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Simpson Bay

$296+ Cheap flights from Charleston (CHS) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SXM
févr. 20 — févr. 271
ven. 2/20
ven. 2/27
1 adult, Economy
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Cheap flight deals from Charleston to Simpson Bay

Cheapest flights from Charleston to Simpson Bay
Explore the most affordable flight options available from Charleston to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 21, 2026.

This FlightHub deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/258:07 am
CHS
-
SXM
1 stop5h 01m
Spirit Airlines
sam. 3/282:14 pm
SXM
-
CHS
1 stop8h 19m
Spirit Airlines
Deal found 1/21$296
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 3/76:35 pm
CHS
-
SXM
1 stop17h 40m
Spirit Airlines
sam. 3/142:14 pm
SXM
-
CHS
1 stop8h 19m
Spirit Airlines
Deal found 1/21$315
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/105:00 pm
CHS
-
SXM
2 stops20h 15m
Spirit Airlines
mar. 3/172:14 pm
SXM
-
CHS
1 stop8h 19m
Spirit Airlines
Deal found 1/21$324
This Priceline deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 4/98:07 am
CHS
-
SXM
1 stop5h 01m
Spirit Airlines
mar. 4/142:14 pm
SXM
-
CHS
1 stop8h 19m
Spirit Airlines
Deal found 1/20$335
This Expedia deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/1010:20 am
CHS
-
SXM
1 stop25h 50m
Multiple Airlines
mar. 3/172:14 pm
SXM
-
CHS
1 stop8h 19m
Multiple Airlines
Deal found 1/21$348
This Priceline deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/277:00 am
CHS
-
SXM
1 stop6h 16m
Spirit Airlines
dim. 5/32:11 pm
SXM
-
CHS
1 stop8h 30m
Spirit Airlines
Deal found 1/21$363
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/255:02 pm
CHS
-
SXM
2 stops17h 23m
Multiple Airlines
sam. 3/282:14 pm
SXM
-
CHS
1 stop8h 19m
Multiple Airlines
Deal found 1/21$430
This Expedia deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/227:00 am
CHS
-
SXM
1 stop6h 16m
Multiple Airlines
lun. 7/273:10 pm
SXM
-
CHS
1 stop25h 25m
Multiple Airlines
Deal found 1/20$452
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/273:21 pm
CHS
-
SXM
2 stops21h 55m
Multiple Airlines
dim. 5/32:11 pm
SXM
-
CHS
1 stop8h 30m
Multiple Airlines
Deal found 1/21$459
This Expedia deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 5/1311:05 am
CHS
-
SXM
1 stop27h 00m
Multiple Airlines
lun. 5/183:11 pm
SXM
-
CHS
1 stop28h 02m
Multiple Airlines
Deal found 1/20$529

Find flight deals from Charleston to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$332
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$798
Provider with most accurate pricing for Charleston-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-Simpson Bay Princess Juliana flights.
Search Deals
From Charleston to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated janvier 21, 2026.
Use the filters below to find and compare flights from Charleston to Simpson Bay that are best for you.

Fly from

Charleston

Fly to

Simpson Bay

Route

Depart

Return

Price

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mer. 3/25

8:07 am-1:08 pm

1 stop5h 01m

Simpson Bay Princess Juliana

sam. 3/28

2:14 pm-10:33 pm

1 stop8h 19m

$296

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

sam. 3/7

6:35 pm-1:15 pm

1 stop17h 40m

Simpson Bay Princess Juliana

sam. 3/14

2:14 pm-10:33 pm

1 stop8h 19m

$315

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mar. 3/10

10:20 am-12:10 pm

1 stop25h 50m

Simpson Bay Princess Juliana

mar. 3/17

2:14 pm-10:33 pm

1 stop8h 19m

$348

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

lun. 4/27

7:00 am-1:16 pm

1 stop6h 16m

Simpson Bay Princess Juliana

dim. 5/3

2:11 pm-10:41 pm

1 stop8h 30m

$363

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mer. 3/25

5:02 pm-10:25 am

2 stops17h 23m

Simpson Bay Princess Juliana

sam. 3/28

2:14 pm-10:33 pm

1 stop8h 19m

$430

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mer. 5/13

11:05 am-2:05 pm

1 stop27h 00m

Simpson Bay Princess Juliana

lun. 5/18

3:11 pm-7:13 pm

1 stop28h 02m

$529

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mar. 6/23

8:33 pm-1:45 pm

1 stop17h 12m

Simpson Bay Princess Juliana

mar. 6/30

1:45 pm-11:55 pm

1 stop10h 10m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Compare providers for flights from Charleston to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charleston to Simpson Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charleston-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charleston-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charleston-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charleston-Simpson Bay flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charleston-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Charleston to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Charleston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charleston to Simpson Bay

What is the cheapest month to book a flight from Charleston to Simpson Bay?

Currently, February is the cheapest month in which you can book a flight from Charleston to Simpson Bay (average of $244). Flying from Charleston to Simpson Bay in January is currently the most expensive (average of $541). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Charleston to Simpson Bay?

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated janvier 21, 2026.
Get a feel of what it's like to fly with Delta, American Airlines, and Spirit Airlines from Charleston to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,087 reviews

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,087 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,168 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,361 reviews
Delta
7.9
Good
8,087 reviews

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Charleston to Simpson Bay?

    Departing from Charleston to Simpson Bay will take you 5h 01m. Airlines will cover a distance of 1467 mi.

  • What are the cheapest airlines flying from Charleston to Simpson Bay round-trip?

    Spirit Airlines, at $314, was found to be the cheapest airline from Charleston to Simpson Bay.Alternate airlines to your destination round-trip include American Airlines and Delta. Spirit Airlines is currently priced 53% below the average price you’ll pay for this route.

  • Can I find deals for flights from Charleston to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Charleston to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Simpson Bay.

  • Can I find deals for business class flights from Charleston to Simpson Bay?

    Yes. Cheapflights offers flight deals from Charleston to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charleston to Simpson Bay?

    Currently, February is the cheapest month in which you can book a flight from Charleston to Simpson Bay (average of $244). Flying from Charleston to Simpson Bay in January is currently the most expensive (average of $541). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

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

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Alternative routes for Charleston to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Myrtle Beach to Simpson Bay flights

Top 3 airlines flying from Charleston to Simpson Bay

Discover the top 3 airlines that operate flights from Charleston to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated janvier 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$314Average$404FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$506Average$677FlexibilityNo cancel feeOn-time71%
DeltaCheapest$528Average$639FlexibilityNo cancel feeOn-timeN/A

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