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Tallahassee

$273+ Cheap flights from Caribbean Islands to Tallahassee (TLH)

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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — TLH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Tallahassee

Cheapest flights from Caribbean Islands to Tallahassee
Explore the most affordable flight options available from Caribbean Islands to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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.
Fri 5/111:59 pm
SJU
-
TLH
1 stop13h 02m
American Airlines
Tue 5/127:06 pm
TLH
-
SJU
2 stops14h 07m
American Airlines
Deal found 1/28$386
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:50 pm
SJU
-
TLH
1 stop9h 30m
Delta
Thu 5/143:40 pm
TLH
-
SJU
1 stop7h 14m
Delta
Deal found 1/28$411
This American Airlines deal was found by Cheapflights users on 1/28. 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 7/47:09 pm
SJU
-
TLH
1 stop14h 08m
American Airlines
Sat 7/188:42 pm
TLH
-
SJU
1 stop12h 51m
American Airlines
Deal found 1/28$421
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Fri 3/612:46 pm
SJU
-
TLH
1 stop12h 13m
American Airlines
Wed 3/116:10 am
TLH
-
SJU
1 stop10h 53m
American Airlines
Deal found 1/28$427
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 2/248:00 am
SJU
-
TLH
2 stops11h 36m
American Airlines
Tue 3/37:05 am
TLH
-
SJU
2 stops13h 29m
American Airlines
Deal found 1/28$446
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 5/711:38 am
SJU
-
TLH
1 stop7h 51m
American Airlines
Thu 5/148:15 pm
TLH
-
SJU
1 stop14h 38m
American Airlines
Deal found 1/28$478
This Delta deal was found by Cheapflights users on 1/27. 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 5/15:58 pm
NAS
-
TLH
1 stop4h 34m
Delta
Mon 5/45:34 am
TLH
-
NAS
1 stop8h 29m
Delta
Deal found 1/27$501
This American Airlines deal was found by Cheapflights users on 1/27. 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 6/306:00 am
SJU
-
TLH
2 stops8h 59m
American Airlines
Sun 7/58:42 pm
TLH
-
SJU
1 stop12h 51m
American Airlines
Deal found 1/27$501
This Delta deal was found by Cheapflights users on 1/27. 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.
Sat 5/23:28 pm
NAS
-
TLH
1 stop4h 48m
Delta
Mon 5/45:34 am
TLH
-
NAS
1 stop8h 29m
Delta
Deal found 1/27$504
This American Airlines deal was found by Cheapflights users on 1/28. 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 7/116:00 am
SJU
-
TLH
1 stop14h 12m
American Airlines
Sat 7/257:47 pm
TLH
-
SJU
2 stops13h 46m
American Airlines
Deal found 1/28$539
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/15:26 pm
NAS
-
TLH
1 stop6h 30m
American Airlines
Mon 5/47:54 pm
TLH
-
NAS
2 stops15h 05m
American Airlines
Deal found 1/27$541
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 2/257:00 am
SDQ
-
TLH
1 stop14h 18m
American Airlines
Tue 3/2411:13 am
TLH
-
SDQ
1 stop11h 40m
American Airlines
Deal found 1/28$541

Find flight deals from Caribbean Islands to Tallahassee

Keep the following information in mind while searching for Caribbean Islands to Tallahassee flight deals. Data was last updated January 29, 2026.

Round-trip from

$386
(American Airlines)

One-way from

$273
(Delta)
From Caribbean Islands to Tallahassee
Search Deals
One-way flight from Caribbean Islands to Tallahassee
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Tallahassee 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 January 29, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Tallahassee that are best for you.

Fly from

Caribbean Islands

Fly to

Tallahassee

Route

Depart

Return

Price

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Fri 5/1

11:59 pm-1:01 pm

1 stop13h 02m

Tallahassee

Tue 5/12

8:15 pm-10:53 am

1 stop14h 38m

$386

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Tue 6/30

7:09 pm-9:17 am

1 stop14h 08m

Tallahassee

Sun 7/5

8:42 pm-9:33 am

1 stop12h 51m

$386

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Thu 5/7

12:50 pm-10:20 pm

1 stop9h 30m

Tallahassee

Thu 5/14

3:40 pm-10:54 pm

1 stop7h 14m

$411

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Sat 7/11

7:09 pm-9:17 am

1 stop14h 08m

Tallahassee

Sat 7/25

8:42 pm-10:55 am

1 stop14h 13m

$421

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Sat 7/4

7:09 pm-9:17 am

1 stop14h 08m

Tallahassee

Sat 7/18

8:42 pm-9:33 am

1 stop12h 51m

$421

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Fri 3/6

12:46 pm-11:59 pm

1 stop12h 13m

Tallahassee

Wed 3/11

6:10 am-5:03 pm

1 stop10h 53m

$427

San JuanTallahassee

SJU - TLH

SJUTLH

San Juan Luis Munoz Marin Intl

Tue 2/24

8:00 am-8:18 pm

1 stop13h 18m

Tallahassee

Tue 3/3

6:00 am-3:11 pm

1 stop8h 11m

$446

NassauTallahassee

NAS - TLH

NASTLH

Nassau Intl

Sat 5/2

3:28 pm-8:16 pm

1 stop4h 48m

Tallahassee

Mon 5/4

5:34 am-2:03 pm

1 stop8h 29m

$504

NassauTallahassee

NAS - TLH

NASTLH

Nassau Intl

Fri 5/1

5:26 pm-11:56 pm

1 stop6h 30m

Tallahassee

Mon 5/4

7:54 pm-10:59 am

2 stops15h 05m

$541

Santo DomingoTallahassee

SDQ - TLH

SDQTLH

Santo Domingo Las Americas

Wed 2/25

7:00 am-8:18 pm

1 stop14h 18m

Tallahassee

Tue 3/24

11:13 am-10:53 pm

1 stop11h 40m

$541

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 24 results
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Best time to book a flight from Caribbean Islands to Tallahassee

Have a flexible travel schedule? Discover the best time to fly to Tallahassee from Caribbean Islands 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 Caribbean Islands to Tallahassee

What is the cheapest month to book a flight from Caribbean Islands to Tallahassee?

Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to Tallahassee (average of $187). Flying from Caribbean Islands to Tallahassee in November is currently the most expensive (average of $508). 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.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Tallahassee. 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 into for flights to Tallahassee from Caribbean Islands?

    Located just 5.0 mi from the city center, Tallahassee (TLH) is the airport most travelers will use when flying to Tallahassee from Caribbean Islands.

  • How long is the flight from Caribbean Islands to Tallahassee?

    Airlines like American Airlines and Delta fly from Caribbean Islands to Tallahassee in about 4h 48m. The time it takes to get you to your destination can typically vary by up to 8h 14m. Caribbean Islands and Tallahassee are separated by a distance of 560 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular flight routes from Caribbean Islands to Tallahassee are San Juan Luis Munoz Marin Intl - Tallahassee, Nassau Intl - Tallahassee and Santo Domingo Las Americas - Tallahassee.

  • Can I find deals for flights from Caribbean Islands to Tallahassee that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Tallahassee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Tallahassee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Tallahassee.

  • Can I find deals for business class flights from Caribbean Islands to Tallahassee?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Tallahassee 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 Caribbean Islands to Tallahassee?

    Currently, October is the cheapest month in which you can book a flight from Caribbean Islands to Tallahassee (average of $187). Flying from Caribbean Islands to Tallahassee in November is currently the most expensive (average of $508). 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

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
Thomasville
Midway

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Alternative routes for Caribbean Islands to Tallahassee

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Top 2 airlines flying from Caribbean Islands to Tallahassee

Discover the top 2 airlines that operate flights from Caribbean Islands to Tallahassee. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$385FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$360Average$469FlexibilityNo cancel feeOn-time71%

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