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Grand Cayman

$287+ Cheap flights from Charleston (CHS) to Grand Cayman

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheap flight deals from Charleston to Grand Cayman

Keep the following information in mind while searching for Charleston to Grand Cayman flight deals. Data was last updated January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$287
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$584
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 Grand Cayman
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Highest demand for flights based on searches. 14% potential increase in price ($120 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($59 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Charleston to Grand Cayman

Cheapest flights from Charleston to Grand Cayman
Explore the most affordable flight options available from Charleston to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 12, 2026.

This American Airlines deal was found by Cheapflights users on 1/11. 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 3/56:00 am
CHS
-
GCM
1 stop8h 45m
American Airlines
Mon 3/97:45 am
GCM
-
CHS
1 stop10h 37m
American Airlines
Deal found 1/11$287
This American Airlines deal was found by Cheapflights users on 1/11. 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 2/198:25 pm
CHS
-
GCM
1 stop15h 38m
American Airlines
Mon 2/238:45 am
GCM
-
CHS
1 stop15h 14m
American Airlines
Deal found 1/11$288
This United Airlines deal was found by Cheapflights users on 1/11. 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.
Thu 1/156:05 am
CHS
-
GCM
1 stop7h 40m
United Airlines
Sun 1/182:25 pm
GCM
-
CHS
1 stop9h 19m
United Airlines
Deal found 1/11$289
This American Airlines deal was found by Cheapflights users on 1/11. 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 5/88:21 pm
CHS
-
GCM
2 stops15h 34m
American Airlines
Mon 5/1112:00 pm
GCM
-
CHS
2 stops20h 52m
American Airlines
Deal found 1/11$294
This American Airlines deal was found by Cheapflights users on 1/11. 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 2/288:17 pm
CHS
-
GCM
1 stop15h 51m
American Airlines
Sat 3/712:50 pm
GCM
-
CHS
1 stop20h 36m
American Airlines
Deal found 1/11$295
This United Airlines deal was found by Cheapflights users on 1/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:45 pm
CHS
-
GCM
1 stop19h 00m
United Airlines
Mon 3/91:50 pm
GCM
-
CHS
1 stop23h 02m
United Airlines
Deal found 1/12$300
This American Airlines deal was found by Cheapflights users on 1/12. 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 2/117:20 pm
CHS
-
GCM
1 stop19h 25m
American Airlines
Mon 2/163:45 pm
GCM
-
CHS
1 stop18h 41m
American Airlines
Deal found 1/12$303
This American Airlines deal was found by Cheapflights users on 1/11. 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 1/156:10 am
CHS
-
GCM
1 stop5h 16m
American Airlines
Sun 1/183:45 pm
GCM
-
CHS
2 stops18h 03m
American Airlines
Deal found 1/11$349
This American Airlines deal was found by Cheapflights users on 1/12. 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 6/108:33 pm
CHS
-
GCM
2 stops15h 27m
American Airlines
Tue 6/1612:00 pm
GCM
-
CHS
1 stop10h 59m
American Airlines
Deal found 1/12$397
This United Airlines deal was found by Cheapflights users on 1/11. 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.
Mon 3/26:00 am
CHS
-
GCM
1 stop7h 15m
United Airlines
Sat 3/72:20 pm
GCM
-
CHS
1 stop9h 10m
United Airlines
Deal found 1/11$398
This American Airlines deal was found by Cheapflights users on 1/11. 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 6/188:33 pm
CHS
-
GCM
1 stop15h 47m
American Airlines
Tue 6/2312:00 pm
GCM
-
CHS
1 stop10h 59m
American Airlines
Deal found 1/11$399

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston to Grand Cayman 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 January 12, 2026.
Use the filters below to find and compare flights from Charleston to Grand Cayman that are best for you.

Fly from

Charleston

Fly to

Grand Cayman

Route

Depart

Return

Price

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Thu 3/5

6:00 am-2:45 pm

1 stop8h 45m

George Town Owen Roberts Intl

Mon 3/9

7:45 am-7:22 pm

1 stop10h 37m

$287

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 5/8

6:30 am-11:24 am

1 stop5h 54m

George Town Owen Roberts Intl

Mon 5/11

12:45 pm-11:56 pm

1 stop10h 11m

$289

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Sat 2/28

8:17 pm-12:08 pm

1 stop15h 51m

George Town Owen Roberts Intl

Sat 3/7

12:50 pm-9:26 am

1 stop20h 36m

$295

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Thu 3/5

6:45 pm-1:45 pm

1 stop19h 00m

George Town Owen Roberts Intl

Mon 3/9

1:50 pm-1:52 pm

1 stop23h 02m

$300

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 5/8

4:30 pm-11:44 am

1 stop20h 14m

George Town Owen Roberts Intl

Mon 5/11

2:10 pm-9:52 am

2 stops18h 42m

$300

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Wed 6/10

8:33 pm-11:00 am

2 stops15h 27m

George Town Owen Roberts Intl

Tue 6/16

12:00 pm-11:59 pm

1 stop10h 59m

$397

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 3/2

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 3/7

2:20 pm-11:30 pm

1 stop9h 10m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Best time to book a flight from Charleston to Grand Cayman

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

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

Currently, January is the cheapest month in which you can book a flight from Charleston to Grand Cayman (average of $332). Flying from Charleston to Grand Cayman in December is currently the most expensive (average of $694). 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 Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated January 12, 2026.
Read reviews from past customers who have flown American Airlines from Charleston to Grand Cayman. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,111 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,111 reviews
American Airlines
7.2
Good
11,111 reviews

Overall

7.2

Boarding

7.5

Comfort

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Grand Cayman. 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 Grand Cayman?

    Charleston (CHS) is the airport you will fly out of if you book a flight from Charleston to Grand Cayman. It is only a 10.2 mi journey to Charleston (CHS) from Charleston’s city center.

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

    American Airlines and Delta can get you from Charleston to Grand Cayman in just under 5h 54m. Your travel time can differ by up to 2h 51m. The distance between Charleston and Grand Cayman is about 943 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Charleston to Grand Cayman (average of $332). Flying from Charleston to Grand Cayman in December is currently the most expensive (average of $694). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Charleston to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to George Town flights
Charleston to George Town flights
Savannah to George Town flights
Columbia to George Town flights
Greenville to George Town flights

Top airline flying from Charleston to Grand Cayman

Discover the top airline that operate flights from Charleston to Grand Cayman. 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 January 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$574FlexibilityNo cancel feeOn-time71%

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