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Cayman Islands

$290+ Cheap flights from Charleston (CHS) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$290
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$819
From Charleston to Cayman Islands
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:27 amCHS - GCM
1 stop5h 15mAmerican Airlines
Sat 12/131:25 pmGCM - CHS
1 stop11h 21mAmerican Airlines
Deal found 9/12$290
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:40 amCHS - GCM
2 stops23h 20mSpirit Airlines
Sun 12/711:55 amGCM - CHS
2 stops20h 39mSpirit Airlines
Deal found 9/14$402
This Mytrip deal was found by Cheapflights users on 9/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:40 amCHS - GCM
3 stops23h 20mSpirit Airlines
Sat 12/1311:55 amGCM - CHS
2 stops20h 39mSpirit Airlines
Deal found 9/12$444
This Expedia deal was found by Cheapflights users on 9/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:43 pmCHS - GCM
2 stops24h 12mJetBlue
Sun 12/73:40 pmGCM - CHS
1 stop27h 59mJetBlue
Deal found 9/14$468
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 11/157:53 pmCHS - GCM
1 stop16h 04mAmerican Airlines
Sat 11/2212:55 pmGCM - CHS
1 stop9h 24mAmerican Airlines
Deal found 9/13$497
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/97:43 pmCHS - GCM
1 stop16h 42mAmerican Airlines
Thu 10/1612:10 pmGCM - CHS
1 stop5h 54mAmerican Airlines
Deal found 9/14$499
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/3110:21 amCHS - GCM
2 stops9h 59mAmerican Airlines
Tue 11/43:36 pmGCM - CHS
2 stops7h 49mAmerican Airlines
Deal found 9/14$501
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:30 amCHS - GCM
1 stop5h 50mAmerican Airlines
Sun 10/2612:10 pmGCM - CHS
1 stop10h 49mAmerican Airlines
Deal found 9/12$502

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 September 15, 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 12/6

9:27 am-2:42 pm

1 stop5h 15m

George Town Owen Roberts Intl

Sat 12/13

1:25 pm-12:46 am

1 stop11h 21m

$290

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 1/9

7:30 am-11:41 am

1 stop4h 11m

George Town Owen Roberts Intl

Mon 1/12

8:30 am-12:05 am

2 stops15h 35m

$294

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 12/3

11:40 am-11:00 am

2 stops23h 20m

George Town Owen Roberts Intl

Sun 12/7

11:55 am-8:34 am

2 stops20h 39m

$402

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 12/3

2:43 pm-2:55 pm

2 stops24h 12m

George Town Owen Roberts Intl

Sun 12/7

3:40 pm-7:39 pm

1 stop27h 59m

$468

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Tue 3/10

6:30 am-11:35 am

1 stop6h 05m

George Town Owen Roberts Intl

Wed 3/11

1:00 pm-8:40 pm

1 stop6h 40m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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, January is the cheapest month in which you can book a flight from Charleston to Cayman Islands (average of $467). Flying from Charleston to Cayman Islands in March is currently the most expensive (average of $594). 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 September 15, 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
7,956 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 5h 15m. The distance between Charleston and Cayman Islands is about 943 mi.

  • 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 $467). Flying from Charleston to Cayman Islands in March is currently the most expensive (average of $594). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$556FlexibilityNo cancel feeOn-time71%
DeltaCheapest$469Average$685FlexibilityNo cancel feeOn-timeN/A

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