Cheap flights from Tallahassee to Caribbean from $140

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 8/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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.
Multiple Airlines Logo
2:17 pm - 4:11 pm
TLH
-
SJU
25h 54m
1 stop
Multiple Airlines Logo
6:35 am - 7:28 am
SJU
-
TLH
24h 53m
1 stop
$271Multiple Airlines
Tue, Aug 25 - Sat, Aug 29
Multiple Airlines Logo
12:47 pm - 4:11 pm
TLH
-
SJU
27h 24m
1 stop
Multiple Airlines Logo
5:12 pm - 7:45 am
SJU
-
TLH
14h 33m
1 stop
$282Multiple Airlines
Sun, Sep 6 - Wed, Sep 9
Multiple Airlines Logo
12:47 pm - 4:11 pm
TLH
-
SJU
27h 24m
1 stop
Multiple Airlines Logo
5:12 pm - 7:45 am
SJU
-
TLH
14h 33m
1 stop
$289Multiple Airlines
Sun, Sep 6 - Wed, Sep 16
Multiple Airlines Logo
1:07 pm - 11:38 pm
TLH
-
SJU
10h 31m
1 stop
Multiple Airlines Logo
5:12 pm - 7:45 am
SJU
-
TLH
14h 33m
1 stop
$295Multiple Airlines
Thu, Sep 10 - Wed, Sep 16
American Airlines Logo
7:47 pm - 11:37 am
TLH
-
MBJ
16h 50m
1 stop
American Airlines Logo
5:08 pm - 11:59 pm
MBJ
-
TLH
5h 51m
1 stop
$442American Airlines
Sun, Aug 23 - Sat, Aug 29
American Airlines Logo
7:05 am - 4:08 pm
TLH
-
MBJ
10h 03m
1 stop
American Airlines Logo
12:38 pm - 9:15 am
MBJ
-
TLH
19h 37m
2 stops
$447American Airlines
Sun, Aug 23 - Sat, Aug 29
American Airlines Logo
8:17 pm - 11:37 am
TLH
-
MBJ
16h 20m
2 stops
American Airlines Logo
12:38 pm - 9:15 am
MBJ
-
TLH
19h 37m
2 stops
$452American Airlines
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
6:25 pm - 4:08 pm
TLH
-
MBJ
22h 43m
1 stop
American Airlines Logo
5:08 pm - 10:15 am
MBJ
-
TLH
16h 07m
2 stops
$455American Airlines
Thu, Aug 27 - Mon, Aug 31
Delta Logo
8:07 am - 1:57 pm
TLH
-
NAS
5h 50m
1 stop
Delta Logo
1:16 pm - 11:03 pm
NAS
-
TLH
9h 47m
1 stop
$546Delta
Sun, Aug 23 - Fri, Aug 28
Delta Logo
8:07 am - 1:01 pm
TLH
-
MBJ
5h 54m
1 stop
Delta Logo
2:26 pm - 11:03 pm
MBJ
-
TLH
7h 37m
1 stop
$560Delta
Sun, Aug 9 - Sun, Aug 16

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American Airlines flights from Tallahassee to Caribbean

Our best American Airlines deals on Tallahassee to Caribbean flight tickets
American Airlines
Aug 23
TLH7:47 pmTallahassee
16h 50m
1 stop
MBJ11:37 amMontego Bay Sangster Intl
Aug 29
MBJ5:08 pmMontego Bay Sangster Intl
5h 51m
1 stop
TLH11:59 pmTallahassee
$442
American Airlines
Aug 23
TLH7:05 amTallahassee
10h 03m
1 stop
MBJ4:08 pmMontego Bay Sangster Intl
Aug 29
MBJ12:38 pmMontego Bay Sangster Intl
19h 37m
2 stops
TLH9:15 amTallahassee
$447
American Airlines
Nov 18
TLH6:00 amTallahassee
6h 41m
1 stop
SJU1:41 pmSan Juan Luis Munoz Marin Intl
Nov 24
SJU4:37 pmSan Juan Luis Munoz Marin Intl
8h 19m
1 stop
TLH11:56 pmTallahassee
$451

Delta flights from Tallahassee to Caribbean

Our best Delta deals on Tallahassee to Caribbean flight tickets
Delta
Sep 6
TLH6:00 amTallahassee
7h 42m
1 stop
SJU1:42 pmSan Juan Luis Munoz Marin Intl
Sep 10
SJU7:00 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
TLH2:47 pmTallahassee
$446
Delta
Sep 4
TLH12:05 pmTallahassee
10h 24m
1 stop
SJU10:29 pmSan Juan Luis Munoz Marin Intl
Sep 10
SJU7:00 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
TLH2:47 pmTallahassee
$481
Delta
Sep 8
TLH3:32 pmTallahassee
6h 47m
1 stop
SJU10:19 pmSan Juan Luis Munoz Marin Intl
Sep 10
SJU12:56 pmSan Juan Luis Munoz Marin Intl
6h 38m
1 stop
TLH7:34 pmTallahassee
$486

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 July 3, 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

Cheapest round-trip

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Tue 8/25

2:17 pm-4:11 pm

1 stop25h 54m

San Juan Luis Munoz Marin Intl

Sat 8/29

6:35 am-7:28 am

1 stop24h 53m

$271

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 9/6

12:47 pm-4:11 pm

1 stop27h 24m

San Juan Luis Munoz Marin Intl

Wed 9/9

5:12 pm-7:45 am

1 stop14h 33m

$282

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 9/6

12:47 pm-4:11 pm

1 stop27h 24m

San Juan Luis Munoz Marin Intl

Wed 9/16

5:12 pm-7:45 am

1 stop14h 33m

$289

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 9/10

1:07 pm-11:38 pm

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Wed 9/16

5:12 pm-7:45 am

1 stop14h 33m

$295

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 8/23

7:47 pm-11:37 am

1 stop16h 50m

Montego Bay Sangster Intl

Sat 8/29

5:08 pm-11:59 pm

1 stop5h 51m

$442

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 8/23

7:05 am-4:08 pm

1 stop10h 03m

Montego Bay Sangster Intl

Sat 8/29

12:38 pm-9:15 am

2 stops19h 37m

$447

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 8/27

8:17 pm-11:37 am

2 stops16h 20m

Montego Bay Sangster Intl

Sun 8/30

12:38 pm-9:15 am

2 stops19h 37m

$452

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Thu 8/27

6:25 pm-4:08 pm

1 stop22h 43m

Montego Bay Sangster Intl

Mon 8/31

5:08 pm-10:15 am

2 stops16h 07m

$455

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Sun 8/23

8:07 am-1:57 pm

1 stop5h 50m

Nassau Intl

Fri 8/28

1:16 pm-11:03 pm

1 stop9h 47m

$546
Quickest round-trip

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 8/9

8:07 am-1:01 pm

1 stop5h 54m

Montego Bay Sangster Intl

Sun 8/16

2:26 pm-11:03 pm

1 stop7h 37m

$560

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, May 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 $356. If you don’t want to visit Caribbean in May, then you should wait until March to fly from Tallahassee, when ticket prices are also cheap, with an average price of $366.

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

3h 33m

Direct flights

None
The fastest flight from Tallahassee to Caribbean takes 3h 33m
There are no direct flights from Tallahassee to Caribbean. There are no popular flight routes from Tallahassee to Caribbean.

Frequently asked questions about flying 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
American AirlinesPriceFrom $247Free CancellationRating
7.1
11,764 reviews
Search American Airlines flights
DeltaPriceFrom $441Free CancellationRating
7.8
8,453 reviews
Search Delta 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
Sun 8/2
Sun 8/9

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