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 60% 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 3 as of October 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.

$361 Cheap Flights from Tallahassee to Caribbean Islands in 2025/26

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One-way

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Cheap round-trip flights

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9:59 am - 5:52 pmTLH-SJU

6h 53m1 stop

6:00 am - 3:31 pmSJU-TLH

10h 31m1 stop

$405American Airlines

Find Deal

Tue, Nov 4 - Tue, Nov 11

6:00 am - 1:43 pmTLH-SJU

6h 43m1 stop

2:47 pm - 11:59 pmSJU-TLH

10h 12m1 stop

$414American Airlines

Find Deal

Mon, Nov 10 - Thu, Nov 13

8:24 pm - 9:36 amTLH-SJU

12h 12m1 stop

10:03 pm - 9:07 amSJU-TLH

12h 04m1 stop

$415American Airlines

Find Deal

Sat, Dec 27 - Wed, Dec 31

8:40 pm - 1:43 pmTLH-SJU

16h 03m1 stop

11:13 am - 11:59 pmSJU-TLH

13h 46m1 stop

$438American Airlines

Find Deal

Fri, Nov 7 - Mon, Nov 10

5:35 am - 3:26 pmTLH-NAS

9h 51m1 stop

1:19 pm - 6:18 pmNAS-TLH

4h 59m1 stop

$505Delta

Find Deal

Sun, Nov 9 - Wed, Nov 12

7:15 pm - 12:25 pmTLH-PUJ

17h 10m2 stops

5:05 pm - 9:22 amPUJ-TLH

16h 17m1 stop

$508Delta

Find Deal

Sun, Apr 5 - Tue, Apr 7

12:37 pm - 3:50 pmTLH-NAS

27h 13m2 stops

4:50 pm - 9:32 amNAS-TLH

40h 42m2 stops

$1,526WestJet

Find Deal

Mon, Nov 10 - Fri, Nov 14

7:08 pm - 1:54 pmTLH-MBJ

18h 46m2 stops

7:25 pm - 11:39 amMBJ-TLH

16h 14m2 stops

$1,567WestJet

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:09 pm - 3:15 pmTLH-PUJ

21h 06m2 stops

5:30 pm - 9:32 amPUJ-TLH

17h 02m2 stops

$3,050LATAM Airlines

Find Deal

Tue, Nov 25 - Sun, Nov 30

5:09 pm - 3:15 pmTLH-PUJ

21h 06m2 stops

2:45 am - 10:18 pmPUJ-TLH

20h 33m2 stops

$4,222LATAM Airlines

Find Deal

Tue, Nov 25 - Sat, Nov 29

American Airlines flights from Tallahassee to Caribbean Islands

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

American Airlines

Nov 4

TLH9:59 amTallahassee

6h 53m

1 stop

SJU5:52 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU6:00 amSan Juan Luis Munoz Marin Intl

10h 31m

1 stop

TLH3:31 pmTallahassee

$405

Find similar

American Airlines

Nov 10

TLH6:00 amTallahassee

6h 43m

1 stop

SJU1:43 pmSan Juan Luis Munoz Marin Intl

Nov 13

SJU2:47 pmSan Juan Luis Munoz Marin Intl

10h 12m

1 stop

TLH11:59 pmTallahassee

$414

Find similar

American Airlines

Dec 27

TLH8:24 pmTallahassee

12h 12m

1 stop

SJU9:36 amSan Juan Luis Munoz Marin Intl

Dec 31

SJU10:03 pmSan Juan Luis Munoz Marin Intl

12h 04m

1 stop

TLH9:07 amTallahassee

$415

Find similar

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets

Delta

Nov 9

TLH5:35 amTallahassee

9h 51m

1 stop

NAS3:26 pmNassau Intl

Nov 12

NAS1:19 pmNassau Intl

4h 59m

1 stop

TLH6:18 pmTallahassee

$505

Find similar

Delta

Apr 5

TLH7:15 pmTallahassee

17h 10m

2 stops

PUJ12:25 pmPunta Cana

Apr 7

PUJ5:05 pmPunta Cana

16h 17m

1 stop

TLH9:22 amTallahassee

$508

Find similar

Delta

Nov 8

TLH7:00 amTallahassee

8h 25m

1 stop

NAS3:25 pmNassau Intl

Nov 14

NAS2:55 pmNassau Intl

7h 23m

1 stop

TLH10:18 pmTallahassee

$530

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

Tue 11/4

9:59 am-5:52 pm

1 stop6h 53m

San Juan Luis Munoz Marin Intl

Tue 11/11

6:00 am-3:31 pm

1 stop10h 31m

$405

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Mon 11/10

6:00 am-1:43 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Thu 11/13

2:47 pm-11:59 pm

1 stop10h 12m

$414

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 12/27

8:24 pm-9:36 am

1 stop12h 12m

San Juan Luis Munoz Marin Intl

Wed 12/31

10:03 pm-9:07 am

1 stop12h 04m

$415

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 11/7

8:40 pm-1:43 pm

1 stop16h 03m

San Juan Luis Munoz Marin Intl

Mon 11/10

11:13 am-11:59 pm

1 stop13h 46m

$438

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sun 11/9

5:35 am-3:26 pm

1 stop9h 51m

Nassau Intl

Wed 11/12

1:19 pm-6:18 pm

1 stop4h 59m

$505

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Sun 4/5

7:15 pm-12:25 pm

2 stops17h 10m

Punta Cana

Tue 4/7

5:05 pm-9:22 am

1 stop16h 17m

$508

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Mon 11/10

12:37 pm-3:50 pm

2 stops27h 13m

Nassau Intl

Fri 11/14

4:50 pm-9:32 am

2 stops40h 42m

$1,526

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 12/4

7:08 pm-1:54 pm

2 stops18h 46m

Montego Bay Sangster Intl

Mon 12/8

7:25 pm-11:39 am

2 stops16h 14m

$1,567

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Tue 11/25

5:09 pm-3:15 pm

2 stops21h 06m

Punta Cana

Sun 11/30

5:30 pm-9:32 am

2 stops17h 02m

$3,050

TallahasseePunta Cana

TLH - PUJ

TLHPUJ

Tallahassee

Tue 11/25

5:09 pm-3:15 pm

2 stops21h 06m

Punta Cana

Sat 11/29

2:45 am-10:18 pm

2 stops20h 33m

$4,222

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 January is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $390. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $413.

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

Direct flights	None

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 3 as of October 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 (29.64% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet 900 (21.54%), Canadair (Bombardier) Regional Jet 700 (13.83%), and ATR 72-201 / 202 (8.30%).

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 7,968 reviews		Search Delta flights
American Airlines	PriceFrom $349	Free Cancellation	Rating 7.2 11,041 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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Sat 11/8

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Flights to Chicagofrom $49

Cheap flights from Tallahassee to Caribbean Islands from $361

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 10/31. 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

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

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $390. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $413.

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 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

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