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Simpson Bay

$351+ 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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SXM
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This Priceline deal was found by Cheapflights users on 11/1. 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.
Sat 11/156:15 amCHS - SXM
1 stop7h 14mJetBlue
Sat 11/225:45 pmSXM - CHS
1 stop18h 34mJetBlue
Deal found 11/1$435
This Expedia deal was found by Cheapflights users on 11/2. 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.
Wed 12/176:45 amCHS - SXM
1 stop8h 58mJetBlue
Wed 12/244:25 pmSXM - CHS
1 stop26h 41mJetBlue
Deal found 11/2$481
This Priceline deal was found by Cheapflights users on 11/1. 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.
Sat 11/82:15 pmCHS - SXM
1 stop23h 14mJetBlue
Sat 11/151:21 pmSXM - CHS
1 stop10h 06mJetBlue
Deal found 11/1$515
This Priceline deal was found by Cheapflights users on 11/2. 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.
Wed 11/196:15 amCHS - SXM
1 stop9h 23mJetBlue
Sat 11/225:45 pmSXM - CHS
1 stop18h 34mJetBlue
Deal found 11/2$517
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:10 amCHS - SXM
1 stop6h 42mAmerican Airlines
Wed 12/243:28 pmSXM - CHS
2 stops21h 53mAmerican Airlines
Deal found 11/2$553
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:53 pmCHS - SXM
1 stop17h 05mAmerican Airlines
Sat 12/205:04 pmSXM - CHS
1 stop16h 31mAmerican Airlines
Deal found 11/2$582
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:49 pmCHS - SXM
1 stop15h 26mSpirit Airlines
Sat 12/203:20 pmSXM - CHS
2 stops22h 50mSpirit Airlines
Deal found 11/2$597
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:30 amCHS - SXM
1 stop6h 58mDelta
Sat 12/201:45 pmSXM - CHS
1 stop11h 13mDelta
Deal found 11/3$624
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amCHS - SXM
2 stops8h 20mAmerican Airlines
Sat 12/203:28 pmSXM - CHS
2 stops18h 07mAmerican Airlines
Deal found 11/3$629
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:45 pmCHS - SXM
2 stops18h 34mAmerican Airlines
Sat 11/225:05 pmSXM - CHS
1 stop8h 08mAmerican Airlines
Deal found 11/1$687
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:08 pmCHS - SXM
2 stops19h 25mAmerican Airlines
Sat 12/275:33 pmSXM - CHS
1 stop8h 12mAmerican Airlines
Deal found 11/2$703

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$420
(Expedia)

One-way from

$351
(Priceline)

Popular in

May

Cheapest in

September

Average price

$562
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
One-way flight from Charleston to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 3, 2025.
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

Tue 4/14

5:31 pm-2:05 pm

1 stop20h 34m

Simpson Bay Princess Juliana

Sat 4/18

3:10 pm-9:41 am

1 stop18h 31m

$420

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 11/15

6:15 am-2:29 pm

1 stop7h 14m

Simpson Bay Princess Juliana

Sat 11/22

5:45 pm-11:19 am

1 stop18h 34m

$435

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 1/4

7:03 pm-3:20 pm

1 stop19h 17m

Simpson Bay Princess Juliana

Sun 1/11

2:30 pm-12:13 pm

1 stop22h 43m

$476

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 12/17

6:45 am-4:43 pm

1 stop8h 58m

Simpson Bay Princess Juliana

Wed 12/24

4:25 pm-6:06 pm

1 stop26h 41m

$481

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 4/24

10:30 am-2:05 pm

1 stop27h 35m

Simpson Bay Princess Juliana

Tue 4/28

4:15 pm-10:15 am

1 stop18h 00m

$483

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 1/4

10:18 pm-2:15 pm

1 stop14h 57m

Simpson Bay Princess Juliana

Sun 1/11

1:45 pm-10:45 am

2 stops22h 00m

$487

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Tue 3/10

2:00 pm-2:05 pm

1 stop24h 05m

Simpson Bay Princess Juliana

Sat 3/14

3:10 pm-11:19 am

2 stops20h 09m

$489

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 1/7

1:10 pm-2:28 pm

2 stops24h 18m

Simpson Bay Princess Juliana

Wed 1/14

4:25 pm-10:45 am

1 stop19h 20m

$496

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 1/7

2:15 pm-10:25 am

2 stops19h 10m

Simpson Bay Princess Juliana

Wed 1/14

4:28 pm-8:34 am

2 stops17h 06m

$510

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 11/19

6:15 am-4:38 pm

1 stop9h 23m

Simpson Bay Princess Juliana

Sat 11/22

5:45 pm-11:19 am

1 stop18h 34m

$517

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 13 results
1
2

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 November.
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.

What is the cheapest time of day to fly from CHS to SXM?

Find hourly flight availability from Charleston to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

One of the essential ways to save on airfare from Charleston to Simpson Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 20% on airfare.

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 November 3, 2025.
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
8,001 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Spirit Airlines
6.3
Okay
8,120 reviews
Delta
7.9
Good
8,001 reviews

Crew

8.5

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.

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 34m. 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 52% 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 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$314Average$404FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$496Average$639FlexibilityNo cancel feeOn-time71%
DeltaCheapest$515Average$605FlexibilityNo cancel feeOn-timeN/A

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