HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$198+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tallahassee to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 22, 2025.

Round-trip from

$335
(American Airlines)

One-way from

$198
(Delta)

Popular in

December

Cheapest in

April

Average price

$390
From Tallahassee to Caribbean Islands
Search Deals
One-way flight from Tallahassee to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 22, 2025.

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 4/186:00 amTLH - SJU
1 stop6h 36mAmerican Airlines
Tue 5/61:10 pmSJU - TLH
1 stop6h 33mAmerican Airlines
Deal found 2/20$335
This Delta deal was found by Cheapflights users on 2/21. 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 4/185:05 pmTLH - SJU
1 stop6h 10mDelta
Tue 5/612:50 pmSJU - TLH
1 stop7h 59mDelta
Deal found 2/21$340
This American Airlines deal was found by Cheapflights users on 2/21. 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 5/106:06 pmTLH - STT
2 stops20h 39mAmerican Airlines
Mon 5/125:04 pmSTT - TLH
1 stop6h 47mAmerican Airlines
Deal found 2/21$419
This Priceline deal was found by Cheapflights users on 2/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/88:05 amTLH - NAS
1 stop4h 30mSilver Airways
Tue 4/151:20 pmNAS - TLH
1 stop3h 50mSilver Airways
Deal found 2/22$455
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Sun 10/58:12 pmTLH - PUJ
1 stop14h 28mAmerican Airlines
Thu 10/91:15 pmPUJ - TLH
1 stop10h 48mAmerican Airlines
Deal found 2/21$461
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.
Mon 7/216:25 amTLH - NAS
1 stop14h 20mAmerican Airlines
Mon 7/287:45 amNAS - TLH
1 stop11h 12mAmerican Airlines
Deal found 2/20$463
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Tue 7/158:25 pmTLH - MBJ
1 stop14h 00mAmerican Airlines
Tue 7/226:05 pmMBJ - TLH
1 stop5h 25mAmerican Airlines
Deal found 2/21$488
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Mon 3/109:05 amTLH - MBJ
1 stop26h 57mMultiple Airlines
Fri 3/1412:07 pmMBJ - TLH
2 stops18h 13mMultiple Airlines
Deal found 2/22$500
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.
Wed 5/76:00 amTLH - SXM
1 stop9h 31mAmerican Airlines
Wed 5/144:40 pmSXM - TLH
1 stop7h 11mAmerican Airlines
Deal found 2/20$529
This Trip.com deal was found by Cheapflights users on 2/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/138:05 amTLH - SJU
1 stop16h 08mMultiple Airlines
Sun 3/165:35 amSJU - TLH
1 stop25h 45mMultiple Airlines
Deal found 2/21$536
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/58:05 amTLH - SJU
2 stops13h 17mUnited Airlines
Fri 3/72:05 amSJU - TLH
2 stops17h 45mUnited Airlines
Deal found 2/21$540
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/125:55 pmTLH - STT
2 stops22h 40mUnited Airlines
Mon 3/1712:05 pmSTT - TLH
2 stops19h 15mUnited Airlines
Deal found 2/21$562

Find flights from Tallahassee to Caribbean Islands within your budget

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 February 22, 2025.

Fly from

Tallahassee

Fly to

Caribbean Islands

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

1:10 pm-7:43 pm

1 stop6h 33m

$335

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 4/18

5:05 pm-11:15 pm

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Tue 5/6

12:50 pm-8:49 pm

1 stop7h 59m

$340

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

Sat 5/10

6:06 pm-2:45 pm

2 stops20h 39m

Saint Thomas Island Cyril E King

Mon 5/12

5:04 pm-11:51 pm

1 stop6h 47m

$419

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Tue 4/8

8:05 am-12:35 pm

1 stop4h 30m

Nassau Intl

Tue 4/15

1:20 pm-5:10 pm

1 stop3h 50m

$455

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 7/21

6:25 am-8:45 pm

1 stop14h 20m

Nassau Intl

Mon 7/28

7:45 am-6:57 pm

1 stop11h 12m

$463

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Tue 4/22

5:49 pm-11:54 am

2 stops18h 05m

Punta Cana

Tue 4/29

12:54 pm-12:02 am

2 stops11h 08m

$465

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Tue 7/15

8:25 pm-9:25 am

1 stop14h 00m

Montego Bay Sangster Intl

Tue 7/22

6:05 pm-12:30 am

1 stop5h 25m

$488

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Mon 3/10

9:05 am-11:02 am

1 stop26h 57m

Montego Bay Sangster Intl

Fri 3/14

12:07 pm-7:20 am

2 stops18h 13m

$500

TallahasseeSimpson Bay

TLH - SXM

TLHSXM

Tallahassee

Wed 5/7

6:00 am-3:31 pm

1 stop9h 31m

Simpson Bay Princess Juliana

Wed 5/14

4:40 pm-11:51 pm

1 stop7h 11m

$529

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 3/13

8:05 am-12:13 am

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Sun 3/16

5:35 am-7:20 am

1 stop25h 45m

$536

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 31 results
1
2
3
4

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.

Travel insights for flights from Tallahassee to Caribbean Islands

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

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 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 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 February 22, 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.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 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 February 22, 2025.
To help decide which airline to fly from Tallahassee to Caribbean Islands, see what other customers have to say about Delta, JetBlue and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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
3,068 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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
8,754 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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.

WestJet
7.2
Good
2,800 reviews
Delta
8.0
Very good
8,203 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

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 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 cheapest airlines to fly from Tallahassee to Caribbean Islands one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $198. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Tallahassee to Caribbean Islands for a low price.

  • 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 - Saint Thomas Island Cyril E King 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 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Tallahassee to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to Newark flights
Miami to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to Newark flights
Fort Lauderdale to Las Vegas flights
Orlando to Dallas/Fort Worth flights
Orlando to Las Vegas flights
Orlando to LaGuardia flights
Tampa to Las Vegas flights
Tampa to Newark flights
Miami to Las Vegas flights
Orlando to Denver flights
Tampa to LaGuardia flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Seattle flights
Miami to Cancún flights
Miami to Los Angeles flights
Tampa to John F Kennedy Intl flights
Orlando to Los Angeles flights
Miami to Denver flights
Orlando to Hobby flights
Orlando to Cancún flights
Fort Lauderdale to O'Hare Intl flights
Tampa to Denver flights
Miami to Mexico City flights
Fort Lauderdale to Los Angeles flights
Tampa to Seattle flights
Orlando to Dulles Intl flights
Fort Lauderdale to Hobby flights
Fort Lauderdale to Atlanta flights
West Palm Beach to John F Kennedy Intl flights
Fort Lauderdale to Cancún flights
Tampa to O'Hare Intl flights
Fort Lauderdale to Baltimore flights
Miami to Atlanta flights
West Palm Beach to LaGuardia flights
Fort Lauderdale to Denver flights
Orlando to O'Hare Intl flights
Tampa to Dulles Intl flights
Tampa to Los Angeles flights
Miami to Dallas/Fort Worth flights
West Palm Beach to Newark flights
Tampa to Reagan-National flights
Miami to Seattle flights
Miami to O'Hare Intl flights
Fort Lauderdale to George Bush Intcntl flights

Top 3 airlines flying from Tallahassee to Caribbean Islands

Discover the top 3 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$284Average$562FlexibilityNo cancel feeOn-time71%
DeltaCheapest$320Average$551FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$388Average$604FlexibilityNo cancel feeOn-time62%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.