TLH - SXM

$637 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 8/31. 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
$637
Delta
Mon 8/31Fri 9/4
TLH - SXM • 1 stop
Top airlines
Delta
Cheapest • from $637 (round-trip)
American Airlines
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
Miami (MIA)
Cheapest • Avg $752 (round-trip)
Miami (MIA)
Shortest trip • 6h 09m (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

Mon, Aug 31 - Fri, Sep 4
Delta Logo
5:35 am - 1:56 pm
TLH
-
SXM
8h 21m
1 stop
Delta Logo
3:21 pm - 10:21 pm
SXM
-
TLH
7h 00m
1 stop
$637Delta
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
6:00 am - 3:42 pm
TLH
-
SXM
9h 42m
1 stop
American Airlines Logo
4:43 pm - 9:02 am
SXM
-
TLH
16h 19m
1 stop
$642American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
6:00 am - 3:42 pm
TLH
-
SXM
9h 42m
2 stops
American Airlines Logo
4:43 pm - 1:09 pm
SXM
-
TLH
20h 26m
2 stops
$647American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
6:37 am - 1:27 pm
TLH
-
SXM
6h 50m
1 stop
American Airlines Logo
4:09 pm - 11:57 pm
SXM
-
TLH
7h 48m
1 stop
$672American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
7:33 pm - 1:30 pm
TLH
-
SXM
17h 57m
2 stops
American Airlines Logo
4:09 pm - 12:59 pm
SXM
-
TLH
20h 50m
2 stops
$677American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
7:33 pm - 1:27 pm
TLH
-
SXM
17h 54m
1 stop
American Airlines Logo
2:30 pm - 11:57 pm
SXM
-
TLH
9h 27m
1 stop
$681American Airlines
Sat, Oct 3 - Sat, Oct 10
American Airlines Logo
5:37 pm - 1:15 pm
TLH
-
SXM
19h 38m
1 stop
American Airlines Logo
2:50 pm - 11:56 pm
SXM
-
TLH
9h 06m
1 stop
$682American Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
7:43 pm - 3:42 pm
TLH
-
SXM
19h 59m
2 stops
American Airlines Logo
4:43 pm - 11:59 pm
SXM
-
TLH
7h 16m
1 stop
$757American Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
8:20 pm - 11:37 am
TLH
-
SXM
15h 17m
1 stop
American Airlines Logo
4:35 pm - 11:56 pm
SXM
-
TLH
7h 21m
1 stop
$762American Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
6:09 am - 11:37 am
TLH
-
SXM
5h 28m
1 stop
American Airlines Logo
2:24 pm - 9:20 am
SXM
-
TLH
18h 56m
2 stops
$767American 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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Tallahassee to Simpson Bay were found on Delta ($637) and American Airlines ($642).

Find deals

Good to know

Cheapest flight$637
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 3 days, the lowest price for a flight from Tallahassee to Simpson Bay was $637 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 11564 reviews
7.2Comfort
6.4Food
7.9Crew
7.5Boarding
6.8Entertainment
Airline reviews

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

6.0 GoodJeffrey, Apr 2026
MIA - PIT
Read more American Airlines reviews

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

I have never been assaulted they way I was today in Charlotte - shame on American

The staff are very, very professional. It's what flying should feel like.

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

Everything you need to know for your flight from Tallahassee to Simpson Bay

Information on your arrival and departure airports

Tallahassee (TLH)
Simpson Bay (SXM)