What airlines fly to Caribbean?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean from Tallahassee according to our data. American Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Tallahassee to Caribbean?

American Airlines and Delta are the most popular carriers operating from Tallahassee to Caribbean

When did momondo last update prices for flights from Tallahassee Airport to Caribbean?

Prices for flights from Tallahassee Airport to Caribbean are updated daily.

How many operators does momondo search for flights from Tallahassee Airport to Caribbean?

As of August 2026, there are 2 operators available to choose from for flights from Tallahassee Airport to Caribbean.

How old do you have to be to fly from Tallahassee Airport to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tallahassee Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$157 Cheap Flights from Tallahassee to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tallahassee to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:07 pm - 1:25 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

23h 18m1 stop Fort Lauderdale

8:45 am - 7:45 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

24h 00m1 stop Fort Lauderdale

$271Multiple Airlines

Thu, Nov 5 - Wed, Nov 11

1:07 pm - 12:38 amTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

10h 31m1 stop Fort Lauderdale

6:12 pm - 7:45 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

14h 33m1 stop Fort Lauderdale

$294Multiple Airlines

Thu, Nov 5 - Wed, Nov 11

8:25 am - 2:09 amTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

17h 44m2 stops Raleigh-Durham Miami

7:00 am - 9:30 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

26h 30m1 stop Fort Lauderdale

$304Multiple Airlines

Thu, Oct 8 - Sun, Oct 11

1:07 pm - 1:25 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

23h 18m1 stop Fort Lauderdale

3:59 pm - 7:45 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

16h 46m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$323Multiple Airlines

Thu, Nov 5 - Wed, Nov 11

5:30 pm - 12:17 pmTLH Tallahassee-STT Saint Thomas Island Cyril E King

17h 47m2 stops Charlotte Douglas Miami

3:15 pm - 11:59 pmSTT Saint Thomas Island Cyril E King-TLH Tallahassee

9h 44m1 stop Miami

$418American Airlines

Sun, Nov 1 - Thu, Nov 12

5:30 pm - 12:17 pmTLH Tallahassee-STT Saint Thomas Island Cyril E King

17h 47m2 stops Charlotte Douglas Miami

3:15 pm - 9:11 amSTT Saint Thomas Island Cyril E King-TLH Tallahassee

18h 56m2 stops Miami Charlotte Douglas

$418American Airlines

Sun, Nov 1 - Thu, Nov 12

6:44 pm - 12:17 pmTLH Tallahassee-STT Saint Thomas Island Cyril E King

16h 33m2 stops Charlotte Douglas Miami

2:40 pm - 9:11 amSTT Saint Thomas Island Cyril E King-TLH Tallahassee

19h 31m2 stops Miami Charlotte Douglas

$453American Airlines

Sat, Nov 7 - Sat, Nov 14

6:00 am - 12:45 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

5h 45m1 stop Atlanta Hartsfield-Jackson

1:55 pm - 11:04 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

10h 09m1 stop Atlanta Hartsfield-Jackson

$466Delta

Tue, Dec 1 - Tue, Dec 8

6:10 am - 11:45 amTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

5h 35m1 stop Atlanta Hartsfield-Jackson

12:56 pm - 6:54 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

5h 58m1 stop Atlanta Hartsfield-Jackson

$541Delta

Sun, Sep 13 - Sun, Sep 20

3:32 pm - 10:19 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

6h 47m1 stop Atlanta Hartsfield-Jackson

12:56 pm - 8:08 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

7h 12m1 stop Atlanta Hartsfield-Jackson

$541Delta

Mon, Sep 14 - Mon, Sep 21

Cheap last minute flights

Enter your travel dates to find the best prices.

9:51 am - 9:55 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

12h 04m1 stop Miami

7:30 am - 3:33 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

8h 03m1 stop Charlotte Douglas

$669American Airlines

Mon, Aug 24 - Thu, Aug 27

3:31 pm - 12:15 amTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

8h 44m1 stop Charlotte Douglas

6:00 am - 7:47 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

13h 47m1 stop Miami

$669American Airlines

Sun, Aug 23 - Thu, Aug 27

6:05 am - 12:40 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

6h 35m1 stop Miami

6:00 am - 7:47 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

13h 47m1 stop Miami

$669American Airlines

Sun, Aug 23 - Fri, Aug 28

9:51 am - 4:11 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

6h 20m1 stop Miami

7:30 am - 6:27 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

10h 57m1 stop Charlotte Douglas

$682American Airlines

Mon, Aug 24 - Wed, Aug 26

6:00 am - 4:11 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

10h 11m2 stops Charlotte Douglas Miami

3:28 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

8h 31m1 stop Miami

$682American Airlines

Mon, Aug 24 - Wed, Aug 26

6:00 am - 6:30 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

12h 30m2 stops Charlotte Douglas Miami

6:00 am - 3:33 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

9h 33m2 stops Miami Charlotte Douglas

$682American Airlines

Mon, Aug 24 - Wed, Aug 26

8:08 am - 11:59 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

15h 51m1 stop Raleigh-Durham

8:57 pm - 12:07 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

39h 10m2 stops Orlando Raleigh-Durham

$687Multiple Airlines

Sun, Aug 23 - Tue, Aug 25

3:31 pm - 12:15 amTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

8h 44m1 stop Charlotte Douglas

6:00 am - 6:33 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

12h 33m1 stop Miami

$766American Airlines

Sun, Aug 23 - Tue, Aug 25

6:05 am - 9:55 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

15h 50m1 stop Miami

7:22 pm - 9:50 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

14h 28m1 stop Miami

$766American Airlines

Fri, Aug 21 - Mon, Aug 24

6:00 am - 11:39 amTLH Tallahassee-GCM George Town Owen Roberts Intl

6h 39m1 stop Atlanta Hartsfield-Jackson

1:04 pm - 8:09 pmGCM George Town Owen Roberts Intl-TLH Tallahassee

6h 05m1 stop Atlanta Hartsfield-Jackson

$936Delta

Sat, Aug 22 - Tue, Aug 25

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American Airlines flights from Tallahassee to Caribbean

Our best American Airlines deals on Tallahassee to Caribbean flight tickets

American Airlines

Nov 1

TLH5:30 pmTallahassee

17h 47m

2 stops

STT12:17 pmSaint Thomas Island Cyril E King

Nov 12

STT3:15 pmSaint Thomas Island Cyril E King

18h 56m

2 stops

TLH9:11 amTallahassee

$418

American Airlines

Nov 7

TLH6:44 pmTallahassee

16h 33m

2 stops

STT12:17 pmSaint Thomas Island Cyril E King

Nov 14

STT2:40 pmSaint Thomas Island Cyril E King

19h 31m

2 stops

TLH9:11 amTallahassee

$453

American Airlines

Nov 18

TLH10:38 amTallahassee

9h 52m

1 stop

SJU9:30 pmSan Juan Luis Munoz Marin Intl

Nov 24

SJU10:32 amSan Juan Luis Munoz Marin Intl

10h 22m

1 stop

TLH7:54 pmTallahassee

$471

Delta flights from Tallahassee to Caribbean

Our best Delta deals on Tallahassee to Caribbean flight tickets

Delta

Dec 1

TLH6:00 amTallahassee

5h 45m

1 stop

SJU12:45 pmSan Juan Luis Munoz Marin Intl

Dec 8

SJU1:55 pmSan Juan Luis Munoz Marin Intl

10h 09m

1 stop

TLH11:04 pmTallahassee

$466

Delta

Sep 13

TLH6:10 amTallahassee

5h 35m

1 stop

SJU11:45 amSan Juan Luis Munoz Marin Intl

Sep 20

SJU12:56 pmSan Juan Luis Munoz Marin Intl

5h 58m

1 stop

TLH6:54 pmTallahassee

$541

Delta

Nov 4

TLH6:00 amTallahassee

7h 49m

1 stop

SJU2:49 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU3:35 pmSan Juan Luis Munoz Marin Intl

8h 29m

1 stop

TLH11:04 pmTallahassee

$546

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Thu 11/5

1:07 pm-1:25 pm

1 stop23h 18m

San Juan Luis Munoz Marin Intl

Wed 11/11

8:45 am-7:45 am

1 stop24h 00m

$271

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Thu 11/5

1:07 pm-12:38 am

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Wed 11/11

6:12 pm-7:45 am

1 stop14h 33m

$294

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Thu 10/8

8:25 am-2:09 am

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Sun 10/11

7:00 am-9:30 am

1 stop26h 30m

$304

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Thu 11/5

1:07 pm-1:25 pm

1 stop23h 18m

San Juan Luis Munoz Marin Intl

Wed 11/11

3:59 pm-7:45 am

2 stops16h 46m

$323

TallahasseeSaint Thomas Island

TLH Tallahassee - STT Saint Thomas Island Cyril E King

TLHSTT

Tallahassee

Sun 11/1

5:30 pm-12:17 pm

2 stops17h 47m

Saint Thomas Island Cyril E King

Thu 11/12

3:15 pm-11:59 pm

1 stop9h 44m

$418

TallahasseeSaint Thomas Island

TLH Tallahassee - STT Saint Thomas Island Cyril E King

TLHSTT

Tallahassee

Sun 11/1

5:30 pm-12:17 pm

2 stops17h 47m

Saint Thomas Island Cyril E King

Thu 11/12

3:15 pm-9:11 am

2 stops18h 56m

$418

TallahasseeSaint Thomas Island

TLH Tallahassee - STT Saint Thomas Island Cyril E King

TLHSTT

Tallahassee

Sat 11/7

6:44 pm-12:17 pm

2 stops16h 33m

Saint Thomas Island Cyril E King

Sat 11/14

2:40 pm-9:11 am

2 stops19h 31m

$453

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Tue 12/1

6:00 am-12:45 pm

1 stop5h 45m

San Juan Luis Munoz Marin Intl

Tue 12/8

1:55 pm-11:04 pm

1 stop10h 09m

$466

Quickest round-trip

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Sun 9/13

6:10 am-11:45 am

1 stop5h 35m

San Juan Luis Munoz Marin Intl

Sun 9/20

12:56 pm-6:54 pm

1 stop5h 58m

$541

TallahasseeSan Juan

TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl

TLHSJU

Tallahassee

Mon 9/14

3:32 pm-10:19 pm

1 stop6h 47m

San Juan Luis Munoz Marin Intl

Mon 9/21

12:56 pm-8:08 pm

1 stop7h 12m

$541

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Tallahassee to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, January is the cheapest month to fly from Tallahassee to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $525. If you don’t want to visit Caribbean in January, then you should wait until September to fly from Tallahassee, when ticket prices are also cheap, with an average price of $531.

Cheap Tallahassee to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tallahassee to Caribbean

Best Price Found	$157
Fastest flight time	5h 24m
Direct flights	None

The best one-way flight to Caribbean from Tallahassee in the past 72 hours is $157. The best round-trip flight deal from Tallahassee to Caribbean found on momondo in the last 72 hours is $271.

The fastest flight from Tallahassee to Caribbean takes 5h 24m

There are no direct flights from Tallahassee to Caribbean. There are no popular flight routes from Tallahassee to Caribbean.

Search flight deals

Frequently asked questions about flying from Tallahassee to Caribbean

When did momondo last update prices for flights from Tallahassee Airport to Caribbean?
Prices for flights from Tallahassee Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Tallahassee Airport to Caribbean?
As of August 2026, there are 2 operators available to choose from for flights from Tallahassee Airport to Caribbean.
How old do you have to be to fly from Tallahassee Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tallahassee Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Tallahassee to Caribbean

Compare and see reviews for airlines that fly from Tallahassee to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $247	Free Cancellation	Rating 7.1 11,962 reviews		Search American Airlines flights
Delta	PriceFrom $441	Free Cancellation	Rating 7.8 8,500 reviews		Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Tallahassee to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tallahassee to Caribbean for you.

Can I find flights from Tallahassee to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Tallahassee to Caribbean flights to just show those with flexible booking policies.

How can momondo help me find flights from Tallahassee to Caribbean?

momondo helps you find the best flight between Tallahassee and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Tallahassee to Caribbean right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Tallahassee to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.