Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Charleston to Simpson Bay from $533

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston to Simpson Bay departing on 5/23. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Charleston to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:20 pm - 1:54 pm
CHS
-
SXM
18h 34m
1 stop
JetBlue Logo
3:11 pm - 9:49 am
SXM
-
CHS
18h 38m
1 stop
$533JetBlue
Sat, May 23 - Fri, May 29
JetBlue Logo
8:16 pm - 1:54 pm
CHS
-
SXM
17h 38m
1 stop
JetBlue Logo
2:58 pm - 9:49 am
SXM
-
CHS
18h 51m
1 stop
$537JetBlue
Thu, May 28 - Fri, Jun 5
JetBlue Logo
5:27 pm - 12:37 pm
CHS
-
SXM
19h 10m
1 stop
JetBlue Logo
1:42 pm - 4:47 pm
SXM
-
CHS
27h 05m
1 stop
$559JetBlue
Sat, Aug 1 - Thu, Aug 6
JetBlue Logo
8:00 pm - 1:20 pm
CHS
-
SXM
17h 20m
1 stop
JetBlue Logo
5:39 pm - 9:55 am
SXM
-
CHS
16h 16m
1 stop
$571JetBlue
Sat, Jun 20 - Sat, Jun 27
JetBlue Logo
5:27 pm - 12:37 pm
CHS
-
SXM
19h 10m
1 stop
JetBlue Logo
1:42 pm - 12:10 pm
SXM
-
CHS
22h 28m
2 stops
$582JetBlue
Sat, Aug 1 - Thu, Aug 6
Multiple Airlines Logo
11:05 am - 5:00 pm
CHS
-
SXM
29h 55m
1 stop
Multiple Airlines Logo
2:58 pm - 9:49 am
SXM
-
CHS
18h 51m
1 stop
$591Multiple Airlines
Wed, May 27 - Fri, Jun 5
JetBlue Logo
8:14 pm - 4:16 pm
CHS
-
SXM
20h 02m
1 stop
JetBlue Logo
1:42 pm - 4:31 pm
SXM
-
CHS
26h 49m
1 stop
$601JetBlue
Fri, Jul 17 - Wed, Jul 22
JetBlue Logo
8:14 pm - 4:16 pm
CHS
-
SXM
20h 02m
1 stop
JetBlue Logo
1:42 pm - 4:31 pm
SXM
-
CHS
26h 49m
1 stop
$610JetBlue
Fri, Jul 17 - Wed, Jul 22
JetBlue Logo
7:20 pm - 11:31 am
CHS
-
SXM
16h 11m
1 stop
JetBlue Logo
3:05 pm - 9:55 am
SXM
-
CHS
18h 50m
2 stops
$616JetBlue
Fri, Jun 5 - Fri, Jun 12
JetBlue Logo
8:00 pm - 1:20 pm
CHS
-
SXM
17h 20m
1 stop
JetBlue Logo
5:39 pm - 11:31 am
SXM
-
CHS
17h 52m
2 stops
$617JetBlue
Sat, Jun 20 - Sat, Jun 27

JetBlue flights from Charleston to Simpson Bay

Our best JetBlue deals on Charleston to Simpson Bay flight tickets
JetBlue
May 23
CHS7:20 pmCharleston
18h 34m
1 stop
SXM1:54 pmSimpson Bay Princess Juliana
May 29
SXM3:11 pmSimpson Bay Princess Juliana
18h 38m
1 stop
CHS9:49 amCharleston
$533
JetBlue
May 28
CHS8:16 pmCharleston
17h 38m
1 stop
SXM1:54 pmSimpson Bay Princess Juliana
Jun 5
SXM2:58 pmSimpson Bay Princess Juliana
18h 51m
1 stop
CHS9:49 amCharleston
$537
JetBlue
Aug 1
CHS5:27 pmCharleston
19h 10m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 6
SXM1:42 pmSimpson Bay Princess Juliana
27h 05m
1 stop
CHS4:47 pmCharleston
$559

Delta flights from Charleston to Simpson Bay

Our best Delta deals on Charleston to Simpson Bay flight tickets
Delta
Jun 10
CHS6:15 amCharleston
7h 38m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jun 16
SXM3:18 pmSimpson Bay Princess Juliana
9h 18m
1 stop
CHS12:36 amCharleston
$695
Delta
Jun 8
CHS7:20 amCharleston
6h 33m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jun 15
SXM3:18 pmSimpson Bay Princess Juliana
9h 27m
1 stop
CHS12:45 amCharleston
$720
Delta
May 30
CHS6:00 amCharleston
8h 06m
1 stop
SXM2:06 pmSimpson Bay Princess Juliana
Jun 4
SXM3:20 pmSimpson Bay Princess Juliana
17h 23m
1 stop
CHS8:43 amCharleston
$756

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 May 12, 2026.
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

Cheapest round-trip

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 5/23

7:20 pm-1:54 pm

1 stop18h 34m

Simpson Bay Princess Juliana

Fri 5/29

3:11 pm-9:49 am

1 stop18h 38m

$533

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 5/28

8:16 pm-1:54 pm

1 stop17h 38m

Simpson Bay Princess Juliana

Fri 6/5

2:58 pm-9:49 am

1 stop18h 51m

$537

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/1

5:27 pm-12:37 pm

1 stop19h 10m

Simpson Bay Princess Juliana

Thu 8/6

1:42 pm-4:47 pm

1 stop27h 05m

$559
Quickest round-trip

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 6/20

8:00 pm-1:20 pm

1 stop17h 20m

Simpson Bay Princess Juliana

Sat 6/27

5:39 pm-9:55 am

1 stop16h 16m

$571

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 8/1

5:27 pm-12:37 pm

1 stop19h 10m

Simpson Bay Princess Juliana

Thu 8/6

1:42 pm-12:10 pm

2 stops22h 28m

$582

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 5/27

11:05 am-5:00 pm

1 stop29h 55m

Simpson Bay Princess Juliana

Fri 6/5

2:58 pm-9:49 am

1 stop18h 51m

$591

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 7/17

8:14 pm-4:16 pm

1 stop20h 02m

Simpson Bay Princess Juliana

Wed 7/22

1:42 pm-4:31 pm

1 stop26h 49m

$601

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 7/17

8:14 pm-4:16 pm

1 stop20h 02m

Simpson Bay Princess Juliana

Wed 7/22

1:42 pm-4:31 pm

1 stop26h 49m

$610

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 6/5

7:20 pm-11:31 am

1 stop16h 11m

Simpson Bay Princess Juliana

Fri 6/12

3:05 pm-9:55 am

2 stops18h 50m

$616

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 6/20

8:00 pm-1:20 pm

1 stop17h 20m

Simpson Bay Princess Juliana

Sat 6/27

5:39 pm-11:31 am

2 stops17h 52m

$617

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Charleston and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, November 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 $476. If you aren’t able to travel to Simpson Bay during the month of November, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $539.

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

Fastest flight time

16h 46m

Direct flights

None
The fastest flight from Charleston to Simpson Bay takes 16h 46m
There are no direct flights from Charleston to Simpson Bay. There are no popular flight routes from Charleston to Simpson Bay.
Search flight deals

Frequently asked questions about flying from Charleston to Simpson Bay

  • 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 16h 46m.

  • 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
American AirlinesPriceFrom $512Free CancellationRating
7.1
11,661 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.

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 6/11
Thu 6/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

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