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Cheap flights from Tallahassee to Simpson Bay from $638

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Simpson Bay departing on 4/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Tallahassee to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:30 am - 1:53 pmTLH-SXM
6h 23m1 stop
Delta Logo
3:45 pm - 4:36 pmSXM-TLH
24h 51m2 stops
$638Delta
Find Deal
Wed, Apr 1 - Thu, Apr 2
American Airlines Logo
6:16 am - 1:10 pmTLH-SXM
6h 54m1 stop
American Airlines Logo
4:15 pm - 12:21 amSXM-TLH
8h 06m1 stop
$649American Airlines
Find Deal
Wed, Apr 1 - Thu, Apr 2
American Airlines Logo
6:16 am - 3:10 pmTLH-SXM
8h 54m1 stop
American Airlines Logo
4:15 pm - 9:39 pmSXM-TLH
29h 24m2 stops
$654American Airlines
Find Deal
Wed, Apr 1 - Thu, Apr 2

American Airlines flights from Tallahassee to Simpson Bay

Our best American Airlines deals on Tallahassee to Simpson Bay flight tickets
American Airlines
Apr 1
TLH6:16 amTallahassee
6h 54m
1 stop
SXM1:10 pmSimpson Bay Princess Juliana
Apr 2
SXM4:15 pmSimpson Bay Princess Juliana
8h 06m
1 stop
TLH12:21 amTallahassee
$649
Find similar
American Airlines
Apr 1
TLH6:16 amTallahassee
8h 54m
1 stop
SXM3:10 pmSimpson Bay Princess Juliana
Apr 2
SXM4:15 pmSimpson Bay Princess Juliana
29h 24m
2 stops
TLH9:39 pmTallahassee
$654
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tallahassee to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 13, 2025.
Use the filters below to find and compare flights from Tallahassee to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TallahasseeSimpson Bay

TLH - SXM

TLHSXM

Tallahassee

Wed 4/1

7:30 am-1:53 pm

1 stop6h 23m

Simpson Bay Princess Juliana

Thu 4/2

3:45 pm-4:36 pm

2 stops24h 51m

$638

TallahasseeSimpson Bay

TLH - SXM

TLHSXM

Tallahassee

Wed 4/1

6:16 am-1:10 pm

1 stop6h 54m

Simpson Bay Princess Juliana

Thu 4/2

4:15 pm-12:21 am

1 stop8h 06m

$649

TallahasseeSimpson Bay

TLH - SXM

TLHSXM

Tallahassee

Wed 4/1

6:16 am-3:10 pm

1 stop8h 54m

Simpson Bay Princess Juliana

Thu 4/2

4:15 pm-9:39 pm

2 stops29h 24m

$654

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Tallahassee to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Saturday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $598. Flights from Tallahassee to Simpson Bay on a Friday will generally be more expensive and average around $752. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the evening. momondo users have found flights departing from Tallahassee to Simpson Bay in the evening for as low as $585. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $688.

When to book flights from Tallahassee to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Tallahassee to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Tallahassee to Simpson Bay (TLH to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tallahassee to Simpson Bay

Direct flights

None
There are no direct flights from Tallahassee to Simpson Bay. There are no popular flight routes from Tallahassee to Simpson Bay.
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  • How far is Tallahassee to Simpson Bay Princess Juliana by plane?

    The distance between Tallahassee and Simpson Bay Princess Juliana is about 1579.2 mi. 6h 23m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Tallahassee Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Tallahassee Airport to Simpson Bay Princess Juliana Airport are updated daily.

  • How many operators does momondo search for flights from Tallahassee Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Tallahassee Airport to Simpson Bay Princess Juliana Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tallahassee Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Tallahassee to Simpson Bay?

Best airlines flying from Tallahassee to Simpson Bay

Compare and see reviews for airlines that fly from Tallahassee to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $471Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Tallahassee to Simpson Bay?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Tallahassee to Simpson Bay. momondo saves you time and could save you money on your trip.

Can I find flights from Tallahassee to Simpson Bay with flexible booking policies on momondo?

Flights from Tallahassee to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Tallahassee to Simpson Bay?

momondo helps you find the best flight between Tallahassee and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Tallahassee to Simpson Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Tallahassee to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
American Airlines
Delta