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Simpson Bay

$140+ Cheap flights from Charleston (CHS) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SXM
feb. 7 — feb. 141
sáb. 2/7
sáb. 2/14
1 adult, Economy
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Cheap 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 enero 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$273
(Kiwi.com)

One-way from

$140
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$646
Provider with most accurate pricing for Charleston-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Charleston-Simpson Bay Princess Juliana flights.
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From Charleston to Simpson Bay Princess Juliana
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One-way flight from Charleston to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 enero 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
vie. 1/236:35 pmCHS - SXM
1 stop18h 35mSpirit Airlines
vie. 1/303:15 pmSXM - CHS
1 stop27h 21mSpirit Airlines
Deal found 1/5$273
This Kiwi.com deal was found by Cheapflights users on 1/7. 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. 2/236:35 pmCHS - SXM
1 stop18h 40mSpirit Airlines
jue. 2/263:20 pmSXM - CHS
1 stop27h 20mSpirit Airlines
Deal found 1/7$295
This Expedia deal was found by Cheapflights users on 1/7. 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. 3/177:00 amCHS - SXM
1 stop6h 08mSpirit Airlines
mar. 3/242:15 pmSXM - CHS
1 stop9h 11mSpirit Airlines
Deal found 1/7$316
This Kiwi.com deal was found by Cheapflights users on 1/7. 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. 2/245:00 pmCHS - SXM
2 stops20h 15mSpirit Airlines
sáb. 2/283:20 pmSXM - CHS
1 stop27h 20mSpirit Airlines
Deal found 1/7$342
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
sáb. 1/106:35 pmCHS - SXM
1 stop18h 35mSpirit Airlines
sáb. 1/243:15 pmSXM - CHS
1 stop27h 21mSpirit Airlines
Deal found 1/6$355
This Priceline deal was found by Cheapflights users on 1/7. 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.
mié. 3/187:00 amCHS - SXM
1 stop6h 08mSpirit Airlines
mié. 3/252:15 pmSXM - CHS
1 stop9h 11mSpirit Airlines
Deal found 1/7$371
This FlightHub deal was found by Cheapflights users on 1/8. 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.
mar. 3/317:00 amCHS - SXM
1 stop6h 08mSpirit Airlines
sáb. 4/42:15 pmSXM - CHS
1 stop9h 11mSpirit Airlines
Deal found 1/8$396
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
dom. 3/16:35 pmCHS - SXM
1 stop18h 40mSpirit Airlines
dom. 3/82:20 pmSXM - CHS
1 stop27h 20mSpirit Airlines
Deal found 1/7$397
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
mié. 2/45:55 pmCHS - SXM
2 stops19h 20mMultiple Airlines
dom. 2/83:20 pmSXM - CHS
1 stop27h 19mMultiple Airlines
Deal found 1/7$416

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 enero 8, 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

vie. 1/23

5:05 pm-2:10 pm

2 stops20h 05m

Simpson Bay Princess Juliana

vie. 1/30

3:15 pm-5:36 pm

1 stop27h 21m

$306

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mar. 3/31

7:00 am-1:08 pm

1 stop6h 08m

Simpson Bay Princess Juliana

sáb. 4/4

2:15 pm-11:26 pm

1 stop9h 11m

$396

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

dom. 3/1

6:35 pm-2:15 pm

1 stop18h 40m

Simpson Bay Princess Juliana

dom. 3/8

2:20 pm-5:40 pm

1 stop27h 20m

$397

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mar. 3/17

7:00 am-1:08 pm

1 stop6h 08m

Simpson Bay Princess Juliana

mar. 3/24

2:15 pm-4:07 pm

2 stops25h 52m

$431

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mié. 3/18

5:02 pm-10:25 am

2 stops17h 23m

Simpson Bay Princess Juliana

mié. 3/25

2:15 pm-11:26 pm

1 stop9h 11m

$441

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

vie. 3/6

6:35 pm-2:15 pm

1 stop18h 40m

Simpson Bay Princess Juliana

vie. 3/13

2:15 pm-11:26 pm

1 stop9h 11m

$474

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

mié. 2/4

5:55 pm-2:15 pm

2 stops19h 20m

Simpson Bay Princess Juliana

dom. 2/8

3:20 pm-5:39 pm

1 stop27h 19m

$477

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

vie. 1/23

12:09 pm-11:20 am

2 stops22h 11m

Simpson Bay Princess Juliana

vie. 1/30

5:36 pm-12:40 pm

2 stops20h 04m

$490

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

vie. 3/6

7:05 am-2:15 pm

2 stops30h 10m

Simpson Bay Princess Juliana

vie. 3/13

2:15 pm-11:26 pm

1 stop9h 11m

$491

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

dom. 4/5

7:00 am-1:08 pm

1 stop6h 08m

Simpson Bay Princess Juliana

vie. 4/10

2:15 pm-11:26 pm

1 stop9h 11m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 14 results
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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
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Charleston-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 July is currently the most expensive (average of $537). 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.

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 enero 8, 2026.
Get a feel of what it's like to fly with Delta and American 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
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

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
8,025 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

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
11,095 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

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 20h 05m. Airlines will cover a distance of 1467 mi.

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

    American Airlines, at $506, was found to be the cheapest airline from Charleston to Simpson Bay. An alternate airline flying to your destination would be Delta. American Airlines is currently priced 23% 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 July is currently the most expensive (average of $537). 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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Top 2 airlines flying from Charleston to Simpson Bay

Discover the top 2 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 enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$506Average$642FlexibilityNo cancel feeOn-time71%
DeltaCheapest$515Average$639FlexibilityNo cancel feeOn-timeN/A

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