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 58% 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, Delta, and WestJet 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 December 2025.

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.

$233 Cheap Flights from Tallahassee to Caribbean Islands in 2025/26

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Find the cheapest flights from Tallahassee to Caribbean Islands

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One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:55 pm - 10:35 am

TLH

SJU

14h 40m1 stop

3:45 pm - 11:59 pm

SJU

TLH

8h 14m1 stop

$365American Airlines

Mon, Apr 6 - Wed, Apr 8

6:00 am - 1:08 pm

TLH

SJU

6h 08m1 stop

8:20 am - 2:15 pm

SJU

TLH

6h 55m1 stop

$405American Airlines

Fri, Jan 9 - Tue, Jan 13

6:00 am - 6:22 pm

TLH

SJU

11h 22m2 stops

8:15 am - 8:10 pm

SJU

TLH

12h 55m1 stop

$415American Airlines

Wed, Feb 11 - Sun, Feb 15

8:44 pm - 10:56 am

TLH

SJU

14h 12m1 stop

6:55 pm - 9:56 am

SJU

TLH

15h 01m1 stop

$440American Airlines

Sat, Apr 4 - Sat, Apr 11

6:53 pm - 12:55 pm

TLH

PUJ

17h 02m1 stop

4:09 pm - 11:57 pm

PUJ

TLH

8h 48m1 stop

$474American Airlines

Sat, Jan 31 - Tue, Feb 3

10:11 am - 5:02 pm

TLH

NAS

6h 51m1 stop

2:56 pm - 8:45 pm

NAS

TLH

5h 49m1 stop

$505Delta

Mon, Jan 19 - Fri, Jan 23

5:30 am - 3:18 pm

TLH

NAS

9h 48m2 stops

1:41 pm - 10:20 pm

NAS

TLH

8h 39m2 stops

$509Delta

Mon, Jan 19 - Fri, Jan 23

5:30 am - 11:13 am

TLH

MBJ

5h 43m1 stop

12:38 pm - 10:20 pm

MBJ

TLH

9h 42m1 stop

$566Delta

Thu, Jan 22 - Wed, Jan 28

10:24 am - 3:40 pm

TLH

NAS

29h 16m2 stops

11:20 am - 4:35 pm

NAS

TLH

29h 15m2 stops

$1,562WestJet

Sun, Feb 15 - Thu, Feb 19

5:30 am - 7:40 pm

TLH

NAS

14h 10m2 stops

8:30 pm - 9:42 am

NAS

TLH

37h 12m2 stops

$1,569WestJet

Sun, Feb 15 - Thu, Feb 19

American Airlines flights from Tallahassee to Caribbean Islands

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

American Airlines

Apr 6

TLH7:55 pmTallahassee

14h 40m

1 stop

SJU10:35 amSan Juan Luis Munoz Marin Intl

Apr 8

SJU3:45 pmSan Juan Luis Munoz Marin Intl

8h 14m

1 stop

TLH11:59 pmTallahassee

$365

Find similar

American Airlines

Jan 9

TLH6:00 amTallahassee

6h 08m

1 stop

SJU1:08 pmSan Juan Luis Munoz Marin Intl

Jan 13

SJU8:20 amSan Juan Luis Munoz Marin Intl

6h 55m

1 stop

TLH2:15 pmTallahassee

$405

Find similar

American Airlines

Feb 11

TLH6:00 amTallahassee

11h 22m

2 stops

SJU6:22 pmSan Juan Luis Munoz Marin Intl

Feb 15

SJU8:15 amSan Juan Luis Munoz Marin Intl

12h 55m

1 stop

TLH8:10 pmTallahassee

$415

Find similar

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets

Delta

Jan 19

TLH10:11 amTallahassee

6h 51m

1 stop

NAS5:02 pmNassau Intl

Jan 23

NAS2:56 pmNassau Intl

5h 49m

1 stop

TLH8:45 pmTallahassee

$505

Find similar

Delta

Jan 19

TLH7:21 amTallahassee

6h 10m

1 stop

NAS1:31 pmNassau Intl

Jan 23

NAS1:41 pmNassau Intl

8h 39m

2 stops

TLH10:20 pmTallahassee

$509

Find similar

Delta

Jan 22

TLH5:30 amTallahassee

5h 43m

1 stop

MBJ11:13 amMontego Bay Sangster Intl

Jan 28

MBJ12:38 pmMontego Bay Sangster Intl

9h 42m

1 stop

TLH10:20 pmTallahassee

$566

Find similar

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

Mon 4/6

7:55 pm-10:35 am

1 stop14h 40m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:45 pm-11:59 pm

1 stop8h 14m

$365

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 1/9

6:00 am-1:08 pm

1 stop6h 08m

San Juan Luis Munoz Marin Intl

Tue 1/13

8:20 am-2:15 pm

1 stop6h 55m

$405

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 2/11

6:00 am-6:22 pm

2 stops11h 22m

San Juan Luis Munoz Marin Intl

Sun 2/15

8:15 am-8:10 pm

1 stop12h 55m

$415

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 4/4

8:44 pm-10:56 am

1 stop14h 12m

San Juan Luis Munoz Marin Intl

Sat 4/11

6:55 pm-9:56 am

1 stop15h 01m

$440

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sat 1/31

6:53 pm-12:55 pm

1 stop17h 02m

Punta Cana

Tue 2/3

4:09 pm-11:57 pm

1 stop8h 48m

$474

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 1/19

10:11 am-5:02 pm

1 stop6h 51m

Nassau Intl

Fri 1/23

2:56 pm-8:45 pm

1 stop5h 49m

$505

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 1/19

5:30 am-3:18 pm

2 stops9h 48m

Nassau Intl

Fri 1/23

1:41 pm-10:20 pm

2 stops8h 39m

$509

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 1/22

5:30 am-11:13 am

1 stop5h 43m

Montego Bay Sangster Intl

Wed 1/28

12:38 pm-10:20 pm

1 stop9h 42m

$566

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sun 2/15

10:24 am-3:40 pm

2 stops29h 16m

Nassau Intl

Thu 2/19

11:20 am-4:35 pm

2 stops29h 15m

$1,562

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sun 2/15

5:30 am-7:40 pm

2 stops14h 10m

Nassau Intl

Thu 2/19

8:30 pm-9:42 am

2 stops37h 12m

$1,569

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 February is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $399. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $436.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Tallahassee to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $385. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $544. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Tallahassee to Caribbean Islands at noon for as low as $443. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $540. Of course, these prices can vary depending on the time of year and what airport you fly to.

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	3h 26m
Direct flights	None

The fastest flight from Tallahassee to Caribbean Islands takes 3h 26m

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 December 2025.
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 (28.51% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet 900 (28.51%), ATR 72-201 / 202 (9.35%), and Canadair (Bombardier) Regional Jet 700 (8.91%).

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 $227	Free Cancellation	Rating 7.9 8,007 reviews		Search Delta flights
American Airlines	PriceFrom $335	Free Cancellation	Rating 7.2 11,050 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.

Start using Trips

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Cheap flights from Tallahassee to Caribbean Islands from $233

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 3/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Tallahassee to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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 February is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $399. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $436.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

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, Delta, and WestJet are the most popular carriers 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