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Cayman Islands

$497+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — GCM
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$497
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$696
From Charleston to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/2. 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 11/158:47 pmCHS - GCM
1 stop15h 13mAmerican Airlines
Sat 11/222:20 pmGCM - CHS
1 stop4h 52mAmerican Airlines
Deal found 7/2$497
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/242:50 pmCHS - GCM
2 stops21h 45mSouthwest
Mon 12/11:30 pmGCM - CHS
2 stops20h 30mSouthwest
Deal found 7/1$550
This Delta deal was found by Cheapflights users on 7/1. 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.
Mon 11/245:30 amCHS - GCM
1 stop7h 07mDelta
Tue 12/22:02 pmGCM - CHS
1 stop9h 39mDelta
Deal found 7/1$593
This United Airlines deal was found by Cheapflights users on 7/1. 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 11/2411:25 amCHS - GCM
2 stops29h 00mUnited Airlines
Tue 12/25:45 pmGCM - CHS
1 stop28h 13mUnited Airlines
Deal found 7/1$894
This Air Canada deal was found by Cheapflights users on 7/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:53 pmCHS - GCM
2 stops41h 27mAir Canada
Tue 12/21:30 pmGCM - CHS
2 stops20h 14mAir Canada
Deal found 7/1$1,184
This WestJet deal was found by Cheapflights users on 7/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:55 pmCHS - GCM
2 stops43h 54mWestJet
Mon 12/12:50 pmGCM - CHS
2 stops27h 11mWestJet
Deal found 7/1$3,492

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 July 3, 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

8:47 pm-12:00 pm

1 stop15h 13m

George Town Owen Roberts Intl

Sat 11/22

2:20 pm-7:12 pm

1 stop4h 52m

$497

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/24

2:50 pm-12:35 pm

2 stops21h 45m

George Town Owen Roberts Intl

Mon 12/1

1:30 pm-10:00 am

2 stops20h 30m

$550

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/24

5:30 am-12:37 pm

1 stop7h 07m

George Town Owen Roberts Intl

Tue 12/2

2:02 pm-11:41 pm

1 stop9h 39m

$593

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Mon 11/24

11:25 am-4:25 pm

2 stops29h 00m

George Town Owen Roberts Intl

Tue 12/2

5:45 pm-9:58 pm

1 stop28h 13m

$894

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Tue 11/25

6:53 pm-12:20 pm

2 stops41h 27m

George Town Owen Roberts Intl

Tue 12/2

1:30 pm-9:44 am

2 stops20h 14m

$1,184

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Tue 11/25

5:55 pm-1:49 pm

2 stops43h 54m

George Town Owen Roberts Intl

Mon 12/1

2:50 pm-6:01 pm

2 stops27h 11m

$3,492

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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 $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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,845 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,917 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$428Average$575FlexibilityNo cancel feeOn-time71%
DeltaCheapest$475Average$674FlexibilityNo cancel feeOn-timeN/A

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