 3/2412:54 pm
TLH
-
SJU
1 stop6h 45m
American Airlines
ti 3/317:11 am
SJU
-
TLH
1 stop13h 10m
American Airlines
Deal found 2/11$451
This American Airlines deal was found by Cheapflights users on 2/10. 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.
ke 3/186:10 am
TLH
-
ELH
1 stop9h 15m
American Airlines
ti 3/3111:54 am
ELH
-
TLH
1 stop8h 27m
American Airlines
Deal found 2/10$463
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 7/276:00 am
TLH
-
NAS
1 stop9h 13m
American Airlines
pe 7/314:04 pm
NAS
-
TLH
1 stop4h 08m
American Airlines
Deal found 2/8$468
This American Airlines deal was found by Cheapflights users on 2/11. 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.
su 3/157:55 pm
TLH
-
ELH
2 stops15h 19m
American Airlines
to 3/192:02 pm
ELH
-
TLH
2 stops21h 34m
American Airlines
Deal found 2/11$468
This American Airlines deal was found by Cheapflights users on 2/10. 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.
ti 6/29:32 am
TLH
-
NAS
1 stop4h 06m
American Airlines
pe 6/51:32 pm
NAS
-
TLH
1 stop10h 26m
American Airlines
Deal found 2/10$478
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ke 7/19:32 am
TLH
-
NAS
1 stop8h 18m
American Airlines
ma 7/64:04 pm
NAS
-
TLH
1 stop7h 55m
American Airlines
Deal found 2/8$493
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti 3/316:10 am
TLH
-
PUJ
1 stop8h 45m
American Airlines
ti 4/75:25 pm
PUJ
-
TLH
1 stop15h 55m
American Airlines
Deal found 2/8$495
This American Airlines deal was found by Cheapflights users on 2/9. 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.
ma 5/46:09 am
TLH
-
NAS
1 stop8h 37m
American Airlines
pe 5/88:18 am
NAS
-
TLH
1 stop11h 27m
American Airlines
Deal found 2/9$496
This American Airlines deal was found by Cheapflights users on 2/7. 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.
la 5/167:54 pm
TLH
-
NAS
2 stops15h 05m
American Airlines
la 5/2310:36 am
NAS
-
TLH
1 stop13h 23m
American Airlines
Deal found 2/7$497

Find flight deals from Tallahassee to Caribbean

Keep the following information in mind while searching for Tallahassee to Caribbean flight deals. Data was last updated helmikuu 12, 2026.

Round-trip from

$411
(Delta)

One-way from

$229
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$540
From Tallahassee to Caribbean
One-way flight from Tallahassee to Caribbean
High demand for flights, 4% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee 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 helmikuu 12, 2026.
Use the filters below to find and compare flights from Tallahassee to Caribbean that are best for you.

Fly from

Tallahassee

Fly to

Caribbean

Route

Depart

Return

Price

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

su 5/10

2:41 pm-10:17 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

la 5/16

7:30 am-4:27 pm

1 stop8h 57m

$411

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

pe 5/8

7:54 pm-10:48 am

1 stop14h 54m

San Juan Luis Munoz Marin Intl

ma 5/11

3:44 pm-11:56 pm

1 stop8h 12m

$416

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

la 4/4

8:51 pm-10:56 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

la 4/11

6:02 pm-11:56 pm

1 stop5h 54m

$416

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

ti 3/10

7:05 am-5:11 pm

2 stops10h 06m

San Juan Luis Munoz Marin Intl

ti 3/17

9:50 am-12:09 am

1 stop14h 19m

$431

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

ma 4/6

7:55 pm-12:03 pm

1 stop16h 08m

San Juan Luis Munoz Marin Intl

ke 4/8

10:03 am-10:41 pm

2 stops12h 38m

$431

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

ti 5/5

8:15 am-6:10 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

su 5/10

5:45 am-7:45 pm

1 stop14h 00m

$431

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

ke 7/8

8:42 pm-9:33 am

1 stop12h 51m

San Juan Luis Munoz Marin Intl

ma 7/13

7:09 pm-9:17 am

1 stop14h 08m

$431

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

ti 3/24

6:00 am-5:11 pm

2 stops11h 11m

San Juan Luis Munoz Marin Intl

ti 3/31

6:01 pm-12:09 am

1 stop6h 08m

$451

TallahasseeGregory Town

TLH - ELH

TLHELH

Tallahassee

ke 3/18

6:10 am-3:25 pm

1 stop9h 15m

Gregory Town North Eleuthera

ti 3/31

11:54 am-8:21 pm

1 stop8h 27m

$463

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

ma 7/27

6:00 am-3:13 pm

1 stop9h 13m

Nassau Intl

pe 7/31

4:04 pm-8:12 pm

1 stop4h 08m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 40 results
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Best time to book a flight from Tallahassee to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Tallahassee 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 Tallahassee to Caribbean

What is the cheapest month to book a flight from Tallahassee to Caribbean?

Currently, June is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $206). Flying from Tallahassee to Caribbean in January is currently the most expensive (average of $390). 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 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 helmikuu 12, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Tallahassee to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Tallahassee to Caribbean?

    For a flight from Tallahassee to Caribbean, you will be flying from Tallahassee. Tallahassee (TLH) is just 5.0 mi from the center of the city.

  • How long is the flight from Tallahassee to Caribbean?

    Departing from Tallahassee to Caribbean will take you 7h 36m. Airlines will cover a distance of 1415 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Tallahassee to Caribbean?

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tallahassee 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 Tallahassee to Caribbean?

    Currently, June is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $206). Flying from Tallahassee to Caribbean in January is currently the most expensive (average of $390). 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

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Alternative routes for Tallahassee to Caribbean

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

Top 2 airlines flying from Tallahassee to Caribbean

Discover the top 2 airlines that operate flights from Tallahassee 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 helmikuu 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$198Average$474FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$631FlexibilityNo cancel feeOn-time71%

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