Cheap flights from Tallahassee to Caribbean from $229

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 departing on 4/4. 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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0 bags

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Find the cheapest flights from Tallahassee to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
2:41 pm - 10:17 pm
TLH
-
SJU
7h 36m
1 stop
Delta Logo
7:30 am - 4:27 pm
SJU
-
TLH
8h 57m
1 stop
$411Delta
Sun, May 10 - Sat, May 16
American Airlines Logo
8:51 pm - 10:56 am
TLH
-
SJU
14h 05m
1 stop
American Airlines Logo
6:02 pm - 11:56 pm
SJU
-
TLH
5h 54m
1 stop
$416American Airlines
Sat, Apr 4 - Sat, Apr 11
American Airlines Logo
8:51 pm - 10:56 am
TLH
-
SJU
14h 05m
1 stop
American Airlines Logo
10:01 am - 11:56 pm
SJU
-
TLH
13h 55m
1 stop
$421American Airlines
Sat, Apr 4 - Sat, Apr 11
American Airlines Logo
7:55 pm - 12:03 pm
TLH
-
SJU
16h 08m
1 stop
American Airlines Logo
6:45 am - 11:15 pm
SJU
-
TLH
16h 30m
1 stop
$431American Airlines
Mon, Apr 6 - Wed, Apr 8
American Airlines Logo
6:00 am - 5:11 pm
TLH
-
SJU
11h 11m
2 stops
American Airlines Logo
6:01 pm - 12:09 am
SJU
-
TLH
6h 08m
1 stop
$451American Airlines
Tue, Mar 24 - Tue, Mar 31
American Airlines Logo
8:51 pm - 10:56 am
TLH
-
SJU
14h 05m
1 stop
American Airlines Logo
10:01 am - 11:56 pm
SJU
-
TLH
13h 55m
1 stop
$456American Airlines
Sat, Apr 4 - Sat, Apr 11
American Airlines Logo
6:10 am - 3:25 pm
TLH
-
ELH
9h 15m
1 stop
American Airlines Logo
11:54 am - 8:21 pm
ELH
-
TLH
8h 27m
1 stop
$463American Airlines
Wed, Mar 18 - Tue, Mar 31
American Airlines Logo
7:55 pm - 1:22 pm
TLH
-
ELH
17h 27m
2 stops
American Airlines Logo
11:54 am - 4:37 pm
ELH
-
TLH
4h 43m
1 stop
$468American Airlines
Sun, Mar 15 - Thu, Mar 19
American Airlines Logo
9:32 am - 1:38 pm
TLH
-
NAS
4h 06m
1 stop
American Airlines Logo
1:32 pm - 11:58 pm
NAS
-
TLH
10h 26m
1 stop
$478American Airlines
Tue, Jun 2 - Fri, Jun 5
Delta Logo
7:08 am - 12:54 pm
TLH
-
MBJ
6h 46m
1 stop
Delta Logo
12:55 pm - 10:52 pm
MBJ
-
TLH
8h 57m
1 stop
$517Delta
Wed, May 6 - Sun, May 10

American Airlines flights from Tallahassee to Caribbean

Our best American Airlines deals on Tallahassee to Caribbean flight tickets
American Airlines
Apr 4
TLH8:51 pmTallahassee
14h 05m
1 stop
SJU10:56 amSan Juan Luis Munoz Marin Intl
Apr 11
SJU6:02 pmSan Juan Luis Munoz Marin Intl
5h 54m
1 stop
TLH11:56 pmTallahassee
$416
American Airlines
Apr 4
TLH8:51 pmTallahassee
14h 05m
1 stop
SJU10:56 amSan Juan Luis Munoz Marin Intl
Apr 11
SJU10:01 amSan Juan Luis Munoz Marin Intl
13h 55m
1 stop
TLH11:56 pmTallahassee
$421
American Airlines
Apr 6
TLH7:55 pmTallahassee
16h 08m
1 stop
SJU12:03 pmSan Juan Luis Munoz Marin Intl
Apr 8
SJU6:45 amSan Juan Luis Munoz Marin Intl
16h 30m
1 stop
TLH11:15 pmTallahassee
$431

Delta flights from Tallahassee to Caribbean

Our best Delta deals on Tallahassee to Caribbean flight tickets
Delta
May 10
TLH2:41 pmTallahassee
7h 36m
1 stop
SJU10:17 pmSan Juan Luis Munoz Marin Intl
May 16
SJU7:30 amSan Juan Luis Munoz Marin Intl
8h 57m
1 stop
TLH4:27 pmTallahassee
$411
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 28
TLH5:23 pmTallahassee
5h 35m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Mar 3
SJU6:15 amSan Juan Luis Munoz Marin Intl
9h 38m
1 stop
TLH2:53 pmTallahassee
$551

momondo Fare Finder

 
Customize your flight search to find flights from Tallahassee to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Tallahassee to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 5/10

2:41 pm-10:17 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Sat 5/16

7:30 am-4:27 pm

1 stop8h 57m

$411

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 4/4

8:51 pm-10:56 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

Sat 4/11

6:02 pm-11:56 pm

1 stop5h 54m

$416

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 4/4

8:51 pm-10:56 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

Sat 4/11

10:01 am-11:56 pm

1 stop13h 55m

$421

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Mon 4/6

7:55 pm-12:03 pm

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Wed 4/8

6:45 am-11:15 pm

1 stop16h 30m

$431

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 3/24

6:00 am-5:11 pm

2 stops11h 11m

San Juan Luis Munoz Marin Intl

Tue 3/31

6:01 pm-12:09 am

1 stop6h 08m

$451

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sat 4/4

8:51 pm-10:56 am

1 stop14h 05m

San Juan Luis Munoz Marin Intl

Sat 4/11

10:01 am-11:56 pm

1 stop13h 55m

$456

TallahasseeGregory Town

TLH - ELH

TLHELH

Tallahassee

Wed 3/18

6:10 am-3:25 pm

1 stop9h 15m

Gregory Town North Eleuthera

Tue 3/31

11:54 am-8:21 pm

1 stop8h 27m

$463

TallahasseeGregory Town

TLH - ELH

TLHELH

Tallahassee

Sun 3/15

7:55 pm-1:22 pm

2 stops17h 27m

Gregory Town North Eleuthera

Thu 3/19

11:54 am-4:37 pm

1 stop4h 43m

$468

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Tue 6/2

9:32 am-1:38 pm

1 stop4h 06m

Nassau Intl

Fri 6/5

1:32 pm-11:58 pm

1 stop10h 26m

$478

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

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

What is the cheapest month to fly to Caribbean?

In general, September 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 $458. If you don’t want to visit Caribbean in September, then you should wait until November to fly from Tallahassee, when ticket prices are also cheap, with an average price of $465.

Cheap Tallahassee to Caribbean flight deals and tips

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

Fastest flight time

4h 14m

Direct flights

None
The fastest flight from Tallahassee to Caribbean takes 4h 14m
There are no direct flights from Tallahassee to Caribbean. There are no popular flight routes 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?

  • 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
DeltaPriceFrom $198Free CancellationRating
7.9
8,180 reviews
Search Delta flights
American AirlinesPriceFrom $247Free CancellationRating
7.2
11,271 reviews
Search American Airlines 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.

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1 adult
Sat 3/14
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