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Cayman Islands

$91+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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 November 20, 2025.

This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:01 amCHS - GCM
1 stop7h 14mUnited Airlines
Wed 11/265:45 pmGCM - CHS
1 stop22h 31mUnited Airlines
Deal found 11/19$348
This American Airlines deal was found by Cheapflights users on 11/19. 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 11/227:53 pmCHS - GCM
1 stop16h 04mAmerican Airlines
Wed 11/261:05 pmGCM - CHS
2 stops10h 58mAmerican Airlines
Deal found 11/19$445
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/208:08 pmCHS - GCM
1 stop15h 49mAmerican Airlines
Sat 12/273:45 pmGCM - CHS
1 stop9h 00mAmerican Airlines
Deal found 11/19$465
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sat 11/226:50 amCHS - GCM
3 stops29h 35mMultiple Airlines
Wed 11/265:10 pmGCM - CHS
1 stop14h 16mMultiple Airlines
Deal found 11/19$647

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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$320
(Delta)

One-way from

$91
(American Airlines)

Popular in

September

Cheapest in

January

Average price

$519
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
One-way flight from Charleston to Cayman Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 20, 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

Mon 1/26

5:25 am-12:40 pm

1 stop7h 15m

George Town Owen Roberts Intl

Thu 1/29

2:05 pm-10:07 pm

1 stop8h 02m

$320

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 2/28

5:27 am-11:00 am

1 stop5h 33m

George Town Owen Roberts Intl

Sat 3/7

3:07 pm-9:04 pm

1 stop5h 57m

$336

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 1/26

6:10 am-8:20 pm

2 stops14h 10m

George Town Owen Roberts Intl

Thu 1/29

8:50 am-11:07 pm

2 stops14h 17m

$385

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 12/20

8:08 pm-11:57 am

1 stop15h 49m

George Town Owen Roberts Intl

Sat 12/27

3:45 pm-12:45 am

1 stop9h 00m

$465

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 2/28

6:35 am-8:15 pm

2 stops13h 40m

George Town Owen Roberts Intl

Sat 3/7

8:45 am-7:25 pm

1 stop10h 40m

$600

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 2/28

11:47 am-2:35 pm

1 stop26h 48m

George Town Owen Roberts Intl

Sat 3/7

2:50 pm-9:57 am

2 stops19h 07m

$607

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 12/15

6:09 am-11:59 am

1 stop5h 50m

$91

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 12/15

9:49 pm-11:35 am

3 stops37h 46m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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, January is the cheapest month in which you can book a flight from Charleston to Cayman Islands (average of $355). 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 November 20, 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
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

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
8,002 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

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
11,047 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

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 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 7h 15m. The distance between Charleston and Cayman Islands is about 943 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, January is the cheapest month in which you can book a flight from Charleston to Cayman Islands (average of $355). 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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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$552FlexibilityNo cancel feeOn-time71%
DeltaCheapest$555Average$685FlexibilityNo cancel feeOn-timeN/A

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