$233 Find Cheap Flights from Caribbean Islands 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 12/19. 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
$405
Overall average: $422
Delta
Fri 12/5Sun 12/7
SJU - TLH • 1 stop
Cheapest one-way
$233
American Airlines
Fri 12/19
SJU - TLH • 1 stop
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Flight Deals
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Flight Deals

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

Fri, Dec 5 - Sun, Dec 7
Delta Logo
7:00 am - 4:22 pmSJU-TLH
10h 22m1 stop
Delta Logo
2:49 pm - 11:20 pmTLH-SJU
7h 31m1 stop
$405Delta
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Thu, Apr 2 - Mon, Apr 6
Delta Logo
6:10 pm - 9:22 amNAS-TLH
15h 12m1 stop
Delta Logo
7:15 pm - 2:30 pmTLH-NAS
19h 15m2 stops
$451Delta
Find Deal
Fri, Dec 19 - Sun, Dec 28
American Airlines Logo
12:47 pm - 12:35 amSJU-TLH
12h 48m1 stop
American Airlines Logo
8:24 pm - 9:35 amTLH-SJU
12h 11m1 stop
$465American Airlines
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Thu, Apr 2 - Mon, Apr 6
Delta Logo
6:10 pm - 9:22 amNAS-TLH
15h 12m1 stop
Delta Logo
7:30 am - 4:45 pmTLH-NAS
9h 15m1 stop
$476Delta
Find Deal
Thu, Mar 26 - Fri, Apr 3
American Airlines Logo
4:40 am - 1:32 pmSJU-TLH
8h 52m1 stop
American Airlines Logo
8:43 pm - 12:35 pmTLH-SJU
15h 52m1 stop
$501American Airlines
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Wed, Nov 26 - Sun, Nov 30
American Airlines Logo
10:16 am - 11:59 pmNAS-TLH
13h 43m1 stop
American Airlines Logo
6:00 am - 2:06 pmTLH-NAS
8h 06m1 stop
$505American Airlines
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Fri, Mar 27 - Sat, Apr 4
American Airlines Logo
3:45 pm - 12:21 amSJU-TLH
8h 36m1 stop
American Airlines Logo
8:43 pm - 8:36 amTLH-SJU
11h 53m1 stop
$506American Airlines
Find Deal
Thu, Apr 2 - Mon, Apr 6
WestJet Logo
11:20 am - 12:09 pmNAS-TLH
24h 49m2 stops
WestJet Logo
7:15 pm - 3:40 pmTLH-NAS
20h 25m2 stops
$1,460WestJet
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Wed, Nov 26 - Sun, Nov 30
WestJet Logo
4:50 pm - 6:18 pmNAS-TLH
25h 28m2 stops
WestJet Logo
5:35 am - 3:50 pmTLH-NAS
34h 15m2 stops
$1,553WestJet
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Wed, Nov 26 - Sun, Nov 30
WestJet Logo
4:50 pm - 6:18 pmNAS-TLH
25h 28m2 stops
WestJet Logo
5:09 pm - 3:50 pmTLH-NAS
22h 41m2 stops
$1,590WestJet
Find Deal
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$233
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 13% 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.

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.
7.2
American AirlinesOverall score based on 11030 reviews
6.4Food
7.5Boarding
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

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

6.0 GoodMiguel, Oct 2025PHL - MIA
Read more American Airlines reviews

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

The delayed flight was awful and moving the departure gate twice was annoying

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Flight from Miami to Lima was very good, like the free WiFi to get movies and TV.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Traveling to a place near Tallahassee?

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Thomasville
Midway

Everything you need to know for your flight to Tallahassee

Information on the airport you'll fly into in Tallahassee

Tallahassee (TLH)

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