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$131+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$335
(American Airlines)

One-way from

$131
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$390
From Tallahassee to Caribbean
Search Deals
One-way flight from Tallahassee to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($20 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 February 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 February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/19. 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 4/186:00 amTLH - SJU
1 stop6h 36mAmerican Airlines
Tue 5/66:10 amSJU - TLH
2 stops8h 50mAmerican Airlines
Deal found 2/19$335
This Delta deal was found by Cheapflights users on 2/19. 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 3/215:42 pmTLH - SJU
1 stop5h 25mDelta
Fri 3/2812:54 pmSJU - TLH
1 stop7h 18mDelta
Deal found 2/19$367
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/88:24 pmTLH - MBJ
1 stop14h 11mAmerican Airlines
Thu 6/1210:25 amMBJ - TLH
1 stop13h 19mAmerican Airlines
Deal found 2/19$488
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 4/116:00 amTLH - STT
1 stop10h 59mAmerican Airlines
Sat 4/195:50 pmSTT - TLH
1 stop5h 49mAmerican Airlines
Deal found 2/20$519
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 4/57:35 pmTLH - PUJ
1 stop19h 07mMultiple Airlines
Sat 4/123:48 pmPUJ - TLH
1 stop16h 32mMultiple Airlines
Deal found 2/19$526
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Fri 3/218:05 amTLH - SJU
2 stops15h 31mUnited Airlines
Fri 3/281:10 pmSJU - TLH
2 stops18h 10mUnited Airlines
Deal found 2/19$559
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/55:49 pmTLH - PUJ
2 stops18h 05mAmerican Airlines
Sat 4/1212:54 pmPUJ - TLH
1 stop10h 45mAmerican Airlines
Deal found 2/19$580
This JetBlue Airways deal was found by Cheapflights users on 2/20. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/319:05 amTLH - SJU
1 stop6h 57mJetBlue
Mon 8/41:10 pmSJU - TLH
1 stop5h 40mJetBlue
Deal found 2/20$582
This American Airlines deal was found by Cheapflights users on 2/19. 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 8/26:42 pmTLH - SXM
2 stops18h 23mAmerican Airlines
Thu 8/72:52 pmSXM - TLH
1 stop9h 17mAmerican Airlines
Deal found 2/19$602
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/39:05 amTLH - MBJ
1 stop28h 40mMultiple Airlines
Sun 4/63:05 pmMBJ - TLH
1 stop26h 45mMultiple Airlines
Deal found 2/20$603
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/68:05 amTLH - NAS
1 stop4h 30mSilver Airways
Mon 3/171:20 pmNAS - TLH
1 stop18h 00mSilver Airways
Deal found 2/20$610
This Trip.com deal was found by Cheapflights users on 2/19. 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.
Fri 2/288:05 amTLH - SJU
1 stop12h 40mMultiple Airlines
Sun 3/26:35 amSJU - TLH
2 stops12h 10mMultiple Airlines
Deal found 2/19$611

Find flights from Tallahassee to Caribbean within your budget

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 February 20, 2025.

Fly from

Tallahassee

Fly to

Caribbean

Route

Depart

Return

Price

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 4/18

6:00 am-12:36 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:10 am-3:00 pm

2 stops8h 50m

$335

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 3/21

5:42 pm-11:07 pm

1 stop5h 25m

San Juan Luis Munoz Marin Intl

Fri 3/28

12:54 pm-8:12 pm

1 stop7h 18m

$367

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 6/8

8:24 pm-9:35 am

1 stop14h 11m

Montego Bay Sangster Intl

Thu 6/12

10:25 am-12:44 am

1 stop13h 19m

$488

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Fri 4/11

6:00 am-4:59 pm

1 stop10h 59m

Saint Thomas Island Cyril E King

Sat 4/19

5:50 pm-11:39 pm

1 stop5h 49m

$519

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sat 4/5

7:35 pm-2:42 pm

1 stop19h 07m

Punta Cana

Sat 4/12

3:48 pm-8:20 am

1 stop16h 32m

$526

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 3/21

8:05 am-11:36 pm

2 stops15h 31m

San Juan Luis Munoz Marin Intl

Fri 3/28

1:10 pm-7:20 am

2 stops18h 10m

$559

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sat 4/5

5:49 pm-11:54 am

2 stops18h 05m

Punta Cana

Sat 4/12

12:54 pm-11:39 pm

1 stop10h 45m

$580

TallahasseeSimpson Bay

TLH - SXM

TLHSXM

Tallahassee

Sat 3/15

8:40 pm-1:10 pm

1 stop16h 30m

Simpson Bay Princess Juliana

Tue 3/25

2:10 pm-12:27 am

1 stop10h 17m

$599

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 4/3

9:05 am-12:45 pm

1 stop28h 40m

Montego Bay Sangster Intl

Sun 4/6

3:05 pm-6:50 pm

1 stop26h 45m

$603

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Thu 3/6

8:05 am-12:35 pm

1 stop4h 30m

Nassau Intl

Mon 3/17

1:20 pm-7:20 am

1 stop18h 00m

$610

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 25 results
1
2
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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.

Travel insights for flights from Tallahassee to Caribbean

Get recent, data-driven insights about flights from Tallahassee to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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
7.4
Good
3,070 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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.

Silver Airways
6.0
Okay
259 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Overall

8.0

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 ($202), United Airlines ($264), and Delta ($305).

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

    When deciding which route to take from Tallahassee to Caribbean consider Tallahassee - Montego Bay Sangster Intl, Tallahassee - San Juan Luis Munoz Marin 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 March is currently the most expensive (average of $363). 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.

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$284Average$562FlexibilityNo cancel feeOn-time71%
DeltaCheapest$320Average$551FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$388Average$604FlexibilityNo cancel feeOn-time62%
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