TLH - SXM

$567 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 6/10. 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
$567
American Airlines
Wed 6/10Wed 6/17
TLH - SXM • 1 stop
Cheapest one-way
Multiple Airlines
Mon 2/9
TLH - SXM • multi-stop
Start a new search
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
4:43 pm - 9:02 am
SXM
-
TLH
16h 19m
1 stop
$567American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
6:00 am - 3:42 pm
TLH
-
SXM
9h 42m
1 stop
American Airlines Logo
2:53 pm - 1:10 pm
SXM
-
TLH
22h 17m
2 stops
$572American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
6:00 am - 3:31 pm
TLH
-
SXM
9h 31m
1 stop
American Airlines Logo
2:27 pm - 11:59 pm
SXM
-
TLH
9h 32m
1 stop
$576American Airlines
Fri, Apr 3 - Tue, Apr 7
American Airlines Logo
6:10 am - 11:29 am
TLH
-
SXM
5h 19m
1 stop
American Airlines Logo
4:35 pm - 9:20 am
SXM
-
TLH
16h 45m
1 stop
$592American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
8:42 pm - 1:45 pm
TLH
-
SXM
17h 03m
2 stops
American Airlines Logo
4:36 pm - 9:17 am
SXM
-
TLH
16h 41m
1 stop
$597American Airlines
Sun, Apr 5 - Fri, Apr 10
American Airlines Logo
6:10 am - 3:28 pm
TLH
-
SXM
9h 18m
1 stop
American Airlines Logo
4:35 pm - 1:02 pm
SXM
-
TLH
20h 27m
2 stops
$632American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
7:53 pm - 3:31 pm
TLH
-
SXM
19h 38m
2 stops
American Airlines Logo
4:36 pm - 11:33 am
SXM
-
TLH
18h 57m
2 stops
$657American Airlines
Sun, Apr 5 - Fri, Apr 10
American Airlines Logo
6:10 am - 3:28 pm
TLH
-
SXM
9h 18m
1 stop
American Airlines Logo
4:35 pm - 11:56 pm
SXM
-
TLH
7h 21m
1 stop
$677American Airlines
Wed, Jul 1 - Sun, Jul 5
American Airlines Logo
6:00 am - 3:42 pm
TLH
-
SXM
9h 42m
1 stop
American Airlines Logo
4:36 pm - 9:17 am
SXM
-
TLH
16h 41m
1 stop
$778American Airlines
Wed, Jul 1 - Sun, Jul 5
American Airlines Logo
6:00 am - 1:26 pm
TLH
-
SXM
7h 26m
1 stop
American Airlines Logo
2:45 pm - 9:17 am
SXM
-
TLH
18h 32m
2 stops
$783American 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 – 88% 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 5h 58m.

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, Atlanta (ATL) often has the shortest layovers from Tallahassee to Simpson Bay, with an average of 1h 39m.

Find deals

Good to know

Cheapest flight$567
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 $567 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.
7.2
American AirlinesOverall score based on 11254 reviews
6.9Entertainment
8.0Crew
7.2Comfort
7.5Boarding
6.4Food
Airline reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

2.0 MediocreSalim, Feb 2026
JAX - PHL
Read more American Airlines reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

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)