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Cheap flights from Charleston to Simpson Bay from $170

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 9/5. 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 Charleston to Simpson Bay

Cheap round-trip flights

American Airlines Logo
7:08 am - 1:19 pmCHS-SXM
6h 11m1 stop
American Airlines Logo
2:20 pm - 11:37 pmSXM-CHS
9h 17m1 stop
$437American Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 26
American Airlines Logo
7:28 pm - 1:19 pmCHS-SXM
17h 51m2 stops
American Airlines Logo
2:20 pm - 11:37 pmSXM-CHS
9h 17m1 stop
$442American Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 26
American Airlines Logo
5:36 pm - 1:40 pmCHS-SXM
20h 04m1 stop
American Airlines Logo
2:20 pm - 4:45 pmSXM-CHS
26h 25m2 stops
$448American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 29
Delta Logo
7:00 am - 2:10 pmCHS-SXM
7h 10m1 stop
Delta Logo
3:21 pm - 11:51 pmSXM-CHS
8h 30m1 stop
$493Delta
Find Deal
Sat, Aug 30 - Sun, Sep 7
American Airlines Logo
7:28 pm - 1:40 pmCHS-SXM
18h 12m1 stop
American Airlines Logo
2:20 pm - 11:37 pmSXM-CHS
9h 17m1 stop
$499American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 29
JetBlue Logo
1:19 pm - 11:10 amCHS-SXM
21h 51m2 stops
JetBlue Logo
2:35 pm - 10:25 amSXM-CHS
19h 50m1 stop
$571JetBlue
Find Deal
Sat, Aug 30 - Sun, Sep 7
JetBlue Logo
1:19 pm - 11:10 amCHS-SXM
21h 51m2 stops
JetBlue Logo
2:35 pm - 10:25 amSXM-CHS
19h 50m1 stop
$628JetBlue
Find Deal
Sat, Aug 30 - Sun, Sep 7
Copa Airlines Logo
10:15 am - 11:23 amCHS-SXM
25h 08m2 stops
Copa Airlines Logo
12:25 pm - 10:07 amSXM-CHS
21h 42m2 stops
$784Copa Airlines
Find Deal
Sat, Aug 30 - Sun, Sep 7
Logo
6:25 am - 1:15 pmCHS-SXM
30h 50m3 stops
Logo
2:10 pm - 5:07 pmSXM-CHS
26h 57m3 stops
$1,363
Find Deal
Sat, Aug 30 - Sun, Sep 7
Logo
6:25 am - 1:15 pmCHS-SXM
30h 50m3 stops
Logo
2:10 pm - 2:24 pmSXM-CHS
24h 14m2 stops
$1,459
Find Deal
Sat, Aug 30 - Sun, Sep 7

American Airlines flights from Charleston to Simpson Bay

Our best American Airlines deals on Charleston to Simpson Bay flight tickets
American Airlines
Sep 16
CHS7:08 amCharleston
6h 11m
1 stop
SXM1:19 pmSimpson Bay Princess Juliana
Sep 26
SXM2:20 pmSimpson Bay Princess Juliana
9h 17m
1 stop
CHS11:37 pmCharleston
$437
Find similar
American Airlines
Sep 16
CHS7:28 pmCharleston
17h 51m
2 stops
SXM1:19 pmSimpson Bay Princess Juliana
Sep 26
SXM2:20 pmSimpson Bay Princess Juliana
9h 17m
1 stop
CHS11:37 pmCharleston
$442
Find similar
American Airlines
Sep 19
CHS5:36 pmCharleston
20h 04m
1 stop
SXM1:40 pmSimpson Bay Princess Juliana
Sep 29
SXM2:20 pmSimpson Bay Princess Juliana
26h 25m
2 stops
CHS4:45 pmCharleston
$448
Find similar

JetBlue flights from Charleston to Simpson Bay

Our best JetBlue deals on Charleston to Simpson Bay flight tickets
JetBlue
Aug 30
CHS1:19 pmCharleston
21h 51m
2 stops
SXM11:10 amSimpson Bay Princess Juliana
Sep 7
SXM2:35 pmSimpson Bay Princess Juliana
19h 50m
1 stop
CHS10:25 amCharleston
$571
Find similar
JetBlue
Aug 30
CHS1:19 pmCharleston
21h 51m
2 stops
SXM11:10 amSimpson Bay Princess Juliana
Sep 7
SXM2:35 pmSimpson Bay Princess Juliana
19h 50m
1 stop
CHS10:25 amCharleston
$628
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 August 10, 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

Tue 9/16

7:08 am-1:19 pm

1 stop6h 11m

Simpson Bay Princess Juliana

Fri 9/26

2:20 pm-11:37 pm

1 stop9h 17m

$437

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Tue 9/16

7:28 pm-1:19 pm

2 stops17h 51m

Simpson Bay Princess Juliana

Fri 9/26

2:20 pm-11:37 pm

1 stop9h 17m

$442

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 9/19

5:36 pm-1:40 pm

1 stop20h 04m

Simpson Bay Princess Juliana

Mon 9/29

2:20 pm-4:45 pm

2 stops26h 25m

$448

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

7:00 am-2:10 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Sun 9/7

3:21 pm-11:51 pm

1 stop8h 30m

$493

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 9/19

7:28 pm-1:40 pm

1 stop18h 12m

Simpson Bay Princess Juliana

Mon 9/29

2:20 pm-11:37 pm

1 stop9h 17m

$499

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

1:19 pm-11:10 am

2 stops21h 51m

Simpson Bay Princess Juliana

Sun 9/7

2:35 pm-10:25 am

1 stop19h 50m

$571

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

1:19 pm-11:10 am

2 stops21h 51m

Simpson Bay Princess Juliana

Sun 9/7

2:35 pm-10:25 am

1 stop19h 50m

$628

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

10:15 am-11:23 am

2 stops25h 08m

Simpson Bay Princess Juliana

Sun 9/7

12:25 pm-10:07 am

2 stops21h 42m

$784

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

6:25 am-1:15 pm

3 stops30h 50m

Simpson Bay Princess Juliana

Sun 9/7

2:10 pm-5:07 pm

3 stops26h 57m

$1,363

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/30

6:25 am-1:15 pm

3 stops30h 50m

Simpson Bay Princess Juliana

Sun 9/7

2:10 pm-2:24 pm

2 stops24h 14m

$1,459

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, October 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 $497. If you aren’t able to travel to Simpson Bay during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $556.

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

Best Price Found

$170

Fastest flight time

6h 11m

Direct flights

None

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Charleston in the past 72 hours is $170. The best round-trip flight deal from Charleston to Simpson Bay found on momondo in the last 72 hours is $437.
The fastest flight from Charleston to Simpson Bay takes 6h 11m
There are no direct flights from Charleston to Simpson Bay. Popular non-direct route for this connection is Charleston Airport - Simpson Bay Princess Juliana Airport.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • 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 6h 11m.

  • 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
8,047 reviews
Search Spirit Airlines flights
DeltaPriceFrom $402Free CancellationRating
8.0
7,986 reviews
Search Delta flights
American AirlinesPriceFrom $496Free 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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