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$215+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
May 26 — Jun 21
Mon 5/26
Mon 6/2
1 adult, Economy
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Cheap flight deals from Tallahassee to Caribbean

Keep the following information in mind while searching for Tallahassee to Caribbean flight deals. Data was last updated May 21, 2025.

Round-trip from

$385
(American Airlines)

One-way from

$215
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$561
From Tallahassee to Caribbean
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One-way flight from Tallahassee to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 21, 2025.

This American Airlines deal was found by Cheapflights users on 5/20. 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 6/175:45 amTLH - SJU
1 stop17h 40mAmerican Airlines
Fri 6/206:05 amSJU - TLH
1 stop14h 11mAmerican Airlines
Deal found 5/20$385
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/96:00 amTLH - NAS
1 stop11h 35mAmerican Airlines
Tue 7/1510:36 amNAS - TLH
1 stop13h 46mAmerican Airlines
Deal found 5/20$407
This StudentUniverse deal was found by Cheapflights users on 5/20. 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 StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/249:05 amTLH - MHH
1 stop3h 50mSilver Airways
Mon 7/281:40 pmMHH - TLH
1 stop5h 25mSilver Airways
Deal found 5/20$425
This American Airlines deal was found by Cheapflights users on 5/21. 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 10/118:13 pmTLH - PUJ
1 stop14h 27mAmerican Airlines
Wed 10/151:15 pmPUJ - TLH
1 stop5h 48mAmerican Airlines
Deal found 5/21$461
This Delta deal was found by Cheapflights users on 5/21. 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.
Fri 9/125:40 amTLH - NAS
1 stop6h 14mDelta
Mon 9/151:19 pmNAS - TLH
1 stop9h 02mDelta
Deal found 5/21$467
This Delta deal was found by Cheapflights users on 5/20. 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 5/315:40 amTLH - SJU
1 stop7h 36mDelta
Thu 6/56:15 amSJU - TLH
1 stop5h 49mDelta
Deal found 5/20$480
This American Airlines deal was found by Cheapflights users on 5/20. 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 9/16:05 amTLH - MBJ
1 stop6h 58mAmerican Airlines
Thu 9/410:35 amMBJ - TLH
1 stop8h 06mAmerican Airlines
Deal found 5/20$505
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 9/45:40 amTLH - PUJ
1 stop8h 54mDelta
Sun 9/71:05 pmPUJ - TLH
1 stop7h 11mDelta
Deal found 5/21$511
This Delta deal was found by Cheapflights users on 5/20. 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.
Wed 9/35:40 amTLH - MBJ
1 stop7h 15mDelta
Mon 9/81:12 pmMBJ - TLH
1 stop6h 35mDelta
Deal found 5/20$530
This JetBlue deal was found by Cheapflights users on 5/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/319:05 amTLH - SJU
1 stop7h 10mJetBlue
Thu 6/511:55 amSJU - TLH
1 stop7h 10mJetBlue
Deal found 5/20$535
This American Airlines deal was found by Cheapflights users on 5/21. 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 12/16:00 pmTLH - STT
2 stops19h 00mAmerican Airlines
Fri 12/54:35 pmSTT - TLH
2 stops19h 12mAmerican Airlines
Deal found 5/21$551
This American Airlines deal was found by Cheapflights users on 5/20. 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 8/146:35 amTLH - UVF
1 stop7h 40mAmerican Airlines
Mon 8/183:25 pmUVF - TLH
1 stop8h 32mAmerican Airlines
Deal found 5/20$599

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 May 21, 2025.
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

Tue 6/17

5:45 am-11:25 pm

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Fri 6/20

6:05 am-8:16 pm

1 stop14h 11m

$385

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Wed 7/9

6:00 am-5:35 pm

1 stop11h 35m

Nassau Intl

Tue 7/15

10:36 am-12:22 am

1 stop13h 46m

$407

TallahasseeMarsh Harbour

TLH - MHH

TLHMHH

Tallahassee

Thu 7/24

9:05 am-12:55 pm

1 stop3h 50m

Marsh Harbour

Mon 7/28

1:40 pm-7:05 pm

1 stop5h 25m

$425

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sat 10/11

8:13 pm-10:40 am

1 stop14h 27m

Punta Cana

Wed 10/15

1:15 pm-7:03 pm

1 stop5h 48m

$461

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Fri 9/12

5:40 am-11:54 am

1 stop6h 14m

Nassau Intl

Mon 9/15

1:19 pm-10:21 pm

1 stop9h 02m

$467

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 5/31

5:40 am-1:16 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Thu 6/5

6:15 am-12:04 pm

1 stop5h 49m

$480

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Mon 9/1

6:05 am-12:03 pm

1 stop6h 58m

Montego Bay Sangster Intl

Thu 9/4

10:35 am-7:41 pm

1 stop8h 06m

$505

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Thu 9/4

5:40 am-2:34 pm

1 stop8h 54m

Punta Cana

Sun 9/7

1:05 pm-8:16 pm

1 stop7h 11m

$511

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 9/3

5:40 am-11:55 am

1 stop7h 15m

Montego Bay Sangster Intl

Mon 9/8

1:12 pm-8:47 pm

1 stop6h 35m

$530

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 5/31

9:05 am-4:15 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Thu 6/5

11:55 am-7:05 pm

1 stop7h 10m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 24 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, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $254). Flying from Tallahassee to Caribbean in June is currently the most expensive (average of $336). 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 CB?

Find hourly flight availability from Tallahassee to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 21, 2025.

When flying from Tallahassee to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 21, 2025.
Delta
8.0
Very good
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7,951 reviews
Delta
8.0
Very good
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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.
United Airlines
7.4
Good
8,745 reviews
Delta
8.0
Very good
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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.
JetBlue
7.3
Good
2,928 reviews
Delta
8.0
Very good
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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
2,847 reviews
Delta
8.0
Very good
7,951 reviews

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

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.

  • What are the cheapest airlines to fly from Tallahassee to Caribbean one-way?

    The cheapest airlines for a one-way flight from Tallahassee to Caribbean are JetBlue ($245), Silver Airways ($246), and American Airlines ($253).

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

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

  • 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, September is the cheapest month in which you can book a flight from Tallahassee to Caribbean (average of $254). Flying from Tallahassee to Caribbean in June is currently the most expensive (average of $336). 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.
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Top 3 airlines flying from Tallahassee to Caribbean

Discover the top 3 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 May 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$586FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$388Average$575FlexibilityNo cancel feeOn-time62%

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