What airlines fly to Caribbean Islands?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean Islands 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 Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands 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 Islands?

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

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

Prices for flights from Tallahassee Airport to Caribbean Islands refresh daily.

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

The number of operators available for flights from Tallahassee Airport to Caribbean Islands is 2 as of August 2026.

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

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 Islands.

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

The travel and health documents required for your trip to Caribbean Islands 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 Islands. 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 Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tallahassee to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:07 pm - 1:34 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

24h 27m1 stop Fort Lauderdale

7:00 am - 10:30 amSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

27h 30m1 stop Fort Lauderdale

$290Multiple Airlines

Thu, Oct 1 - Mon, Oct 12

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

$291Multiple 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

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

$296Multiple Airlines

Thu, Nov 5 - Wed, Nov 11

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

16h 33m2 stops Charlotte Douglas Miami

2:40 pm - 7:53 pmSTT Saint Thomas Island Cyril E King-TLH Tallahassee

6h 13m1 stop Miami

$453American Airlines

Sat, Nov 7 - Sat, Nov 14

8:23 pm - 12:17 pmTLH Tallahassee-STT Saint Thomas Island Cyril E King

14h 54m1 stop Miami

2:40 pm - 7:53 pmSTT Saint Thomas Island Cyril E King-TLH Tallahassee

6h 13m1 stop Miami

$453American Airlines

Sat, Nov 7 - Sat, Nov 14

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 - 2:49 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

7h 49m1 stop Atlanta Hartsfield-Jackson

3:35 pm - 11:04 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

8h 29m1 stop Atlanta Hartsfield-Jackson

$502Delta

Wed, Nov 4 - Thu, Nov 12

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

9:05 am - 4:49 pmTLH Tallahassee-SJU San Juan Luis Munoz Marin Intl

7h 44m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 10:48 pmSJU San Juan Luis Munoz Marin Intl-TLH Tallahassee

7h 49m1 stop Atlanta Hartsfield-Jackson

$541Delta

Sat, Sep 26 - Tue, Sep 29

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American Airlines flights from Tallahassee to Caribbean Islands

Our best American Airlines deals on Tallahassee to Caribbean Islands 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

TLH8:23 pmTallahassee

14h 54m

1 stop

STT12:17 pmSaint Thomas Island Cyril E King

Nov 14

STT1:07 pmSaint Thomas Island Cyril E King

11h 52m

1 stop

TLH11:59 pmTallahassee

$453

American Airlines

Feb 9

TLH6:00 amTallahassee

8h 59m

2 stops

SJU3:59 pmSan Juan Luis Munoz Marin Intl

Feb 18

SJU2:31 pmSan Juan Luis Munoz Marin Intl

10h 24m

1 stop

TLH11:55 pmTallahassee

$466

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets

Delta

Nov 4

TLH6:00 amTallahassee

7h 49m

1 stop

SJU2:49 pmSan Juan Luis Munoz Marin Intl

Nov 12

SJU3:35 pmSan Juan Luis Munoz Marin Intl

8h 29m

1 stop

TLH11:04 pmTallahassee

$502

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

Oct 2

TLH3:32 pmTallahassee

6h 47m

1 stop

SJU10:19 pmSan Juan Luis Munoz Marin Intl

Oct 12

SJU2:59 pmSan Juan Luis Munoz Marin Intl

8h 05m

1 stop

TLH11:04 pmTallahassee

$576

momondo Fare Finder

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

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 10/1

1:07 pm-1:34 pm

1 stop24h 27m

San Juan Luis Munoz Marin Intl

Mon 10/12

7:00 am-10:30 am

1 stop27h 30m

$290

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

$291

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 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

$296

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-7:53 pm

1 stop6h 13m

$453

TallahasseeSaint Thomas Island

TLH Tallahassee - STT Saint Thomas Island Cyril E King

TLHSTT

Tallahassee

Sat 11/7

8:23 pm-12:17 pm

1 stop14h 54m

Saint Thomas Island Cyril E King

Sat 11/14

2:40 pm-7:53 pm

1 stop6h 13m

$453

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

Wed 11/4

6:00 am-2:49 pm

1 stop7h 49m

San Juan Luis Munoz Marin Intl

Thu 11/12

3:35 pm-11:04 pm

1 stop8h 29m

$502

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

Sat 9/26

9:05 am-4:49 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 9/29

2:59 pm-10:48 pm

1 stop7h 49m

$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 Islands

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 Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $0. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $0.

Can stopping save me money on Tallahassee to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Tallahassee to Caribbean Islands.

Cheap Tallahassee to Caribbean Islands flight deals and tips

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

Best Price Found	$157
Fastest flight time	4h 35m
Direct flights	None

The best one-way flight to Caribbean Islands from Tallahassee in the past 72 hours is $157. The best round-trip flight deal from Tallahassee to Caribbean Islands found on momondo in the last 72 hours is $290.

The fastest flight from Tallahassee to Caribbean Islands takes 4h 35m

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

Search flight deals

Frequently asked questions about flying from Tallahassee to Caribbean Islands

When did momondo last update prices for flights from Tallahassee Airport to Caribbean Islands?
Prices for flights from Tallahassee Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Tallahassee Airport to Caribbean Islands?
The number of operators available for flights from Tallahassee Airport to Caribbean Islands is 2 as of August 2026.
How old do you have to be to fly from Tallahassee Airport to Caribbean Islands?
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 Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands 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 Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Tallahassee to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Tallahassee to Caribbean Islands is Embraer 175 (20.05% of total bookings). The next most popular plane models are Airbus A220-300 (18.25%), Canadair (Bombardier) Regional Jet 900 (17.99%), and Canadair (Bombardier) Regional Jet 700 (16.45%).

Best airlines flying from Tallahassee to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $247	Free Cancellation	Rating 7.1 11,953 reviews		Search American Airlines flights
Delta	PriceFrom $441	Free Cancellation	Rating 7.8 8,499 reviews		Search Delta flights

Why use momondo?

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

Finding the right flight to Caribbean Islands from Tallahassee is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

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

Yes. All flights to Caribbean Islands from Tallahassee on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Tallahassee to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Tallahassee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.