$318 Find Cheap Flights from Caribbean to Tallahassee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Tallahassee departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$440
American Airlines
Sat 2/21Fri 2/27
SJU - TLH • 1 stop
Cheapest one-way
$318
Typical prices: $660-$666
American Airlines
Wed 1/7
SJU - TLH • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Tallahassee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Tallahassee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Tallahassee

Sat, Feb 21 - Fri, Feb 27
American Airlines Logo
7:00 am - 8:10 pm
SJU
-
TLH
14h 10m1 stop
American Airlines Logo
8:40 pm - 10:07 am
TLH
-
SJU
12h 27m1 stop
$440American Airlines
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
7:12 pm - 9:16 am
SJU
-
TLH
15h 04m1 stop
American Airlines Logo
8:40 pm - 1:41 pm
TLH
-
SJU
16h 01m1 stop
$453American Airlines
Fri, Jan 9 - Sun, Jan 11
American Airlines Logo
2:31 pm - 11:57 pm
SJU
-
TLH
10h 26m1 stop
American Airlines Logo
8:40 pm - 12:30 pm
TLH
-
SJU
14h 50m1 stop
$454American Airlines
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
7:12 pm - 9:16 am
SJU
-
TLH
15h 04m1 stop
American Airlines Logo
8:40 pm - 10:48 am
TLH
-
SJU
13h 08m1 stop
$455American Airlines
Fri, Feb 6 - Mon, Feb 23
Delta Logo
7:31 am - 8:45 pm
SDQ
-
TLH
14h 14m2 stops
Delta Logo
5:30 am - 2:17 pm
TLH
-
SDQ
7h 47m1 stop
$497Delta
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
2:31 pm - 9:16 am
SJU
-
TLH
19h 45m1 stop
American Airlines Logo
8:40 pm - 1:41 pm
TLH
-
SJU
16h 01m1 stop
$504American Airlines
Fri, Feb 6 - Mon, Feb 23
American Airlines Logo
1:23 pm - 11:57 pm
SDQ
-
TLH
11h 34m1 stop
American Airlines Logo
11:00 am - 5:43 pm
TLH
-
SDQ
5h 43m1 stop
$516American Airlines
Mon, Mar 30 - Sun, Apr 5
American Airlines Logo
11:32 am - 10:25 pm
SJU
-
TLH
10h 53m1 stop
American Airlines Logo
8:44 pm - 10:56 am
TLH
-
SJU
14h 12m1 stop
$555American Airlines
Sat, Dec 27 - Mon, Jan 5
American Airlines Logo
11:07 am - 7:54 pm
SDQ
-
TLH
9h 47m1 stop
American Airlines Logo
5:26 am - 2:16 pm
TLH
-
SDQ
7h 50m1 stop
$569American Airlines
Sat, Dec 27 - Mon, Jan 5
American Airlines Logo
6:00 am - 11:59 pm
SDQ
-
TLH
18h 59m1 stop
American Airlines Logo
8:24 pm - 12:21 pm
TLH
-
SDQ
14h 57m1 stop
$573American Airlines
Useful Info

Good to know

Low seasonAugust
Cheapest flight$318
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Juan to Tallahassee

FAQs for booking flights from Caribbean to Tallahassee

  • How does KAYAK find such low prices on flights from Caribbean to Tallahassee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Tallahassee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Tallahassee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tallahassee from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Tallahassee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Tallahassee with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Tallahassee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Tallahassee from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean to Tallahassee

 
Need help choosing which airline to fly with from Caribbean to Tallahassee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8008 reviews
7.9Comfort
8.5Crew
7.3Food
8.1Boarding
7.9Entertainment
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I like how the crew and pilot kept us updated Even though our flight was slightly delayed. We made up time for it in the air. I really did enjoy my seat and amenities and my trip and value overall.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
Thomasville
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