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Caribbean Islands

$323+ Cheap flights from Tallahassee (TLH) to Caribbean Islands

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheap flight deals from Tallahassee to Caribbean Islands

Keep the following information in mind while searching for Tallahassee to Caribbean Islands flight deals. Data was last updated August 7, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$323
(Delta)

Popular in

December

Cheapest in

January

Average price

$625
From Tallahassee to Caribbean Islands
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One-way flight from Tallahassee to Caribbean Islands
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Tallahassee to Caribbean Islands

Cheapest flights from Tallahassee to Caribbean Islands
Explore the most affordable flight options available from Tallahassee to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This American Airlines deal was found by Cheapflights users on 8/7. 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.
Tue 10/75:40 amTLH - SJU
2 stops10h 14mAmerican Airlines
Wed 10/2911:56 amSJU - TLH
2 stops9h 38mAmerican Airlines
Deal found 8/7$365
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/166:15 amTLH - SJU
1 stop8h 38mAmerican Airlines
Fri 9/1912:01 pmSJU - TLH
2 stops9h 24mAmerican Airlines
Deal found 8/6$405
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Sat 11/13:34 pmTLH - NAS
2 stops19h 26mAmerican Airlines
Tue 11/43:15 pmNAS - TLH
2 stops8h 17mAmerican Airlines
Deal found 8/7$460
This American Airlines deal was found by Cheapflights users on 8/6. 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 11/64:09 pmTLH - NAS
1 stop4h 00mAmerican Airlines
Mon 11/103:15 pmNAS - TLH
1 stop4h 40mAmerican Airlines
Deal found 8/6$477
This American Airlines deal was found by Cheapflights users on 8/5. 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 11/64:09 pmTLH - NAS
1 stop4h 00mAmerican Airlines
Sun 11/96:44 pmNAS - TLH
1 stop14h 42mAmerican Airlines
Deal found 8/5$495
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Tue 8/269:55 amTLH - SJU
1 stop6h 10mAmerican Airlines
Fri 8/295:15 pmSJU - TLH
1 stop16h 10mAmerican Airlines
Deal found 8/7$496
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Tue 8/266:20 amTLH - SJU
1 stop4h 49mAmerican Airlines
Sat 8/301:36 pmSJU - TLH
1 stop10h 22mAmerican Airlines
Deal found 8/7$522
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/228:19 pmTLH - SJU
1 stop14h 50mAmerican Airlines
Tue 8/267:05 pmSJU - TLH
1 stop4h 53mAmerican Airlines
Deal found 8/6$550
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Fri 9/56:15 amTLH - PUJ
1 stop4h 53mAmerican Airlines
Tue 9/91:35 pmPUJ - TLH
1 stop10h 15mAmerican Airlines
Deal found 8/7$550
This American Airlines deal was found by Cheapflights users on 8/5. 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 12/48:12 pmTLH - MBJ
1 stop13h 58mAmerican Airlines
Mon 12/85:30 pmMBJ - TLH
1 stop6h 35mAmerican Airlines
Deal found 8/5$565
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/35:45 amTLH - MBJ
1 stop9h 20mAmerican Airlines
Mon 9/81:55 pmMBJ - TLH
1 stop6h 30mAmerican Airlines
Deal found 8/5$566
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Sun 9/217:26 pmTLH - NAS
2 stops17h 49mAmerican Airlines
Sun 9/282:09 pmNAS - TLH
1 stop28h 07mAmerican Airlines
Deal found 8/7$572

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee to Caribbean Islands 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 August 7, 2025.
Use the filters below to find and compare flights from Tallahassee to Caribbean Islands that are best for you.

Fly from

Tallahassee

Fly to

Caribbean Islands

Route

Depart

Return

Price

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 10/7

5:40 am-3:54 pm

2 stops10h 14m

San Juan Luis Munoz Marin Intl

Wed 10/29

11:56 am-9:34 pm

2 stops9h 38m

$365

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 9/16

6:15 am-2:53 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Fri 9/19

12:01 pm-9:25 pm

2 stops9h 24m

$405

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sat 11/1

3:34 pm-11:00 am

2 stops19h 26m

Nassau Intl

Tue 11/4

3:15 pm-11:32 pm

2 stops8h 17m

$460

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Thu 11/6

4:09 pm-8:09 pm

1 stop4h 00m

Nassau Intl

Mon 11/10

3:15 pm-7:55 pm

1 stop4h 40m

$477

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Thu 11/6

4:09 pm-8:09 pm

1 stop4h 00m

Nassau Intl

Sun 11/9

6:44 pm-9:26 am

1 stop14h 42m

$495

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 8/26

9:55 am-4:05 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Fri 8/29

5:15 pm-9:25 am

1 stop16h 10m

$496

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Wed 1/28

6:11 am-1:45 pm

1 stop6h 34m

Saint Thomas Island Cyril E King

Sat 1/31

6:35 pm-12:24 am

1 stop6h 49m

$502

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 8/26

6:20 am-11:09 am

1 stop4h 49m

San Juan Luis Munoz Marin Intl

Sat 8/30

1:36 pm-11:58 pm

1 stop10h 22m

$522

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 8/22

8:19 pm-11:09 am

1 stop14h 50m

San Juan Luis Munoz Marin Intl

Tue 8/26

7:05 pm-11:58 pm

1 stop4h 53m

$550

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 12/4

8:12 pm-10:10 am

1 stop13h 58m

Montego Bay Sangster Intl

Mon 12/8

5:30 pm-12:05 am

1 stop6h 35m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

Showing 1-10 of 33 results
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Best time to book a flight from Tallahassee to Caribbean Islands

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

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

Currently, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean Islands (average of $254). Flying from Tallahassee to Caribbean Islands in June is currently the most expensive (average of $339). 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 TLH to EPX?

Find hourly flight availability from Tallahassee to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Tallahassee to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated August 7, 2025.
Get a feel of what it's like to fly with Delta, LATAM Airlines, and American Airlines from Tallahassee to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,987 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

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.
Delta
8.0
Very good
7,987 reviews
Delta
8.0
Very good
7,987 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

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.
LATAM Airlines
7.5
Good
1,834 reviews
Delta
8.0
Very good
7,987 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,987 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

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.
WestJet
7.2
Good
3,002 reviews
Delta
8.0
Very good
7,987 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

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 Islands. 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 Islands?

    Tallahassee (TLH), located 5.0 mi from the city center, is the airport you fly out of when you book flights from Tallahassee to Caribbean Islands.

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

    When deciding which route to take from Tallahassee to Caribbean Islands consider Tallahassee - San Juan Luis Munoz Marin Intl, Tallahassee - Nassau Intl or Tallahassee - Montego Bay Sangster Intl as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean Islands (average of $254). Flying from Tallahassee to Caribbean Islands in June is currently the most expensive (average of $339). 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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Top 2 airlines flying from Tallahassee to Caribbean Islands

Discover the top 2 airlines that operate flights from Tallahassee to Caribbean Islands. 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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$456FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$344Average$595FlexibilityNo cancel feeOn-time71%

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