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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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:35 amCHS - GCM
1 stop5h 52mDelta
Tue 12/301:52 pmGCM - CHS
1 stop6h 47mDelta
Deal found 12/16$287
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Thu 12/257:00 amCHS - GCM
1 stop8h 25mAmerican Airlines
Wed 12/311:05 pmGCM - CHS
2 stops9h 06mAmerican Airlines
Deal found 12/16$317
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 12/2610:18 pmCHS - GCM
1 stop18h 37mSpirit Airlines
Thu 1/12:40 pmGCM - CHS
1 stop6h 43mSpirit Airlines
Deal found 12/16$360
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/246:25 amCHS - GCM
2 stops31h 20mMultiple Airlines
Thu 1/12:40 pmGCM - CHS
1 stop6h 43mMultiple Airlines
Deal found 12/16$407
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:15 amCHS - GCM
1 stop6h 12mDelta
Thu 1/11:52 pmGCM - CHS
1 stop6h 47mDelta
Deal found 12/16$414
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/206:44 amCHS - GCM
1 stop5h 13mAmerican Airlines
Sat 12/273:45 pmGCM - CHS
1 stop17h 02mAmerican Airlines
Deal found 12/16$422
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 12/2610:18 pmCHS - GCM
1 stop18h 37mMultiple Airlines
Tue 1/611:30 amGCM - CHS
2 stops52h 40mMultiple Airlines
Deal found 12/16$439
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 12/2610:18 pmCHS - GCM
1 stop18h 37mMultiple Airlines
Sun 1/42:40 pmGCM - CHS
2 stops41h 57mMultiple Airlines
Deal found 12/16$460
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/234:16 pmCHS - GCM
2 stops28h 59mMultiple Airlines
Thu 1/12:40 pmGCM - CHS
1 stop6h 43mMultiple Airlines
Deal found 12/16$477
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sat 12/209:09 pmCHS - GCM
2 stops16h 36mMultiple Airlines
Thu 1/12:40 pmGCM - CHS
1 stop6h 43mMultiple Airlines
Deal found 12/16$488

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$286
(Delta)

One-way from

$91
(United Airlines)

Popular in

September

Cheapest in

October

Average price

$817
Provider with most accurate pricing for Charleston-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-George Town Owen Roberts Intl flights.
Search Deals
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).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Fri 1/30

6:05 am-1:45 pm

1 stop7h 40m

George Town Owen Roberts Intl

Mon 2/2

2:25 pm-11:44 pm

1 stop9h 19m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 2/28

7:30 am-12:29 pm

1 stop4h 59m

George Town Owen Roberts Intl

Sat 3/7

12:25 pm-7:56 pm

1 stop7h 31m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sun 1/18

6:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Mon 1/26

2:05 pm-11:55 pm

1 stop9h 50m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 1/16

6:26 pm-11:18 am

1 stop16h 52m

George Town Owen Roberts Intl

Mon 1/26

2:05 pm-11:55 pm

1 stop9h 50m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 1/16

7:00 pm-11:00 am

1 stop16h 00m

George Town Owen Roberts Intl

Sat 1/24

3:25 pm-9:38 pm

1 stop6h 13m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sun 1/18

6:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Sat 1/24

12:22 pm-7:18 pm

1 stop6h 56m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sun 1/18

6:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Thu 1/22

2:05 pm-11:55 pm

1 stop9h 50m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 1/17

5:25 am-11:00 am

1 stop5h 35m

George Town Owen Roberts Intl

Mon 1/26

2:05 pm-8:57 pm

1 stop6h 52m

$286

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sun 2/1

6:10 am-8:20 pm

2 stops14h 10m

George Town Owen Roberts Intl

Wed 2/4

8:50 am-11:07 pm

2 stops14h 17m

$291

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Tue 3/31

6:40 am-12:30 pm

1 stop6h 50m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 13 results
1
2

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 $375). Flying from Charleston to Cayman Islands in December is currently the most expensive (average of $651). 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 December 18, 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
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

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 4h 59m. 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 $375). Flying from Charleston to Cayman Islands in December is currently the most expensive (average of $651). 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

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$568FlexibilityNo cancel feeOn-time71%
DeltaCheapest$555Average$685FlexibilityNo cancel feeOn-timeN/A

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