$401 Find Cheap Flights from Caribbean Islands to Tallahassee - Compare and Save

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 7/23. 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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Cheap Flights from Caribbean Islands to Tallahassee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands 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 Islands to Tallahassee

Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
5:45 am - 10:59 pm
SJU
-
TLH
17h 14m
1 stop
American Airlines Logo
9:51 am - 4:11 pm
TLH
-
SJU
6h 20m
1 stop
$451American Airlines
Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
10:33 am - 10:59 pm
SJU
-
TLH
12h 26m
2 stops
American Airlines Logo
10:42 am - 9:55 pm
TLH
-
SJU
11h 13m
2 stops
$536American Airlines
Wed, Aug 5 - Wed, Aug 12
American Airlines Logo
6:00 am - 6:27 pm
SJU
-
TLH
12h 27m
2 stops
American Airlines Logo
6:00 am - 4:11 pm
TLH
-
SJU
10h 11m
2 stops
$581American Airlines
Thu, Oct 15 - Sun, Oct 18
American Airlines Logo
8:00 am - 7:00 pm
SDQ
-
TLH
11h 00m
1 stop
American Airlines Logo
8:28 pm - 10:50 am
TLH
-
SDQ
14h 22m
1 stop
$625American Airlines
Thu, Oct 15 - Sun, Oct 18
American Airlines Logo
5:20 pm - 10:46 am
SDQ
-
TLH
17h 26m
2 stops
American Airlines Logo
8:03 pm - 10:50 am
TLH
-
SDQ
14h 47m
2 stops
$629American Airlines
Sun, Jul 26 - Mon, Jul 27
American Airlines Logo
7:38 am - 7:50 pm
NAS
-
TLH
12h 12m
1 stop
American Airlines Logo
8:20 pm - 9:27 am
TLH
-
NAS
13h 07m
1 stop
$636American Airlines
Thu, Jun 25 - Fri, Sep 25
American Airlines Logo
2:55 pm - 8:02 pm
NAS
-
TLH
5h 07m
1 stop
American Airlines Logo
6:00 am - 9:42 am
TLH
-
NAS
3h 42m
1 stop
$641American Airlines
Tue, Jun 30 - Sun, Jul 5
American Airlines Logo
6:01 am - 3:02 pm
SJU
-
TLH
9h 01m
2 stops
American Airlines Logo
6:00 am - 11:04 am
TLH
-
SJU
5h 04m
1 stop
$641American Airlines
Thu, Jun 25 - Fri, Sep 25
Multiple Airlines Logo
6:30 pm - 6:14 pm
NAS
-
TLH
23h 44m
2 stops
Multiple Airlines Logo
7:16 pm - 5:30 pm
TLH
-
NAS
22h 14m
2 stops
$3,081Multiple Airlines
Thu, Jun 25 - Fri, Sep 25
Multiple Airlines Logo
6:30 pm - 6:14 pm
NAS
-
TLH
23h 44m
2 stops
Multiple Airlines Logo
7:16 pm - 5:30 pm
TLH
-
NAS
22h 14m
2 stops
$3,166Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$401
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Nassau to Tallahassee

FAQs for booking flights from Caribbean Islands to Tallahassee

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tallahassee from Caribbean Islands 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 Islands 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 Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands 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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Tallahassee

 
Need help choosing which airline to fly with from Caribbean Islands 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.
7.1
American AirlinesOverall score based on 11660 reviews
7.5Boarding
7.2Comfort
7.9Crew
6.8Entertainment
6.4Food
Airline reviews

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

2.0 MediocreJames, Jun 2026
DFW - MCO
Read more American Airlines reviews

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

We departed early and arrived early The plane was clean and the crew was incredibly efficient another positive experience with American airlines for me.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

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