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$238+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$387
(American Airlines)

One-way from

$238
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$358
From Tallahassee to Caribbean
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One-way flight from Tallahassee to Caribbean
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Highest demand for flights based on searches. 3% potential increase in price ($15 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 April 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 April 17, 2025.

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.
Sat 5/108:11 pmTLH - NAS
1 stop13h 19mAmerican Airlines
Tue 5/202:45 pmNAS - TLH
1 stop9h 23mAmerican Airlines
Deal found 4/17$387
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/159:05 amTLH - MHH
1 stop8h 05mSilver Airways
Wed 5/285:55 pmMHH - TLH
1 stop14h 25mSilver Airways
Deal found 4/17$406
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 5/158:11 pmTLH - SJU
1 stop14h 59mAmerican Airlines
Mon 5/197:15 amSJU - TLH
1 stop16h 53mAmerican Airlines
Deal found 4/17$425
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.
Tue 7/158:49 pmTLH - MBJ
1 stop13h 41mAmerican Airlines
Tue 7/225:04 pmMBJ - TLH
1 stop6h 18mAmerican Airlines
Deal found 4/16$505
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.
Sun 6/222:40 pmTLH - SJU
1 stop8h 08mDelta
Sat 7/197:30 amSJU - TLH
1 stop7h 12mDelta
Deal found 4/16$519
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/159:05 amTLH - SJU
2 stops14h 52mUnited Airlines
Sun 5/181:05 amSJU - TLH
2 stops18h 00mUnited Airlines
Deal found 4/17$542
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.
Fri 7/49:58 amTLH - PUJ
1 stop5h 01mAmerican Airlines
Wed 7/94:00 pmPUJ - TLH
1 stop8h 22mAmerican Airlines
Deal found 4/16$546
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 5/215:54 pmTLH - STT
1 stop17h 01mAmerican Airlines
Wed 6/45:10 pmSTT - TLH
1 stop6h 37mAmerican Airlines
Deal found 4/17$549
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 5/158:11 pmTLH - MHH
2 stops14h 59mAmerican Airlines
Wed 5/282:30 pmMHH - TLH
2 stops21h 07mAmerican Airlines
Deal found 4/17$669
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/19:05 amTLH - MBJ
1 stop9h 03mJetBlue
Fri 8/19:15 amMBJ - TLH
1 stop8h 50mJetBlue
Deal found 4/16$687
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 6/296:00 amTLH - ANU
1 stop10h 21mAmerican Airlines
Tue 7/11:50 pmANU - TLH
2 stops21h 50mAmerican Airlines
Deal found 4/16$717
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.
Fri 5/26:00 amTLH - SXM
1 stop8h 14mAmerican Airlines
Tue 5/64:40 pmSXM - TLH
1 stop7h 07mAmerican Airlines
Deal found 4/16$725

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 April 17, 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

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sat 5/10

8:11 pm-9:30 am

1 stop13h 19m

Nassau Intl

Tue 5/20

2:45 pm-12:08 am

1 stop9h 23m

$387

TallahasseeMarsh Harbour

TLH - MHH

TLHMHH

Tallahassee

Thu 5/15

9:05 am-5:10 pm

1 stop8h 05m

Marsh Harbour

Wed 5/28

5:55 pm-8:20 am

1 stop14h 25m

$406

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 5/15

8:11 pm-11:10 am

1 stop14h 59m

San Juan Luis Munoz Marin Intl

Mon 5/19

7:15 am-12:08 am

1 stop16h 53m

$425

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Tue 7/15

8:49 pm-9:30 am

1 stop13h 41m

Montego Bay Sangster Intl

Tue 7/22

5:04 pm-12:22 am

1 stop6h 18m

$505

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 6/22

2:40 pm-10:48 pm

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Sat 7/19

7:30 am-2:42 pm

1 stop7h 12m

$519

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 5/15

9:05 am-11:57 pm

2 stops14h 52m

San Juan Luis Munoz Marin Intl

Sun 5/18

1:05 am-7:05 pm

2 stops18h 00m

$542

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Fri 7/4

9:58 am-2:59 pm

1 stop5h 01m

Punta Cana

Wed 7/9

4:00 pm-12:22 am

1 stop8h 22m

$546

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Wed 5/21

5:54 pm-10:55 am

1 stop17h 01m

Saint Thomas Island Cyril E King

Wed 6/4

5:10 pm-11:47 pm

1 stop6h 37m

$549

TallahasseeMarsh Harbour

TLH - MHH

TLHMHH

Tallahassee

Thu 5/15

8:11 pm-11:10 am

2 stops14h 59m

Marsh Harbour

Wed 5/28

2:30 pm-11:37 am

2 stops21h 07m

$669

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 6/1

9:05 am-5:08 pm

1 stop9h 03m

Montego Bay Sangster Intl

Fri 8/1

9:15 am-7:05 pm

1 stop8h 50m

$687

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 22 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 December 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 April 17, 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 April 17, 2025.
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
JetBlue
7.3
Good
2,926 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
WestJet
7.2
Good
2,809 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 American Airlines ($238), Delta ($248), and United Airlines ($347).

  • 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 - Saint Thomas Island Cyril E King 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 December 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$299Average$566FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$572FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$388Average$611FlexibilityNo cancel feeOn-time62%

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