$272 Find Cheap Flights from Tallahassee to Puerto Rico

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Puerto Rico departing on 8/27. 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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Book Cheap Tallahassee to Puerto Rico Plane Tickets

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

Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
12:47 pm - 4:11 pm
TLH
-
SJU
27h 24m
1 stop
Multiple Airlines Logo
6:45 am - 8:58 am
SJU
-
TLH
26h 13m
1 stop
$272Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
8:08 am - 12:34 am
TLH
-
SJU
16h 26m
2 stops
Multiple Airlines Logo
6:45 am - 8:58 am
SJU
-
TLH
26h 13m
1 stop
$293Multiple Airlines
Thu, Aug 6 - Sat, Aug 8
Multiple Airlines Logo
12:47 pm - 4:11 pm
TLH
-
SJU
27h 24m
1 stop
Multiple Airlines Logo
3:10 am - 12:07 pm
SJU
-
TLH
8h 57m
2 stops
$387Multiple Airlines
Wed, Nov 18 - Tue, Nov 24
American Airlines Logo
6:00 am - 1:41 pm
TLH
-
SJU
6h 41m
1 stop
American Airlines Logo
4:37 pm - 11:56 pm
SJU
-
TLH
8h 19m
1 stop
$451American Airlines
Sat, Dec 5 - Sat, Dec 12
American Airlines Logo
8:41 pm - 10:35 am
TLH
-
SJU
12h 54m
1 stop
American Airlines Logo
4:41 pm - 10:45 pm
SJU
-
TLH
7h 04m
1 stop
$481American Airlines
Tue, Jul 14 - Sat, Jul 18
Multiple Airlines Logo
9:38 am - 12:07 am
TLH
-
SJU
14h 29m
1 stop
Multiple Airlines Logo
7:34 am - 7:28 am
SJU
-
TLH
23h 54m
2 stops
$485Multiple Airlines
Tue, Jul 14 - Sat, Jul 18
Multiple Airlines Logo
9:38 am - 12:07 am
TLH
-
SJU
14h 29m
1 stop
Multiple Airlines Logo
6:00 am - 7:28 am
SJU
-
TLH
25h 28m
1 stop
$500Multiple Airlines
Wed, Nov 18 - Tue, Nov 24
American Airlines Logo
12:05 pm - 11:56 pm
TLH
-
SJU
10h 51m
2 stops
American Airlines Logo
2:41 pm - 7:55 pm
SJU
-
TLH
6h 14m
1 stop
$536American Airlines
Sat, Aug 1 - Sat, Aug 8
American Airlines Logo
8:05 pm - 4:39 am
TLH
-
SJU
8h 34m
1 stop
American Airlines Logo
6:00 am - 2:31 pm
SJU
-
TLH
8h 31m
1 stop
$556American Airlines
Fri, Aug 7 - Mon, Aug 10
American Airlines Logo
9:51 am - 6:33 pm
TLH
-
SJU
8h 42m
1 stop
American Airlines Logo
7:24 pm - 9:50 am
SJU
-
TLH
14h 26m
1 stop
$562American Airlines
Booking Insights

KAYAK's insights & trends for Tallahassee to Puerto Rico flights

Get data-powered insights and trends into flights from Tallahassee to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Tallahassee to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tallahassee to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Tallahassee to Puerto Rico is January, when tickets cost $390 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $686 and $586 respectively.

Good to know

Low seasonJune
Cheapest flight$272
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Tallahassee to San Juan

FAQs - booking Puerto Rico flights

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

    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 Tallahassee to Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tallahassee to Puerto Rico 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 Tallahassee to Puerto Rico?

    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 from Tallahassee to Puerto Rico with an airline and back with another airline.

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

    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 from Tallahassee to Puerto Rico 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 Tallahassee to Puerto Rico

 
Need help choosing which airline to fly with from Tallahassee to Puerto Rico? 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.
7.8
DeltaOverall score based on 8449 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.8Comfort
7.2Food
Airline reviews

Five hour delays every hour, I wish it were all at once

2.0 MediocreAnonymous, Jun 2026
MCO - LGA
Read more Delta reviews

Five hour delays every hour, I wish it were all at once

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Aside from a completely packed plane, I really have no complaints.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

Absolutely terrible. They boarded the plane, supposedly realized they didn't refuel the plane or load the luggage so we sat as the gate inside the plane for over 2 hours while they supposedly did things that should have been done before having passengers board the planem

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

We sat on plane at gate delayed without communication as to why we were just sitting there

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

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 broken so we had to change planes.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

Airlines must do something with overweight people... Maybe reserve a business class seat for them, or you could pay the consequences if someone overweight seat side by side to you in economy.

I left my wallet on flight 2225, no one has reached out to me yet, I field out the form online. Please give me a call Please.

Everything you need to know for your flight from Tallahassee to Puerto Rico

Information on your arrival and departure airports