$425 Find Cheap Flights from Caribbean Islands to Tallahassee

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Tallahassee departing on 5/21. 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.
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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.

Recent round-trip flight deals from Caribbean Islands to Tallahassee

KAYAK's recommended round-trip deals from the most popular airlines that fly from Caribbean Islands to Tallahassee.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
1:30 pm - 7:49 pmSJU-TLH
6h 19m1 stop
American Airlines Logo
8:29 pm - 10:59 amTLH-SJU
14h 30m1 stop
$425American Airlines
Find Deal
Wed, May 21 - Mon, May 26
American Airlines Logo
6:55 pm - 9:28 amSJU-TLH
14h 33m1 stop
American Airlines Logo
8:49 pm - 11:04 amTLH-SJU
14h 15m1 stop
$444American Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7
 Logo
1:59 am - 7:05 pmSJU-TLH
17h 06m2 stops
 Logo
9:05 am - 12:54 amTLH-SJU
15h 49m2 stops
Fri, May 30 - Wed, Jun 11
American Airlines Logo
6:10 am - 5:29 pmSJU-TLH
11h 19m2 stops
American Airlines Logo
6:00 am - 2:40 pmTLH-SJU
8h 40m1 stop
$495American Airlines
Find Deal
Fri, May 23 - Sun, May 25
American Airlines Logo
7:15 am - 7:43 pmSJU-TLH
12h 28m1 stop
American Airlines Logo
6:00 am - 3:21 pmTLH-SJU
9h 21m1 stop
$498American Airlines
Find Deal
Sat, May 31 - Wed, Jun 11
American Airlines Logo
11:55 am - 10:34 pmSJU-TLH
10h 39m2 stops
American Airlines Logo
8:49 pm - 11:04 amTLH-SJU
14h 15m1 stop
$529American Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7
United Airlines Logo
1:05 am - 7:05 pmSJU-TLH
18h 00m2 stops
United Airlines Logo
7:45 pm - 11:57 pmTLH-SJU
28h 12m2 stops
$552United Airlines
Find Deal
Wed, May 14 - Mon, May 19
JetBlue Logo
11:55 am - 7:05 pmSJU-TLH
7h 10m1 stop
JetBlue Logo
9:05 am - 4:15 pmTLH-SJU
7h 10m1 stop
$565JetBlue
Find Deal
Thu, May 15 - Mon, May 19
United Airlines Logo
1:05 am - 7:05 pmSJU-TLH
18h 00m2 stops
United Airlines Logo
9:05 am - 3:42 pmTLH-SJU
30h 37m2 stops
$644United Airlines
Find Deal
Tue, May 20 - Mon, May 26
United Airlines Logo
1:05 am - 7:05 pmSJU-TLH
18h 00m2 stops
United Airlines Logo
9:05 am - 3:42 pmTLH-SJU
30h 37m2 stops
$654United Airlines
Find Deal
Tue, May 20 - Mon, May 26
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$425
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from San Juan 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.

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.
7.2
American AirlinesOverall score based on 10000 reviews
7.2Comfort
7.5Boarding
6.9Entertainment
8.0Crew
6.5Food
Airline reviews

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

10.0 ExcellentJill, Apr 2025PHL - FLL
Read more American Airlines reviews

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

The flight was late and we missed this connecting flight. American Airlines refused to put us anywhere for the night for their snafu. We had to find our own accommodations in Miami, and it was expensive for a crappy hotel.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Free wifi was available, but only some time, being at least 30 minutes into the flight. it would have been better that an announcement had been made about the delay.

We were not offered anything to drink in business class during the boarding process.

When I'm on a 5hr 22 minute flight I expect food to be purchased. Especially when American makes a very tight connection time where u have to run to make the long flight. Chips and nuts are unacceptable and being told you should be in first class to get a meal is also unacceptable. I didn't change the flight times American Airlines did.

Flight was delayed taking off over 2 hours. Original plane was taken out of service and replaced. They didn’t tell us they were replacing plane until after original takeoff time had past. No power on new plane to charge devices. When eventually landing at destination no gate was available waited 1 hour for new gate. No Americans finest hour.

My seat was horrible. I think it was broken in several places. Other than that, the crew was great and the plane was clean

Standard. No different than a discount carrier on a short trip.

Everything you need to know for your flight to Tallahassee

Information on the airport you'll fly into in Tallahassee

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