TLH - SXM

$366 Find Cheap Flights from Tallahassee to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Simpson Bay departing on 7/26. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$642
American Airlines
Wed 6/10Wed 6/17
TLH - SXM • 1 stop
Cheapest one-way
$366
Multiple Airlines
Sun 7/26
TLH - SXM • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Tallahassee and Simpson Bay. You'll need at least 1 connection.
Insights
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Top layover airports
Atlanta (ATL)
Cheapest • Avg $663 (round-trip)
Miami (MIA)
Shortest trip • 6h 13m (one-way)
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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

Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
9:32 am - 3:42 pm
TLH
-
SXM
6h 10m
1 stop
American Airlines Logo
2:53 pm - 10:36 pm
SXM
-
TLH
7h 43m
1 stop
$642American Airlines
Sat, Jul 25 - Wed, Jul 29
American Airlines Logo
7:43 pm - 1:51 pm
TLH
-
SXM
18h 08m
1 stop
American Airlines Logo
4:46 pm - 11:56 pm
SXM
-
TLH
7h 10m
1 stop
$646American 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 - 3:02 pm
SXM
-
TLH
22h 19m
2 stops
$647American 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.

What is the most popular layover airport when flying from Tallahassee to Simpson Bay?

Percentage of 1-stop round-trip flights from Tallahassee to Simpson Bay chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Miami (MIA) is the top choice – 67% of KAYAK users who clicked on 1-stop flights from Tallahassee to Simpson Bay picked an itinerary connecting there.

What is the cheapest layover airport when flying from Tallahassee to Simpson Bay?

Average round-trip price for 1-stop flights from Tallahassee to Simpson Bay clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $663.

Which layover airport offers the shortest total travel time from Tallahassee to Simpson Bay?

Shortest average total travel time for 1-stop one-way flights from Tallahassee to Simpson Bay via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Miami (MIA) for the shortest journey. The average one-way travel time for flights connecting there is 6h 13m.

Which layover airport has the quickest connection when flying from Tallahassee to Simpson Bay?

Average layover duration at different layover airports for 1-stop one-way flights from Tallahassee to Simpson Bay, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Charlotte (CLT) often has the shortest layovers from Tallahassee to Simpson Bay, with an average of 1h 35m.

Find deals

Good to know

Cheapest flight$366
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 $366 for a one-way ticket and $642 for a round-trip.

  • 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 11494 reviews
6.9Entertainment
6.4Food
7.5Boarding
7.9Crew
7.2Comfort
Airline reviews

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.

6.0 GoodWalter, Mar 2026
MIA - SFO
Read more American Airlines reviews

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.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

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)