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Cayman Islands

$178+ Cheap flights from Charleston (CHS) to the Cayman Islands

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find flight deals from Charleston to Cayman Islands

Cheapest flights from Charleston to Cayman Islands
Explore the most affordable flight options available from Charleston to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/14. 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 11/156:00 amCHS - GCM
1 stop14h 28mAmerican Airlines
Sat 11/2212:55 pmGCM - CHS
1 stop11h 18mAmerican Airlines
Deal found 10/14$286
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/37:12 pmCHS - GCM
2 stops16h 58mAmerican Airlines
Sun 12/71:25 pmGCM - CHS
1 stop11h 21mAmerican Airlines
Deal found 10/13$296
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Tue 10/146:00 amCHS - GCM
1 stop6h 10mAmerican Airlines
Tue 10/2112:25 pmGCM - CHS
1 stop9h 43mAmerican Airlines
Deal found 10/13$340
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/225:34 pmCHS - GCM
2 stops18h 36mAmerican Airlines
Sun 10/2612:10 pmGCM - CHS
1 stop10h 49mAmerican Airlines
Deal found 10/13$350
This Priceline deal was found by Cheapflights users on 10/12. 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.
Mon 11/176:15 amCHS - GCM
1 stop8h 16mJetBlue
Sun 11/233:36 pmGCM - CHS
1 stop20h 15mJetBlue
Deal found 10/12$425
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:15 pmCHS - GCM
2 stops19h 30mSpirit Airlines
Sun 12/72:40 pmGCM - CHS
2 stops20h 20mSpirit Airlines
Deal found 10/13$457

Cheap flight deals from Charleston to Cayman Islands

Keep the following information in mind while searching for Charleston to Cayman Islands flight deals. Data was last updated October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$286
(American Airlines)

Popular in

September

Cheapest in

January

Average price

$496
Provider with most accurate pricing for Charleston-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Charleston-George Town Owen Roberts Intl flights.
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From Charleston to Cayman Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston to Cayman Islands 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 October 14, 2025.
Use the filters below to find and compare flights from Charleston to the Cayman Islands that are best for you.

Fly from

Charleston

Fly to

Cayman Islands

Route

Depart

Return

Price

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 11/15

6:00 am-8:28 pm

1 stop14h 28m

George Town Owen Roberts Intl

Sat 11/22

12:55 pm-12:13 am

1 stop11h 18m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 12/3

7:12 pm-12:10 pm

2 stops16h 58m

George Town Owen Roberts Intl

Sun 12/7

1:25 pm-12:46 am

1 stop11h 21m

$296

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 10/22

6:30 am-11:20 am

1 stop5h 50m

George Town Owen Roberts Intl

Sun 10/26

8:25 am-11:59 pm

1 stop14h 34m

$345

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/17

6:15 am-2:31 pm

1 stop8h 16m

George Town Owen Roberts Intl

Sun 11/23

3:36 pm-11:51 am

1 stop20h 15m

$425

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 12/3

6:15 pm-1:45 pm

2 stops19h 30m

George Town Owen Roberts Intl

Sun 12/7

2:40 pm-11:00 am

2 stops20h 20m

$457

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/17

6:15 am-2:31 pm

1 stop8h 16m

$178

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/17

6:00 am-2:46 pm

2 stops8h 46m

$348

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/17

10:00 am-4:30 pm

3 stops30h 30m

$1,419

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Best time to book a flight from Charleston to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 the Cayman Islands

What is the cheapest month to book a flight from Charleston to Cayman Islands?

Currently, November is the cheapest month in which you can book a flight from Charleston to Cayman Islands (average of $425). Flying from Charleston to Cayman Islands in December is currently the most expensive (average of $740). 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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated October 14, 2025.
See what other customers who have flown with Delta and American Airlines from Charleston to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,975 reviews
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,042 reviews
Delta
8.0
Very good
7,975 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Charleston to Cayman Islands?

    If you book a flight to Cayman Islands from Charleston, you will be flying from Charleston, which is the city’s only airport. Charleston (CHS) is located 10.2 mi from the center of Charleston.

  • How long is the flight from Charleston to Cayman Islands?

    Departing from Charleston to Cayman Islands will take you 14h 28m. The distance between Charleston and Cayman Islands is about 943 mi.

  • What are the cheapest airlines to fly from Charleston to Cayman Islands one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $178. Users have also found prices from $348 and $1,419 on American Airlines and United Airlines, respectively.

  • Can I find deals for flights from Charleston to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Charleston to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Cayman Islands.

  • Can I find deals for business class flights from Charleston to Cayman Islands?

    Yes. Cheapflights offers flight deals from Charleston to Cayman Islands 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 Cayman Islands?

    Currently, November is the cheapest month in which you can book a flight from Charleston to Cayman Islands (average of $425). Flying from Charleston to Cayman Islands in December is currently the most expensive (average of $740). 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

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Alternative routes for Charleston to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Charleston to Cayman Islands

Discover the top 2 airlines that operate flights from Charleston to Cayman Islands. 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$557FlexibilityNo cancel feeOn-time71%
DeltaCheapest$555Average$685FlexibilityNo cancel feeOn-timeN/A

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