HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$177+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SXM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charleston to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 18, 2025.

This KAYAK deal was found by Cheapflights users on 12/17. 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 12/2810:18 pmCHS - SXM
1 stop14h 57mSpirit Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mSpirit Airlines
Deal found 12/17$566
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/302:59 pmCHS - SXM
2 stops22h 16mMultiple Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mMultiple Airlines
Deal found 12/17$632
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sun 12/2810:18 pmCHS - SXM
1 stop14h 57mMultiple Airlines
Tue 1/61:45 pmSXM - CHS
2 stops54h 31mMultiple Airlines
Deal found 12/17$669
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sun 12/282:59 pmCHS - SXM
2 stops22h 16mMultiple Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mMultiple Airlines
Deal found 12/17$676
This KAYAK deal was found by Cheapflights users on 12/17. 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.
Fri 12/2610:18 pmCHS - SXM
1 stop14h 57mSpirit Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mSpirit Airlines
Deal found 12/17$709
This KAYAK deal was found by Cheapflights users on 12/17. 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 12/2810:18 pmCHS - SXM
1 stop14h 57mSpirit Airlines
Mon 1/53:20 pmSXM - CHS
1 stop7h 03mSpirit Airlines
Deal found 12/17$743
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/2910:18 pmCHS - SXM
2 stops33h 12mMultiple Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mMultiple Airlines
Deal found 12/17$775
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Fri 12/2610:18 pmCHS - SXM
1 stop14h 57mMultiple Airlines
Tue 1/61:45 pmSXM - CHS
2 stops54h 31mMultiple Airlines
Deal found 12/17$832
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/302:59 pmCHS - SXM
2 stops22h 16mMultiple Airlines
Mon 1/53:20 pmSXM - CHS
1 stop7h 03mMultiple Airlines
Deal found 12/17$850
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Fri 12/263:33 pmCHS - SXM
2 stops21h 42mMultiple Airlines
Fri 1/23:20 pmSXM - CHS
1 stop7h 03mMultiple Airlines
Deal found 12/17$852
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sun 12/2810:18 pmCHS - SXM
1 stop14h 57mMultiple Airlines
Sun 1/411:30 amSXM - CHS
2 stops46h 07mMultiple Airlines
Deal found 12/17$854

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$451
(JetBlue)

One-way from

$177
(Mytrip)

Popular in

May

Cheapest in

February

Average price

$662
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. 13% potential increase in price ($106 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 December 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 December 18, 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

Thu 2/5

6:35 pm-2:15 pm

1 stop18h 40m

Simpson Bay Princess Juliana

Sun 2/8

3:20 pm-5:36 pm

1 stop27h 16m

$245

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 3/6

6:35 pm-2:15 pm

1 stop18h 40m

Simpson Bay Princess Juliana

Wed 3/11

2:20 pm-10:47 am

2 stops20h 27m

$544

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 4/2

6:00 am-3:28 pm

1 stop9h 28m

Simpson Bay Princess Juliana

Tue 4/7

3:55 pm-10:42 pm

1 stop6h 47m

$551

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 3/6

8:10 pm-12:38 pm

1 stop15h 28m

Simpson Bay Princess Juliana

Wed 3/11

12:29 pm-11:59 pm

1 stop11h 30m

$564

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 12/28

10:18 pm-2:15 pm

1 stop14h 57m

Simpson Bay Princess Juliana

Fri 1/2

3:20 pm-9:23 pm

1 stop7h 03m

$566

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 2/19

5:07 am-2:05 pm

1 stop7h 58m

Simpson Bay Princess Juliana

Mon 2/23

1:41 pm-11:59 pm

1 stop11h 18m

$589

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 6/6

3:35 pm-11:20 am

2 stops19h 45m

$177

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sat 6/6

7:00 am-1:16 pm

1 stop6h 16m

$200

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 6/5

3:21 pm-1:16 pm

2 stops21h 55m

$285

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 6/5

6:00 am-2:43 pm

1 stop8h 43m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 December.
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 December 18, 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 December 18, 2025.
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
8,005 reviews

Crew

8.5

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Comfort

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Comfort

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Comfort

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 6h 16m. Airlines will cover a distance of 1467 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charleston to Simpson Bay

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

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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$506Average$644FlexibilityNo cancel feeOn-time71%
DeltaCheapest$528Average$605FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.