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

American Airlines is the most popular carrier operating from Tallahassee to Caribbean Islands

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 61% 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.

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 February 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.

$271 Cheap Flights from Tallahassee to Caribbean Islands in 2026

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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.

6:09 am - 10:53 am

TLH

SJU

4h 44m

1 stop

11:43 am - 11:56 pm

SJU

TLH

12h 13m

1 stop

$411American Airlines

Wed, Apr 8 - Sat, Apr 11

6:10 am - 10:56 am

TLH

SJU

4h 46m

1 stop

11:46 am - 12:09 am

SJU

TLH

12h 23m

1 stop

$426American Airlines

Sun, Mar 8 - Thu, Mar 12

11:13 am - 5:11 pm

TLH

SJU

5h 58m

1 stop

7:11 am - 8:21 pm

SJU

TLH

13h 10m

1 stop

$451American Airlines

Tue, Mar 10 - Sat, Mar 14

8:15 pm - 10:53 am

TLH

SJU

14h 38m

1 stop

7:00 pm - 9:20 am

SJU

TLH

14h 20m

1 stop

$466American Airlines

Thu, Apr 9 - Mon, Apr 13

6:00 am - 3:13 pm

TLH

NAS

9h 13m

1 stop

4:04 pm - 8:12 pm

NAS

TLH

4h 08m

1 stop

$468American Airlines

Mon, Jul 27 - Fri, Jul 31

7:47 pm - 9:29 am

TLH

NAS

13h 42m

2 stops

4:04 pm - 11:59 pm

NAS

TLH

7h 55m

1 stop

$472American Airlines

Mon, Jul 27 - Fri, Jul 31

7:08 am - 12:54 pm

TLH

MBJ

6h 46m

1 stop

12:55 pm - 10:52 pm

MBJ

TLH

8h 57m

1 stop

$517Delta

Wed, May 6 - Sun, May 10

5:23 pm - 11:58 pm

TLH

SJU

5h 35m

1 stop

7:30 am - 2:53 pm

SJU

TLH

8h 23m

1 stop

$546Delta

Sun, Feb 22 - Wed, Feb 25

5:36 am - 1:58 pm

TLH

UVF

8h 22m

1 stop

3:18 pm - 9:16 am

UVF

TLH

17h 58m

1 stop

$656Delta

Tue, Mar 17 - Thu, Mar 19

3:30 pm - 12:27 pm

TLH

MBJ

21h 57m

2 stops

4:37 pm - 1:02 pm

MBJ

TLH

19h 25m

2 stops

$659British Airways

Sun, Mar 29 - Tue, Apr 7

American Airlines flights from Tallahassee to Caribbean Islands

Our best American Airlines deals on Tallahassee to Caribbean Islands flight tickets

American Airlines

Apr 8

TLH6:09 amTallahassee

4h 44m

1 stop

SJU10:53 amSan Juan Luis Munoz Marin Intl

Apr 11

SJU11:43 amSan Juan Luis Munoz Marin Intl

12h 13m

1 stop

TLH11:56 pmTallahassee

$411

American Airlines

Mar 8

TLH6:10 amTallahassee

4h 46m

1 stop

SJU10:56 amSan Juan Luis Munoz Marin Intl

Mar 12

SJU11:46 amSan Juan Luis Munoz Marin Intl

12h 23m

1 stop

TLH12:09 amTallahassee

$426

American Airlines

Mar 10

TLH7:05 amTallahassee

10h 06m

2 stops

SJU5:11 pmSan Juan Luis Munoz Marin Intl

Mar 14

SJU9:50 amSan Juan Luis Munoz Marin Intl

14h 19m

1 stop

TLH12:09 amTallahassee

$451

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets

Delta

May 6

TLH7:08 amTallahassee

6h 46m

1 stop

MBJ12:54 pmMontego Bay Sangster Intl

May 10

MBJ12:55 pmMontego Bay Sangster Intl

8h 57m

1 stop

TLH10:52 pmTallahassee

$517

Delta

Feb 22

TLH5:23 pmTallahassee

5h 35m

1 stop

SJU11:58 pmSan Juan Luis Munoz Marin Intl

Feb 25

SJU7:30 amSan Juan Luis Munoz Marin Intl

8h 23m

1 stop

TLH2:53 pmTallahassee

$546

Delta

Mar 16

TLH1:16 pmTallahassee

9h 59m

1 stop

SJU11:15 pmSan Juan Luis Munoz Marin Intl

Mar 20

SJU6:15 amSan Juan Luis Munoz Marin Intl

6h 13m

1 stop

TLH12:28 pmTallahassee

$566

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

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 4/8

6:09 am-10:53 am

1 stop4h 44m

San Juan Luis Munoz Marin Intl

Sat 4/11

11:43 am-11:56 pm

1 stop12h 13m

$411

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 3/8

6:10 am-10:56 am

1 stop4h 46m

San Juan Luis Munoz Marin Intl

Thu 3/12

11:46 am-12:09 am

1 stop12h 23m

$426

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 3/10

11:13 am-5:11 pm

1 stop5h 58m

San Juan Luis Munoz Marin Intl

Sat 3/14

7:11 am-8:21 pm

1 stop13h 10m

$451

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 4/9

8:15 pm-10:53 am

1 stop14h 38m

San Juan Luis Munoz Marin Intl

Mon 4/13

7:00 pm-9:20 am

1 stop14h 20m

$466

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 7/27

6:00 am-3:13 pm

1 stop9h 13m

Nassau Intl

Fri 7/31

4:04 pm-8:12 pm

1 stop4h 08m

$468

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 7/27

7:47 pm-9:29 am

2 stops13h 42m

Nassau Intl

Fri 7/31

4:04 pm-11:59 pm

1 stop7h 55m

$472

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 5/6

7:08 am-12:54 pm

1 stop6h 46m

Montego Bay Sangster Intl

Sun 5/10

12:55 pm-10:52 pm

1 stop8h 57m

$517

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 2/22

5:23 pm-11:58 pm

1 stop5h 35m

San Juan Luis Munoz Marin Intl

Wed 2/25

7:30 am-2:53 pm

1 stop8h 23m

$546

TallahasseeCastries

TLH - UVF

TLHUVF

Tallahassee

Tue 3/17

5:36 am-1:58 pm

1 stop8h 22m

Castries Hewanorra

Thu 3/19

3:18 pm-9:16 am

1 stop17h 58m

$656

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 3/29

3:30 pm-12:27 pm

2 stops21h 57m

Montego Bay Sangster Intl

Tue 4/7

4:37 pm-1:02 pm

2 stops19h 25m

$659

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 $458. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $465.

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

Fastest flight time	4h 38m
Direct flights	None

The fastest flight from Tallahassee to Caribbean Islands takes 4h 38m

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

Search flight deals

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 February 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 (31.05% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet 900 (21.05%), Canadair (Bombardier) Regional Jet 700 (12.11%), and ATR 72-201 / 202 (11.05%).

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
Delta	PriceFrom $198	Free Cancellation	Rating 7.9 8,174 reviews		Search Delta flights
American Airlines	PriceFrom $247	Free Cancellation	Rating 7.2 11,258 reviews		Search American Airlines 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.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Tallahassee to Caribbean Islands from $271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Caribbean Islands departing on 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Tallahassee to Caribbean Islands

Cheap round-trip flights

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American Airlines flights from Tallahassee to Caribbean Islands

Our best American Airlines deals on Tallahassee to Caribbean Islands flight tickets

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets

momondo Fare Finder

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

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Tallahassee to Caribbean Islands

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 $458. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $465.

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.

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

American Airlines is the most popular carrier operating from Tallahassee to Caribbean Islands

What airlines fly 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

Fastest flight time

Direct flights

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

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

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

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

What is the most popular plane model from Tallahassee to Caribbean Islands?

Best airlines flying from Tallahassee to Caribbean Islands

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo

Tallahassee flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Caribbean Islands

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Complete your trip to Caribbean Islands

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According to popular flight searches on momondo this year