CHS - SXM

$276 Find Cheap Flights from Charleston to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charleston to Simpson Bay departing on 6/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$538
Overall average: $1,181
JetBlue
週五 7/17週三 7/22
CHS - SXM • 1 stop
Cheapest one-way
$276
JetBlue
週一 6/29
CHS - SXM • 1 stop
Top airlines
Cheapest • from $538 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Charleston and Simpson Bay. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $531 (round-trip)
Shortest trip • 6h 33m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charleston to Simpson Bay (CHS-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charleston to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charleston to Simpson Bay

週五, 7月 17 - 週三, 7月 22
JetBlue Logo
8:47 pm - 4:22 pm
CHS
-
SXM
19h 35m
1 stop
JetBlue Logo
1:42 pm - 5:39 pm
SXM
-
CHS
27h 57m
1 stop
$538JetBlue
週一, 7月 13 - 週四, 7月 16
JetBlue Logo
8:47 pm - 10:07 am
CHS
-
SXM
13h 20m
1 stop
JetBlue Logo
1:42 pm - 6:12 pm
SXM
-
CHS
28h 30m
1 stop
$546JetBlue
週五, 7月 17 - 週三, 7月 22
JetBlue Logo
8:47 pm - 10:07 am
CHS
-
SXM
13h 20m
1 stop
JetBlue Logo
1:42 pm - 5:39 pm
SXM
-
CHS
27h 57m
1 stop
$547JetBlue
週五, 7月 17 - 週三, 7月 22
JetBlue Logo
8:47 pm - 4:22 pm
CHS
-
SXM
19h 35m
1 stop
JetBlue Logo
1:42 pm - 5:39 pm
SXM
-
CHS
27h 57m
1 stop
$553JetBlue
週五, 7月 17 - 週三, 7月 22
JetBlue Logo
8:47 pm - 10:07 am
CHS
-
SXM
13h 20m
1 stop
JetBlue Logo
1:42 pm - 5:39 pm
SXM
-
CHS
27h 57m
1 stop
$557JetBlue
週五, 7月 17 - 週三, 7月 22
JetBlue Logo
8:47 pm - 10:07 am
CHS
-
SXM
13h 20m
1 stop
JetBlue Logo
1:42 pm - 5:39 pm
SXM
-
CHS
27h 57m
1 stop
$566JetBlue
週二, 7月 14 - 週二, 7月 21
JetBlue Logo
8:14 pm - 10:07 am
CHS
-
SXM
13h 53m
1 stop
JetBlue Logo
1:42 pm - 5:50 pm
SXM
-
CHS
28h 08m
1 stop
$570JetBlue
週二, 7月 14 - 週二, 7月 21
American Airlines Logo
6:41 am - 1:51 pm
CHS
-
SXM
7h 10m
1 stop
American Airlines Logo
2:19 pm - 11:59 pm
SXM
-
CHS
9h 40m
1 stop
$573American Airlines
週二, 7月 14 - 週二, 7月 21
American Airlines Logo
5:00 am - 3:44 pm
CHS
-
SXM
10h 44m
2 stops
American Airlines Logo
4:45 pm - 12:19 pm
SXM
-
CHS
19h 34m
2 stops
$578American Airlines
週三, 7月 15 - 週二, 7月 21
American Airlines Logo
6:00 am - 3:44 pm
CHS
-
SXM
9h 44m
1 stop
American Airlines Logo
4:45 pm - 12:19 pm
SXM
-
CHS
19h 34m
2 stops
$583American Airlines
Booking Insights

KAYAK's insights & trends for Charleston to Simpson Bay flights

Get data-powered insights and trends into flights from Charleston to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Charleston to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Charleston to Simpson Bay departing in July.

What is the cheapest month to fly from Charleston to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charleston to Simpson Bay is November, where tickets cost $496 (return) on average. On the other hand, the most expensive months are July and May, where the average cost of round-trip tickets is $1,181 and $916 respectively.

Good to know

Low seasonJuly
Cheapest flight$276
Best time to beat the crowds but there is an average 54% increase in price.
Most popular time to fly with an average 16% increase in price.
Flight from Charleston to Simpson Bay

When to book flights from Charleston to Simpson Bay

Are your dates flexible? Find out the best times to travel from Charleston to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Charleston to Simpson Bay

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

    In the last 5 days, the lowest price for a flight from Charleston to Simpson Bay was $276 for a one-way ticket and $538 for a round-trip.

  • Do I need a passport to fly between Charleston and Simpson Bay?

    Yes, you’ll need a passport to travel to Simpson Bay from Charleston.

  • Which airports will I be using when flying from Charleston to Simpson Bay?

    When flying out of Charleston you will be using Charleston. You will be landing at Simpson Bay, also known as Simpson Bay Princess Juliana.

  • Which aircraft models fly most regularly from Charleston to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Charleston to Simpson Bay?

    oneworld is the only airline alliance operating flights between Charleston and Simpson Bay.

  • How does KAYAK find such low prices on flights from Charleston to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charleston to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charleston to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Charleston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charleston to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Charleston with another airline. Booking your flights between Charleston and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charleston to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Charleston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Charleston to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Charleston to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charleston to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11686 reviews
7.2Comfort
6.8Entertainment
6.4Food
7.5Boarding
7.9Crew
Airline reviews

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

10.0 ExcellentShahid Bobby, Jun 2026
ORF - JFK
Read more American Airlines reviews

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

Significant delays on my trip to Chicago and my trip back to NY

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

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

Information on your arrival and departure airports