Cheap flights from Tallahassee to Caribbean from $268

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 6/8. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:08 am - 4:42 pm
TLH
-
SJU
8h 34m
1 stop
Multiple Airlines Logo
5:15 pm - 7:28 am
SJU
-
TLH
14h 13m
2 stops
$397Multiple Airlines
Sun, Jul 5 - Sat, Jul 11
American Airlines Logo
7:43 pm - 1:08 pm
TLH
-
MBJ
18h 25m
2 stops
American Airlines Logo
2:08 pm - 11:59 pm
MBJ
-
TLH
8h 51m
1 stop
$427American Airlines
Sat, Jun 6 - Thu, Jun 11
American Airlines Logo
5:10 pm - 1:08 pm
TLH
-
MBJ
20h 58m
1 stop
American Airlines Logo
5:17 pm - 9:02 am
MBJ
-
TLH
14h 45m
1 stop
$431American Airlines
Sat, Jun 6 - Thu, Jun 11
American Airlines Logo
5:50 pm - 1:09 pm
TLH
-
MBJ
20h 19m
2 stops
American Airlines Logo
5:14 pm - 3:00 pm
MBJ
-
TLH
20h 46m
2 stops
$443American Airlines
Fri, Jul 3 - Tue, Jul 7
Multiple Airlines Logo
8:08 am - 4:42 pm
TLH
-
SJU
8h 34m
1 stop
Multiple Airlines Logo
6:00 am - 7:28 am
SJU
-
TLH
25h 28m
1 stop
$455Multiple Airlines
Sun, Jul 5 - Sat, Jul 11
Multiple Airlines Logo
1:07 pm - 12:38 am
TLH
-
SJU
10h 31m
1 stop
Multiple Airlines Logo
2:59 am - 7:45 am
SJU
-
TLH
29h 46m
2 stops
$458Multiple Airlines
Sun, Nov 8 - Fri, Nov 13
Delta Logo
6:00 am - 1:42 pm
TLH
-
SJU
7h 42m
1 stop
Delta Logo
12:56 pm - 7:40 pm
SJU
-
TLH
6h 44m
1 stop
$471Delta
Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
6:00 am - 9:58 pm
TLH
-
SJU
15h 58m
1 stop
American Airlines Logo
7:16 pm - 9:02 am
SJU
-
TLH
13h 46m
1 stop
$476American Airlines
Mon, Jun 8 - Mon, Jun 15
Delta Logo
3:40 pm - 10:00 pm
TLH
-
SJU
6h 20m
1 stop
Delta Logo
2:31 pm - 10:20 pm
SJU
-
TLH
7h 49m
1 stop
$506Delta
Fri, Sep 25 - Sat, Oct 10
Delta Logo
7:00 am - 4:37 pm
TLH
-
NAS
9h 37m
1 stop
Delta Logo
1:16 pm - 10:54 pm
NAS
-
TLH
9h 38m
1 stop
$571Delta
Fri, Jul 3 - Tue, Jul 7

Delta flights from Tallahassee to Caribbean

Our best Delta deals on Tallahassee to Caribbean flight tickets
Delta
Aug 26
TLH6:00 amTallahassee
7h 42m
1 stop
SJU1:42 pmSan Juan Luis Munoz Marin Intl
Aug 29
SJU12:56 pmSan Juan Luis Munoz Marin Intl
6h 44m
1 stop
TLH7:40 pmTallahassee
$471
Delta
Sep 25
TLH3:40 pmTallahassee
6h 20m
1 stop
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU2:31 pmSan Juan Luis Munoz Marin Intl
7h 49m
1 stop
TLH10:20 pmTallahassee
$506
Delta
Jul 3
TLH7:00 amTallahassee
9h 37m
1 stop
NAS4:37 pmNassau Intl
Jul 7
NAS1:16 pmNassau Intl
9h 38m
1 stop
TLH10:54 pmTallahassee
$571

American Airlines flights from Tallahassee to Caribbean

Our best American Airlines deals on Tallahassee to Caribbean flight tickets
American Airlines
Jun 6
TLH7:43 pmTallahassee
18h 25m
2 stops
MBJ1:08 pmMontego Bay Sangster Intl
Jun 11
MBJ2:08 pmMontego Bay Sangster Intl
8h 51m
1 stop
TLH11:59 pmTallahassee
$427
American Airlines
Jun 6
TLH5:10 pmTallahassee
20h 58m
1 stop
MBJ1:08 pmMontego Bay Sangster Intl
Jun 11
MBJ5:17 pmMontego Bay Sangster Intl
14h 45m
1 stop
TLH9:02 amTallahassee
$431
American Airlines
Jul 3
TLH5:50 pmTallahassee
20h 19m
2 stops
MBJ1:09 pmMontego Bay Sangster Intl
Jul 7
MBJ5:14 pmMontego Bay Sangster Intl
20h 46m
2 stops
TLH3:00 pmTallahassee
$443

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 May 14, 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

Sun 7/5

8:08 am-4:42 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Sat 7/11

5:15 pm-7:28 am

2 stops14h 13m

$397

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sat 6/6

7:43 pm-1:08 pm

2 stops18h 25m

Montego Bay Sangster Intl

Thu 6/11

2:08 pm-11:59 pm

1 stop8h 51m

$427

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sat 6/6

5:10 pm-1:08 pm

1 stop20h 58m

Montego Bay Sangster Intl

Thu 6/11

5:17 pm-9:02 am

1 stop14h 45m

$431

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Fri 7/3

5:50 pm-1:09 pm

2 stops20h 19m

Montego Bay Sangster Intl

Tue 7/7

5:14 pm-3:00 pm

2 stops20h 46m

$443

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 7/5

8:08 am-4:42 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Sat 7/11

6:00 am-7:28 am

1 stop25h 28m

$455

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Sun 11/8

1:07 pm-12:38 am

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Fri 11/13

2:59 am-7:45 am

2 stops29h 46m

$458

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 8/26

6:00 am-1:42 pm

1 stop7h 42m

San Juan Luis Munoz Marin Intl

Sat 8/29

12:56 pm-7:40 pm

1 stop6h 44m

$471

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Mon 6/8

6:00 am-9:58 pm

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Mon 6/15

7:16 pm-9:02 am

1 stop13h 46m

$476
Quickest round-trip

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Fri 9/25

3:40 pm-10:00 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Sat 10/10

2:31 pm-10:20 pm

1 stop7h 49m

$506

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Fri 7/3

7:00 am-4:37 pm

1 stop9h 37m

Nassau Intl

Tue 7/7

1:16 pm-10:54 pm

1 stop9h 38m

$571

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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, June 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 $198. If you don’t want to visit Caribbean in June, then you should wait until December to fly from Tallahassee, when ticket prices are also cheap, with an average price of $253.

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 51m

Direct flights

None
The fastest flight from Tallahassee to Caribbean takes 3h 51m
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
11,664 reviews
Search American Airlines flights
DeltaPriceFrom $252Free CancellationRating
7.9
8,452 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
Sat 6/13
Sat 6/20

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