Cheap flights from Tallahassee to Caribbean from $144
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 12/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Find the cheapest flights from Tallahassee to Caribbean
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.American Airlines flights from Tallahassee to Caribbean
Our best American Airlines deals on Tallahassee to Caribbean flight tickets
Delta flights from Tallahassee to Caribbean
Our best Delta deals on Tallahassee to Caribbean flight tickets
momondo Fare Finder
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
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Thu 10/22
1:12 pm-1:31 pm
1 stop24h 19m
San Juan Luis Munoz Marin Intl
Mon 10/26
7:00 am-10:35 am
1 stop27h 35m
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Thu 10/22
1:12 pm-1:31 pm
1 stop24h 19m
San Juan Luis Munoz Marin Intl
Mon 10/26
7:00 am-10:35 am
1 stop27h 35m
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Thu 10/22
1:12 pm-1:31 pm
1 stop24h 19m
San Juan Luis Munoz Marin Intl
Mon 10/26
7:44 pm-3:17 pm
2 stops19h 33m
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Sun 11/29
11:19 pm-1:59 pm
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Tue 12/8
5:01 am-3:17 pm
2 stops11h 16m
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Sat 1/23
8:06 pm-12:28 pm
1 stop15h 22m
San Juan Luis Munoz Marin Intl
Thu 1/28
7:22 am-1:23 pm
1 stop7h 01m
TallahasseeChristiansted
TLH Tallahassee - STX Christiansted Henry Rohlsen
TLHSTX
Tallahassee
Wed 11/25
6:40 pm-2:03 pm
2 stops18h 23m
Christiansted Henry Rohlsen
Wed 12/2
9:00 am-3:43 pm
1 stop7h 43m
TallahasseeChristiansted
TLH Tallahassee - STX Christiansted Henry Rohlsen
TLHSTX
Tallahassee
Wed 11/25
6:40 pm-2:03 pm
2 stops18h 23m
Christiansted Henry Rohlsen
Wed 12/2
3:00 pm-12:41 pm
2 stops22h 41m
TallahasseeSanto Domingo
TLH Tallahassee - SDQ Santo Domingo Las Americas
TLHSDQ
Tallahassee
Thu 11/19
6:00 am-2:32 pm
1 stop7h 32m
Santo Domingo Las Americas
Thu 11/26
3:57 pm-11:02 pm
1 stop8h 05m
TallahasseeSanto Domingo
TLH Tallahassee - SDQ Santo Domingo Las Americas
TLHSDQ
Tallahassee
Thu 11/19
6:00 am-7:30 pm
2 stops12h 30m
Santo Domingo Las Americas
Thu 11/26
3:57 pm-11:02 pm
1 stop8h 05m
TallahasseeSan Juan
TLH Tallahassee - SJU San Juan Luis Munoz Marin Intl
TLHSJU
Tallahassee
Fri 11/6
10:23 am-12:52 am
2 stops13h 29m
San Juan Luis Munoz Marin Intl
Sun 11/8
8:15 am-3:01 pm
1 stop7h 46m
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 $531. If you don’t want to visit Caribbean in September, then you should wait until January to fly from Tallahassee, when ticket prices are also cheap, with an average price of $558.
Can stopping save me money on Tallahassee to Caribbean flights?
You could potentially save up to 50% on your flight if you consider stops on a Tallahassee to Caribbean flight.
What is the cheapest airline that flies from Tallahassee to Caribbean?
American Airlines and Delta are the most popular carriers operating from Tallahassee to Caribbean
What airlines fly to Caribbean?
American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean from Tallahassee according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
Cheap Tallahassee to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight 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?
As of October 2026, there are 2 operators available to choose from 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 | ||
|---|---|---|---|---|---|
| PriceFrom $425 | Free Cancellation | Rating 7.0 12,146 reviews | |||
| PriceFrom $441 | Free Cancellation | Rating 7.8 8,646 reviews |
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.