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$278+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
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 30, 2025.

Round-trip from

$397
(Delta)

One-way from

$278
(Delta)

Popular in

December

Cheapest in

January

Average price

$390
From Tallahassee to Caribbean
Search Deals
One-way flight from Tallahassee to Caribbean
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 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 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 5/2012:10 pmNAS - TLH
1 stop11h 37mAmerican Airlines
Deal found 4/28$387
This Delta deal was found by Cheapflights users on 4/29. 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 7/65:40 amTLH - SJU
1 stop6h 19mDelta
Thu 7/106:15 amSJU - TLH
1 stop7h 44mDelta
Deal found 4/29$427
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/276:00 amTLH - SJU
1 stop5h 05mAmerican Airlines
Fri 7/46:55 pmSJU - TLH
1 stop14h 32mAmerican Airlines
Deal found 4/29$462
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/97:35 pmTLH - STT
2 stops20h 25mAmerican Airlines
Thu 6/125:00 pmSTT - TLH
2 stops18h 40mAmerican Airlines
Deal found 4/28$499
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/299:58 amTLH - MBJ
1 stop4h 27mAmerican Airlines
Tue 7/12:25 pmMBJ - TLH
1 stop9h 12mAmerican Airlines
Deal found 4/29$521
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/149:05 amTLH - SJU
2 stops14h 52mUnited Airlines
Sat 5/171:05 amSJU - TLH
2 stops18h 00mUnited Airlines
Deal found 4/29$552
This JetBlue deal was found by Cheapflights users on 4/28. 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.
Wed 5/149:05 amTLH - NAS
1 stop7h 54mJetBlue
Sun 5/1810:02 amNAS - TLH
1 stop9h 03mJetBlue
Deal found 4/28$558
This American Airlines deal was found by Cheapflights users on 4/29. 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 9/286:28 amTLH - UVF
1 stop7h 15mAmerican Airlines
Thu 10/92:10 pmUVF - TLH
1 stop9h 53mAmerican Airlines
Deal found 4/29$579
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Fri 6/139:05 amTLH - PUJ
1 stop8h 23mJetBlue
Fri 6/2010:40 amPUJ - TLH
1 stop8h 25mJetBlue
Deal found 4/29$605
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/137:35 pmTLH - PUJ
2 stops17h 00mAmerican Airlines
Fri 6/205:00 pmPUJ - TLH
1 stop18h 54mAmerican Airlines
Deal found 4/29$693
This JetBlue deal was found by Cheapflights users on 4/28. 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.
Mon 12/229:05 amTLH - SJU
1 stop7h 54mJetBlue
Sat 1/311:40 amSJU - TLH
1 stop8h 25mJetBlue
Deal found 4/28$783
This WestJet deal was found by Cheapflights users on 4/29. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/127:07 pmTLH - NAS
2 stops39h 16mWestJet
Sun 6/1511:15 amNAS - TLH
2 stops35h 36mWestJet
Deal found 4/29$1,543

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 30, 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

12:10 pm-11:47 pm

1 stop11h 37m

$387

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 7/6

5:40 am-11:59 am

1 stop6h 19m

San Juan Luis Munoz Marin Intl

Thu 7/10

6:15 am-1:59 pm

1 stop7h 44m

$427

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 6/27

6:00 am-11:05 am

1 stop5h 05m

San Juan Luis Munoz Marin Intl

Fri 7/4

6:55 pm-9:27 am

1 stop14h 32m

$462

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 5/14

9:05 am-4:15 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Sun 5/18

11:55 am-7:05 pm

1 stop7h 10m

$465

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Mon 6/9

7:35 pm-4:00 pm

2 stops20h 25m

Saint Thomas Island Cyril E King

Thu 6/12

5:00 pm-11:40 am

2 stops18h 40m

$499

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 6/29

9:58 am-1:25 pm

1 stop4h 27m

Montego Bay Sangster Intl

Tue 7/1

2:25 pm-12:37 am

1 stop9h 12m

$521

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 5/14

9:05 am-11:57 pm

2 stops14h 52m

San Juan Luis Munoz Marin Intl

Sat 5/17

1:05 am-7:05 pm

2 stops18h 00m

$552

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Wed 5/14

9:05 am-4:59 pm

1 stop7h 54m

Nassau Intl

Sun 5/18

10:02 am-7:05 pm

1 stop9h 03m

$558

TallahasseeCastries

TLH - UVF

TLHUVF

Tallahassee

Sun 9/28

6:28 am-1:43 pm

1 stop7h 15m

Castries Hewanorra

Thu 10/9

2:10 pm-12:03 am

1 stop9h 53m

$579

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Fri 6/13

9:05 am-5:28 pm

1 stop8h 23m

Punta Cana

Fri 6/20

10:40 am-7:05 pm

1 stop8h 25m

$605

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 17 results
1
2

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 30, 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 30, 2025.
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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
2,922 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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
2,823 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

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 Delta ($278), American Airlines ($291), and United Airlines ($346).

  • 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$578FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$388Average$606FlexibilityNo cancel feeOn-time62%

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