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Cheap flights from Charleston to Simpson Bay from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston to Simpson Bay departing on 11/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Charleston to Simpson Bay

Cheap round-trip flights

Delta Logo
6:00 am - 2:00 pmCHS-SXM
7h 00m1 stop
Delta Logo
4:20 pm - 10:45 pmSXM-CHS
7h 25m1 stop
$457Delta
Find Deal
Sat, Nov 8 - Thu, Nov 13
American Airlines Logo
7:53 pm - 4:22 pmCHS-SXM
19h 29m2 stops
American Airlines Logo
3:20 pm - 9:46 amSXM-CHS
19h 26m2 stops
$462American Airlines
Find Deal
Sat, Nov 8 - Thu, Nov 13
JetBlue Logo
10:35 am - 4:21 pmCHS-SXM
28h 46m1 stop
JetBlue Logo
3:43 pm - 9:20 amSXM-CHS
18h 37m1 stop
$463JetBlue
Find Deal
Sat, Jan 31 - Sun, Feb 8
JetBlue Logo
1:10 pm - 4:21 pmCHS-SXM
26h 11m2 stops
JetBlue Logo
5:36 pm - 9:20 amSXM-CHS
16h 44m1 stop
$483JetBlue
Find Deal
Sat, Jan 31 - Sun, Feb 8
JetBlue Logo
4:43 pm - 2:05 pmCHS-SXM
21h 22m1 stop
JetBlue Logo
3:58 pm - 8:32 amSXM-CHS
16h 34m1 stop
$485JetBlue
Find Deal
Tue, Mar 17 - Thu, Apr 2
JetBlue Logo
10:35 am - 4:21 pmCHS-SXM
28h 46m1 stop
JetBlue Logo
3:43 pm - 9:20 amSXM-CHS
18h 37m1 stop
$509JetBlue
Find Deal
Sat, Jan 10 - Sat, Jan 17
Spirit Airlines Logo
5:40 pm - 3:10 pmCHS-SXM
20h 30m1 stop
Spirit Airlines Logo
4:28 pm - 10:45 amSXM-CHS
19h 17m1 stop
$515Spirit Airlines
Find Deal
Thu, Feb 12 - Fri, Feb 20
American Airlines Logo
9:22 am - 4:22 pmCHS-SXM
6h 00m1 stop
American Airlines Logo
5:24 pm - 8:42 amSXM-CHS
16h 18m1 stop
$523American Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
American Airlines Logo
7:57 pm - 1:50 pmCHS-SXM
16h 53m2 stops
American Airlines Logo
3:20 pm - 9:46 amSXM-CHS
19h 26m2 stops
$528American Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
JetBlue Logo
1:10 pm - 4:21 pmCHS-SXM
26h 11m2 stops
JetBlue Logo
3:43 pm - 9:20 amSXM-CHS
18h 37m1 stop
$529JetBlue
Find Deal
Sat, Jan 10 - Sat, Jan 17

JetBlue flights from Charleston to Simpson Bay

Our best JetBlue deals on Charleston to Simpson Bay flight tickets
JetBlue
Jan 31
CHS10:35 amCharleston
28h 46m
1 stop
SXM4:21 pmSimpson Bay Princess Juliana
Feb 8
SXM3:43 pmSimpson Bay Princess Juliana
18h 37m
1 stop
CHS9:20 amCharleston
$463
Find similar
JetBlue
Jan 31
CHS1:10 pmCharleston
26h 11m
2 stops
SXM4:21 pmSimpson Bay Princess Juliana
Feb 8
SXM5:36 pmSimpson Bay Princess Juliana
16h 44m
1 stop
CHS9:20 amCharleston
$483
Find similar
JetBlue
Mar 17
CHS4:43 pmCharleston
21h 22m
1 stop
SXM2:05 pmSimpson Bay Princess Juliana
Apr 2
SXM3:58 pmSimpson Bay Princess Juliana
16h 34m
1 stop
CHS8:32 amCharleston
$485
Find similar

American Airlines flights from Charleston to Simpson Bay

Our best American Airlines deals on Charleston to Simpson Bay flight tickets
American Airlines
Nov 8
CHS7:53 pmCharleston
19h 29m
2 stops
SXM4:22 pmSimpson Bay Princess Juliana
Nov 13
SXM3:20 pmSimpson Bay Princess Juliana
19h 26m
2 stops
CHS9:46 amCharleston
$462
Find similar
American Airlines
Nov 13
CHS9:22 amCharleston
6h 00m
1 stop
SXM4:22 pmSimpson Bay Princess Juliana
Nov 17
SXM5:24 pmSimpson Bay Princess Juliana
16h 18m
1 stop
CHS8:42 amCharleston
$523
Find similar
American Airlines
Nov 13
CHS7:57 pmCharleston
16h 53m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
Nov 17
SXM3:20 pmSimpson Bay Princess Juliana
19h 26m
2 stops
CHS9:46 amCharleston
$528
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Charleston 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 September 25, 2025.
Use the filters below to find and compare flights from Charleston to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 11/8

6:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 11/13

4:20 pm-10:45 pm

1 stop7h 25m

$457

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 11/8

7:53 pm-4:22 pm

2 stops19h 29m

Simpson Bay Princess Juliana

Thu 11/13

3:20 pm-9:46 am

2 stops19h 26m

$462

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 1/31

10:35 am-4:21 pm

1 stop28h 46m

Simpson Bay Princess Juliana

Sun 2/8

3:43 pm-9:20 am

1 stop18h 37m

$463

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 1/31

1:10 pm-4:21 pm

2 stops26h 11m

Simpson Bay Princess Juliana

Sun 2/8

5:36 pm-9:20 am

1 stop16h 44m

$483

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Tue 3/17

4:43 pm-2:05 pm

1 stop21h 22m

Simpson Bay Princess Juliana

Thu 4/2

3:58 pm-8:32 am

1 stop16h 34m

$485

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 1/10

10:35 am-4:21 pm

1 stop28h 46m

Simpson Bay Princess Juliana

Sat 1/17

3:43 pm-9:20 am

1 stop18h 37m

$509

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 2/12

5:40 pm-3:10 pm

1 stop20h 30m

Simpson Bay Princess Juliana

Fri 2/20

4:28 pm-10:45 am

1 stop19h 17m

$515

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 11/13

9:22 am-4:22 pm

1 stop6h 00m

Simpson Bay Princess Juliana

Mon 11/17

5:24 pm-8:42 am

1 stop16h 18m

$523

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 11/13

7:57 pm-1:50 pm

2 stops16h 53m

Simpson Bay Princess Juliana

Mon 11/17

3:20 pm-9:46 am

2 stops19h 26m

$528

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 1/10

1:10 pm-4:21 pm

2 stops26h 11m

Simpson Bay Princess Juliana

Sat 1/17

3:43 pm-9:20 am

1 stop18h 37m

$529

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Charleston 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 month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Charleston to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $556. If you aren’t able to travel to Simpson Bay during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $590.

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

Our data shows that Wednesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $497. Flights from Charleston to Simpson Bay on a Thursday will generally be more expensive and average around $753. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

When to book flights from Charleston to Simpson Bay

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

Cheap Charleston to Simpson Bay (CHS to SXM) flight deals and tips

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

Direct flights

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

    There are 1457.2 mi between Charleston and Simpson Bay Princess Juliana. By plane, this route typically takes 5h 55m.

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

    Prices for flights from Charleston Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Charleston 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 Charleston to Simpson Bay?

Best airlines flying from Charleston to Simpson Bay

Compare and see reviews for airlines that fly from Charleston to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $314Free CancellationRating
6.3
8,042 reviews
Search Spirit Airlines flights
DeltaPriceFrom $503Free CancellationRating
7.9
7,973 reviews
Search Delta flights
American AirlinesPriceFrom $506Free CancellationRating
7.2
10,000 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 Charleston to Simpson Bay?

Finding the right flight to Simpson Bay from Charleston is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Simpson Bay from Charleston with this policy.

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

momondo provides multiple filters to help you find the best flight to Simpson Bay from Charleston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Charleston and alert you when they change.

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