HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$278+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — SJU
may. 4 — may. 111
dom. 5/4
dom. 5/11
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 abril 29, 2025.

Round-trip from

$397
(Delta)

One-way from

$278
(Delta)

Popular in

December

Cheapest in

January

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. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 abril 29, 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.
sáb. 5/108:11 pmTLH - NAS
1 stop13h 19mAmerican Airlines
mar. 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.
dom. 7/65:40 amTLH - SJU
1 stop6h 19mDelta
jue. 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.
vie. 6/276:00 amTLH - SJU
1 stop5h 05mAmerican Airlines
vie. 7/46:55 pmSJU - TLH
1 stop14h 32mAmerican Airlines
Deal found 4/29$462
This American Airlines deal was found by Cheapflights users on 4/29. 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.
dom. 6/226:00 amTLH - PLS
1 stop6h 35mAmerican Airlines
vie. 6/271:09 pmPLS - TLH
1 stop7h 07mAmerican Airlines
Deal found 4/29$499
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.
lun. 6/97:35 pmTLH - STT
2 stops20h 25mAmerican Airlines
jue. 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.
dom. 6/299:58 amTLH - MBJ
1 stop4h 27mAmerican Airlines
mar. 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.
mié. 5/149:05 amTLH - SJU
2 stops14h 52mUnited Airlines
sáb. 5/171:05 amSJU - TLH
2 stops18h 00mUnited Airlines
Deal found 4/29$552
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.
sáb. 7/198:45 pmTLH - BGI
1 stop17h 10mAmerican Airlines
sáb. 8/27:00 amBGI - TLH
1 stop17h 09mAmerican Airlines
Deal found 4/29$556
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.
mié. 5/149:05 amTLH - NAS
1 stop7h 54mJetBlue
dom. 5/1810:02 amNAS - TLH
1 stop9h 03mJetBlue
Deal found 4/28$558
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.
vie. 6/139:05 amTLH - PUJ
1 stop8h 23mJetBlue
vie. 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.
vie. 6/137:35 pmTLH - PUJ
2 stops17h 00mAmerican Airlines
vie. 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.
lun. 12/229:05 amTLH - SJU
1 stop7h 54mJetBlue
sáb. 1/311:40 amSJU - TLH
1 stop8h 25mJetBlue
Deal found 4/28$783

Cheapflights Fare Finder

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 abril 29, 2025.
Use the filters below to find and compare flights from Tallahassee to Caribbean Islands that are best for you.

Fly from

Tallahassee

Fly to

Caribbean Islands

Route

Depart

Return

Price

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

sáb. 5/10

8:11 pm-9:30 am

1 stop13h 19m

Nassau Intl

mar. 5/20

12:10 pm-11:47 pm

1 stop11h 37m

$387

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

dom. 7/6

5:40 am-11:59 am

1 stop6h 19m

San Juan Luis Munoz Marin Intl

jue. 7/10

6:15 am-1:59 pm

1 stop7h 44m

$427

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

vie. 6/27

6:00 am-11:05 am

1 stop5h 05m

San Juan Luis Munoz Marin Intl

vie. 7/4

6:55 pm-9:27 am

1 stop14h 32m

$462

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

mié. 5/14

9:05 am-4:15 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

dom. 5/18

11:55 am-7:05 pm

1 stop7h 10m

$465

TallahasseeProvidenciales

TLH - PLS

TLHPLS

Tallahassee

dom. 6/22

6:00 am-12:35 pm

1 stop6h 35m

Providenciales

vie. 6/27

1:09 pm-8:16 pm

1 stop7h 07m

$499

TallahasseeSaint Thomas Island

TLH - STT

TLHSTT

Tallahassee

lun. 6/9

7:35 pm-4:00 pm

2 stops20h 25m

Saint Thomas Island Cyril E King

jue. 6/12

5:00 pm-11:40 am

2 stops18h 40m

$499

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

dom. 6/29

9:58 am-1:25 pm

1 stop4h 27m

Montego Bay Sangster Intl

mar. 7/1

2:25 pm-12:37 am

1 stop9h 12m

$521

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

mié. 5/14

9:05 am-11:57 pm

2 stops14h 52m

San Juan Luis Munoz Marin Intl

sáb. 5/17

1:05 am-7:05 pm

2 stops18h 00m

$552

TallahasseeBridgetown

TLH - BGI

TLHBGI

Tallahassee

sáb. 7/19

8:45 pm-1:55 pm

1 stop17h 10m

Bridgetown Grantley Adams Intl

sáb. 8/2

7:00 am-12:09 am

1 stop17h 09m

$556

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

mié. 5/14

9:05 am-4:59 pm

1 stop7h 54m

Nassau Intl

dom. 5/18

10:02 am-7:05 pm

1 stop9h 03m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 20 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Tallahassee to Caribbean Islands

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 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 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 abril 29, 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 abril 29, 2025.
To help decide which airline to fly from Tallahassee to Caribbean Islands, see what other customers have to say about Delta, United Airlines and JetBlue. 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
7,936 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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
7,936 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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.
WestJet
7.2
Good
2,823 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

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 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 $278. 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 - 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 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 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

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
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Miami to Newark flights
Miami to LaGuardia flights
Orlando to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to Seattle flights
Tampa to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Orlando to Las Vegas flights
Tampa to Seattle flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Orlando to Newark flights
Orlando to Los Angeles flights
Miami to Los Angeles flights
Fort Lauderdale to Dallas/Fort Worth flights
Tampa to Las Vegas flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Denver flights
Orlando to Cancún flights
Tampa to O'Hare Intl flights
Orlando to O'Hare Intl flights
Fort Lauderdale to Atlanta flights
Tampa to LaGuardia flights
Miami to Cancún flights
Orlando to Boston flights
Tampa to Denver flights
Fort Lauderdale to O'Hare Intl flights
Fort Lauderdale to Los Angeles flights
Tampa to Boston flights
Miami to Denver flights
Orlando to Baltimore flights
Miami to O'Hare Intl flights
Miami to Mexico City flights
Orlando to Hobby flights
Miami to Boston flights
Miami to Atlanta flights
Miami to Seattle flights
Fort Lauderdale to Boston flights
Fort Lauderdale to Cancún flights
Miami to Hobby flights
Tampa to Atlanta flights
Orlando to Philadelphia flights
Fort Lauderdale to Hobby flights
Fort Lauderdale to Seattle flights
West Palm Beach to Newark flights
Fort Lauderdale to Philadelphia 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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$227Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$334Average$578FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$388Average$606FlexibilityNo 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.