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Simpson Bay

$208+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SXM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$371
(Kiwi.com)

One-way from

$208
(Delta)

Popular in

May

Cheapest in

September

Average price

$556
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. 13% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 12/45:40 pmCHS - SXM
1 stop20h 30mSpirit Airlines
Mon 12/84:28 pmSXM - CHS
1 stop19h 17mSpirit Airlines
Deal found 9/16$371
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 11/135:40 pmCHS - SXM
1 stop20h 30mMultiple Airlines
Mon 11/174:28 pmSXM - CHS
2 stops31h 15mMultiple Airlines
Deal found 9/15$417
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/129:22 amCHS - SXM
1 stop6h 00mAmerican Airlines
Sat 11/155:24 pmSXM - CHS
1 stop7h 35mAmerican Airlines
Deal found 9/16$457
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 11/136:00 amCHS - SXM
1 stop9h 22mAmerican Airlines
Mon 11/173:20 pmSXM - CHS
1 stop9h 39mAmerican Airlines
Deal found 9/15$523
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/146:00 amCHS - SXM
1 stop9h 25mAmerican Airlines
Fri 12/191:39 pmSXM - CHS
1 stop12h 06mAmerican Airlines
Deal found 9/15$536
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/146:00 amCHS - SXM
1 stop9h 25mAmerican Airlines
Sat 12/205:33 pmSXM - CHS
1 stop16h 14mAmerican Airlines
Deal found 9/15$561

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 September 17, 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 12/4

5:40 pm-3:10 pm

1 stop20h 30m

Simpson Bay Princess Juliana

Mon 12/8

4:28 pm-10:45 am

1 stop19h 17m

$371

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 11/13

5:40 pm-3:10 pm

1 stop20h 30m

Simpson Bay Princess Juliana

Mon 11/17

4:28 pm-10:43 pm

2 stops31h 15m

$417

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Wed 11/12

9:22 am-4:22 pm

1 stop6h 00m

Simpson Bay Princess Juliana

Sat 11/15

5:24 pm-11:59 pm

1 stop7h 35m

$457

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 11/13

6:00 am-4:22 pm

1 stop9h 22m

Simpson Bay Princess Juliana

Mon 11/17

3:20 pm-11:59 pm

1 stop9h 39m

$523

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 12/14

6:00 am-4:25 pm

1 stop9h 25m

Simpson Bay Princess Juliana

Fri 12/19

1:39 pm-12:45 am

1 stop12h 06m

$536

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Mon 9/22

6:20 am-1:50 pm

1 stop7h 30m

$208

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Mon 9/22

7:28 pm-1:19 pm

2 stops17h 51m

$263

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Mon 9/22

6:08 pm-11:26 am

3 stops41h 18m

$274

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 9/21

12:08 pm-2:00 pm

1 stop25h 52m

$286

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Sun 9/21

2:59 pm-2:00 pm

2 stops23h 01m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 12 results
1
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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, September is the cheapest month in which you can book a flight from Charleston to Simpson Bay (average of $459). Flying from Charleston to Simpson Bay in March is currently the most expensive (average of $652). 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 September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston to Simpson Bay as you normally would.

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 September 17, 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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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. 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?

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

  • What are the cheapest airlines to fly from Charleston to Simpson Bay one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $208. Users have also found prices from $263 and $286 on American Airlines and Spirit Airlines, respectively.

  • 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, September is the cheapest month in which you can book a flight from Charleston to Simpson Bay (average of $459). Flying from Charleston to Simpson Bay in March is currently the most expensive (average of $652). 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.
Charlotte to Simpson Bay flights
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Myrtle Beach to Simpson Bay flights
Greenville 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$314Average$392FlexibilityNo cancel feeOn-time65%
DeltaCheapest$503Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$509Average$674FlexibilityNo cancel feeOn-time71%

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