TLH - SXM

$627 Find Cheap Flights from Tallahassee to Simpson Bay

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 Simpson Bay departing on 8/16. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$627
American Airlines
Sun 8/16Tue 8/25
TLH - SXM • 1 stop
Top airlines
Cheapest • from $627 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Tallahassee and Simpson Bay. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $770 (round-trip)
Shortest trip • 6h 34m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Tallahassee to Simpson Bay (TLH-SXM)

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

Sun, Aug 16 - Tue, Aug 25
American Airlines Logo
6:00 am - 1:42 pm
TLH
-
SXM
7h 42m
1 stop
American Airlines Logo
2:22 pm - 9:15 am
SXM
-
TLH
18h 53m
1 stop
$627American Airlines
Fri, Aug 14 - Fri, Aug 21
American Airlines Logo
6:00 am - 1:42 pm
TLH
-
SXM
7h 42m
1 stop
American Airlines Logo
4:39 pm - 9:15 am
SXM
-
TLH
16h 36m
1 stop
$677American Airlines
Fri, Aug 14 - Fri, Aug 21
American Airlines Logo
9:51 am - 3:39 pm
TLH
-
SXM
5h 48m
1 stop
American Airlines Logo
2:42 pm - 1:00 pm
SXM
-
TLH
22h 18m
2 stops
$682American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
6:05 am - 1:22 pm
TLH
-
SXM
7h 17m
1 stop
American Airlines Logo
4:39 pm - 11:59 pm
SXM
-
TLH
7h 20m
1 stop
$707American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
6:25 pm - 1:22 pm
TLH
-
SXM
18h 57m
2 stops
American Airlines Logo
2:42 pm - 2:31 pm
SXM
-
TLH
23h 49m
2 stops
$712American Airlines
Sat, Aug 8 - Sat, Aug 15
American Airlines Logo
3:58 pm - 1:42 pm
TLH
-
SXM
21h 44m
1 stop
American Airlines Logo
4:39 pm - 11:59 pm
SXM
-
TLH
7h 20m
1 stop
$716American Airlines
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
9:51 am - 3:39 pm
TLH
-
SXM
5h 48m
1 stop
American Airlines Logo
4:39 pm - 11:59 pm
SXM
-
TLH
7h 20m
1 stop
$717American Airlines
Thu, Sep 3 - Mon, Sep 7
American Airlines Logo
6:00 am - 1:42 pm
TLH
-
SXM
7h 42m
1 stop
American Airlines Logo
2:42 pm - 9:50 am
SXM
-
TLH
19h 08m
2 stops
$722American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
6:05 am - 1:22 pm
TLH
-
SXM
7h 17m
1 stop
American Airlines Logo
4:39 pm - 9:15 am
SXM
-
TLH
16h 36m
1 stop
$737American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
6:52 pm - 1:22 pm
TLH
-
SXM
18h 30m
2 stops
American Airlines Logo
4:39 pm - 6:27 pm
SXM
-
TLH
25h 48m
2 stops
$742American Airlines
Booking Insights

KAYAK's insights & trends for Tallahassee to Simpson Bay flights

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

Which airlines provide the cheapest flights from Tallahassee to Simpson Bay?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Tallahassee to Simpson Bay were found on American Airlines ($627) and Delta ($777).

Good to know

Cheapest flight$627
Flight from Tallahassee to Simpson Bay

When to book flights from Tallahassee to Simpson Bay

Are your dates flexible? Find out the best times to travel from Tallahassee to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Tallahassee to Simpson Bay

  • What is the cheapest flight from Tallahassee to Simpson Bay?

    In the last 5 days, the lowest price for a flight from Tallahassee to Simpson Bay was $627 for a round-trip ticket.

  • Do I need a passport to fly between Tallahassee and Simpson Bay?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Tallahassee and on arrival in Simpson Bay.

  • Which aircraft models fly most regularly from Tallahassee to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Tallahassee to Simpson Bay?

    oneworld is the only airline alliance operating flights between Tallahassee and Simpson Bay.

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

    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 Simpson Bay.

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

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

    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 Simpson Bay with an airline and back to Tallahassee with another airline. Booking your flights between Tallahassee and SXM can sometimes prove cheaper using this method.

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

    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 Simpson Bay from Tallahassee 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 Tallahassee to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Tallahassee to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tallahassee to Simpson Bay? 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 11777 reviews
7.5Boarding
7.9Crew
7.2Comfort
6.4Food
6.8Entertainment
Airline reviews

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.

2.0 MediocreWayne, Jun 2026
FLL - PHL
Read more American Airlines reviews

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!

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Baggage claim took too long and priority bags were not delivered first.

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 Simpson Bay

Information on your arrival and departure airports