CHS - SXM

$170 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 9/5. 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

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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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

Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
6:27 am - 1:40 pmCHS-SXM
7h 13m1 stop
American Airlines Logo
2:40 pm - 10:57 pmSXM-CHS
8h 17m1 stop
$437American Airlines
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Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
6:27 am - 1:40 pmCHS-SXM
7h 13m1 stop
American Airlines Logo
2:40 pm - 10:24 amSXM-CHS
19h 44m2 stops
$442American Airlines
Find Deal
Sun, Oct 12 - Sat, Oct 25
American Airlines Logo
7:44 pm - 1:37 pmCHS-SXM
17h 53m1 stop
American Airlines Logo
4:24 pm - 10:49 amSXM-CHS
18h 25m2 stops
$450American Airlines
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Wed, Nov 12 - Mon, Nov 24
American Airlines Logo
9:27 am - 4:20 pmCHS-SXM
5h 53m1 stop
American Airlines Logo
5:24 pm - 12:23 amSXM-CHS
7h 59m1 stop
$502American Airlines
Find Deal
Wed, Nov 12 - Mon, Nov 24
American Airlines Logo
6:00 am - 4:20 pmCHS-SXM
9h 20m1 stop
American Airlines Logo
2:51 pm - 8:41 amSXM-CHS
18h 50m2 stops
$507American Airlines
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Sun, Dec 14 - Fri, Dec 19
Spirit Airlines Logo
5:40 pm - 3:10 pmCHS-SXM
20h 30m1 stop
Spirit Airlines Logo
4:28 pm - 10:45 amSXM-CHS
19h 17m1 stop
$514Spirit Airlines
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Sun, Oct 12 - Sat, Oct 25
American Airlines Logo
7:44 pm - 3:15 pmCHS-SXM
19h 31m1 stop
American Airlines Logo
4:24 pm - 11:59 pmSXM-CHS
7h 35m1 stop
$520American Airlines
Find Deal
Sun, Dec 14 - Fri, Dec 19
American Airlines Logo
8:47 pm - 2:15 pmCHS-SXM
16h 28m2 stops
American Airlines Logo
5:20 pm - 12:08 pmSXM-CHS
19h 48m2 stops
$521American Airlines
Find Deal
Fri, Aug 29 - Tue, Sep 2
American Airlines Logo
5:38 am - 1:45 pmCHS-SXM
8h 07m1 stop
American Airlines Logo
4:30 pm - 9:42 amSXM-CHS
17h 12m2 stops
$525American Airlines
Find Deal
Thu, Jan 8 - Tue, Jan 13
Delta Logo
7:45 am - 2:56 pmCHS-SXM
6h 11m1 stop
Delta Logo
1:45 pm - 8:40 pmSXM-CHS
7h 55m1 stop
$541Delta
Find Deal
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?

Good to know

Low seasonOctober
Cheapest flight$170
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 12% lower on average.
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 3 days, the lowest price for a flight from Charleston to Simpson Bay was $170 for a one-way ticket and $437 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, and SkyTeam are the airline alliances operating flights between Charleston and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Charleston to Simpson Bay, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Charleston to Simpson Bay are Delta and American Airlines. With an average price for the route of $590 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $636 and an overall rating of 7.2.

  • 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 3 airlines serving 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.
8.0
DeltaOverall score based on 7980 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The plane was broken so we had to change planes.

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

Everything was fine, but there was no food or entertainment, so I didn’t know how to rate that.

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

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