Cheap flights from Tallahassee to Caribbean Islands from $193

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 5/1. 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 Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:48 pm - 1:08 pm
TLH
-
MBJ
18h 20m
2 stops
American Airlines Logo
5:17 pm - 9:02 am
MBJ
-
TLH
14h 45m
1 stop
$357American Airlines
Sun, Jun 7 - Thu, Jun 11
Delta Logo
8:05 am - 3:34 pm
TLH
-
MBJ
8h 29m
1 stop
Delta Logo
1:18 pm - 8:43 pm
MBJ
-
TLH
6h 25m
1 stop
$387Delta
Fri, May 8 - Fri, May 15
American Airlines Logo
7:54 pm - 11:51 am
TLH
-
MBJ
16h 57m
2 stops
American Airlines Logo
4:37 pm - 11:42 am
MBJ
-
TLH
18h 05m
2 stops
$392American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
6:09 am - 3:37 pm
TLH
-
MBJ
10h 28m
1 stop
American Airlines Logo
4:37 pm - 1:05 pm
MBJ
-
TLH
19h 28m
2 stops
$402American Airlines
Wed, May 6 - Sun, May 10
American Airlines Logo
6:09 am - 3:37 pm
TLH
-
MBJ
10h 28m
1 stop
American Airlines Logo
4:37 pm - 9:20 am
MBJ
-
TLH
15h 43m
1 stop
$406American Airlines
Wed, May 6 - Sun, May 10
Multiple Airlines Logo
12:47 pm - 3:58 pm
TLH
-
SJU
27h 11m
1 stop
Multiple Airlines Logo
5:01 pm - 7:28 am
SJU
-
TLH
38h 27m
2 stops
$428Multiple Airlines
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
9:50 am - 6:10 pm
TLH
-
SJU
8h 20m
1 stop
American Airlines Logo
7:00 pm - 9:20 am
SJU
-
TLH
14h 20m
1 stop
$431American Airlines
Wed, Apr 22 - Mon, Apr 27
American Airlines Logo
7:54 pm - 11:51 am
TLH
-
MBJ
16h 57m
2 stops
American Airlines Logo
12:25 pm - 9:20 am
MBJ
-
TLH
19h 55m
2 stops
$437American Airlines
Wed, May 6 - Sun, May 10
American Airlines Logo
6:00 am - 10:59 pm
TLH
-
SJU
16h 59m
1 stop
American Airlines Logo
4:38 pm - 9:02 am
SJU
-
TLH
16h 24m
1 stop
$441American Airlines
Wed, Jul 8 - Mon, Jul 13
Delta Logo
6:15 am - 4:35 pm
TLH
-
NAS
10h 20m
1 stop
Delta Logo
6:00 pm - 10:42 pm
NAS
-
TLH
4h 42m
1 stop
$606Delta
Fri, May 15 - Mon, May 18

American Airlines flights from Tallahassee to Caribbean Islands

Our best American Airlines deals on Tallahassee to Caribbean Islands flight tickets
American Airlines
Jun 7
TLH7:48 pmTallahassee
18h 20m
2 stops
MBJ1:08 pmMontego Bay Sangster Intl
Jun 11
MBJ5:17 pmMontego Bay Sangster Intl
14h 45m
1 stop
TLH9:02 amTallahassee
$357
American Airlines
May 8
TLH7:54 pmTallahassee
16h 57m
2 stops
MBJ11:51 amMontego Bay Sangster Intl
May 15
MBJ4:37 pmMontego Bay Sangster Intl
18h 05m
2 stops
TLH11:42 amTallahassee
$392
American Airlines
May 6
TLH6:09 amTallahassee
10h 28m
1 stop
MBJ3:37 pmMontego Bay Sangster Intl
May 10
MBJ4:37 pmMontego Bay Sangster Intl
19h 28m
2 stops
TLH1:05 pmTallahassee
$402

Delta flights from Tallahassee to Caribbean Islands

Our best Delta deals on Tallahassee to Caribbean Islands flight tickets
Delta
May 8
TLH8:05 amTallahassee
8h 29m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
May 15
MBJ1:18 pmMontego Bay Sangster Intl
6h 25m
1 stop
TLH8:43 pmTallahassee
$387
Delta
May 15
TLH6:15 amTallahassee
10h 20m
1 stop
NAS4:35 pmNassau Intl
May 18
NAS6:00 pmNassau Intl
4h 42m
1 stop
TLH10:42 pmTallahassee
$606
Delta
Jun 13
TLH7:00 amTallahassee
7h 03m
1 stop
SKB2:03 pmBasseterre Robert Bradshaw Intl
Jun 20
SKB3:18 pmBasseterre Robert Bradshaw Intl
7h 35m
1 stop
TLH10:53 pmTallahassee
$725

momondo Fare Finder

 
Customize your flight search to find flights from Tallahassee to Caribbean Islands 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 March 28, 2026.
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

Cheapest round-trip

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Sun 6/7

7:48 pm-1:08 pm

2 stops18h 20m

Montego Bay Sangster Intl

Thu 6/11

5:17 pm-9:02 am

1 stop14h 45m

$357
Quickest round-trip

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Fri 5/8

8:05 am-3:34 pm

1 stop8h 29m

Montego Bay Sangster Intl

Fri 5/15

1:18 pm-8:43 pm

1 stop6h 25m

$387

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Fri 5/8

7:54 pm-11:51 am

2 stops16h 57m

Montego Bay Sangster Intl

Fri 5/15

4:37 pm-11:42 am

2 stops18h 05m

$392

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 5/6

6:09 am-3:37 pm

1 stop10h 28m

Montego Bay Sangster Intl

Sun 5/10

4:37 pm-1:05 pm

2 stops19h 28m

$402

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 5/6

6:09 am-3:37 pm

1 stop10h 28m

Montego Bay Sangster Intl

Sun 5/10

4:37 pm-9:20 am

1 stop15h 43m

$406

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Thu 7/2

12:47 pm-3:58 pm

1 stop27h 11m

San Juan Luis Munoz Marin Intl

Tue 7/7

5:01 pm-7:28 am

2 stops38h 27m

$428

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 4/22

9:50 am-6:10 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Mon 4/27

7:00 pm-9:20 am

1 stop14h 20m

$431

TallahasseeMontego Bay

TLH - MBJ

TLHMBJ

Tallahassee

Wed 5/6

7:54 pm-11:51 am

2 stops16h 57m

Montego Bay Sangster Intl

Sun 5/10

12:25 pm-9:20 am

2 stops19h 55m

$437

TallahasseeSan Juan

TLH - SJU

TLHSJU

Tallahassee

Wed 7/8

6:00 am-10:59 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Mon 7/13

4:38 pm-9:02 am

1 stop16h 24m

$441

TallahasseeNassau

TLH - NAS

TLHNAS

Tallahassee

Fri 5/15

6:15 am-4:35 pm

1 stop10h 20m

Nassau Intl

Mon 5/18

6:00 pm-10:42 pm

1 stop4h 42m

$606

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 November is, on average, the cheapest month to fly to Caribbean Islands from Tallahassee, with most prices found around $465. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Tallahassee averaging around $501.

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

4h 44m

Direct flights

None
The fastest flight from Tallahassee to Caribbean Islands takes 4h 44m
There are no direct flights from Tallahassee to Caribbean Islands. There are no popular flight routes 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?

  • 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?

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
DeltaPriceFrom $198Free CancellationRating
7.9
8,356 reviews
Search Delta flights
American AirlinesPriceFrom $247Free CancellationRating
7.1
11,520 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

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1 adult
Mon 4/27
Mon 5/4

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