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Cayman Islands

$160+ Cheap flights from Virginia 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — GCM
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Virginia to Cayman Islands

Keep the following information in mind while searching for Virginia to Cayman Islands flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(American Airlines)

One-way from

$160
(Air Canada)

Popular in

December

Cheapest in

October

Average price

$567
Provider with most accurate pricing for Norfolk-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-George Town Owen Roberts Intl flights.
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From Virginia to Cayman Islands
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One-way flight from Virginia to Cayman Islands
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Highest demand for flights based on searches. 8% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Virginia to Cayman Islands

Cheapest flights from Virginia to Cayman Islands
Explore the most affordable flight options available from Virginia to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 9/26:00 amRDU - GCM
1 stop6h 00mAmerican Airlines
Tue 9/912:45 pmGCM - RDU
1 stop9h 48mAmerican Airlines
Deal found 4/2$336
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:25 amRDU - GCM
1 stop7h 06mDelta
Thu 9/1812:53 pmGCM - RDU
1 stop8h 46mDelta
Deal found 4/2$361
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 9/165:15 amORF - GCM
1 stop6h 50mAmerican Airlines
Sat 9/273:15 pmGCM - ORF
1 stop7h 14mAmerican Airlines
Deal found 4/2$381
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/95:30 amGSO - GCM
1 stop6h 50mDelta
Thu 5/1512:35 pmGCM - GSO
1 stop8h 56mDelta
Deal found 4/2$457
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 4/256:15 pmRIC - GCM
2 stops16h 40mAmerican Airlines
Fri 5/22:00 pmGCM - RIC
2 stops19h 02mAmerican Airlines
Deal found 4/2$461
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:10 amRDU - GCM
1 stop7h 20mUnited Airlines
Thu 4/101:35 pmGCM - RDU
1 stop7h 38mUnited Airlines
Deal found 4/2$469
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/105:21 amORF - GCM
1 stop7h 04mDelta
Wed 6/1812:40 pmGCM - ORF
1 stop7h 56mDelta
Deal found 4/2$480
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/267:00 amCHO - GCM
1 stop5h 22mDelta
Sat 5/101:03 pmGCM - CHO
1 stop9h 31mDelta
Deal found 4/2$484
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 9/195:30 amDCA - GCM
1 stop6h 35mAmerican Airlines
Wed 9/2412:45 pmGCM - DCA
2 stops9h 55mAmerican Airlines
Deal found 4/2$485
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:08 amIAD - GCM
1 stop6h 57mAmerican Airlines
Sun 9/712:45 pmGCM - IAD
1 stop8h 07mAmerican Airlines
Deal found 4/1$486
This Southwest deal was found by Cheapflights users on 4/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:50 amRDU - GCM
1 stop7h 00mSouthwest
Sun 5/1812:45 pmGCM - RDU
1 stop9h 15mSouthwest
Deal found 4/2$487
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/266:04 pmCHO - GCM
2 stops18h 05mAmerican Airlines
Sat 5/1012:25 pmGCM - CHO
2 stops10h 33mAmerican Airlines
Deal found 4/2$488

Cheapflights Fare Finder

Customize your flight search to find flights from Virginia 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 April 3, 2025.
Use the filters below to find and compare flights from Virginia to the Cayman Islands that are best for you.

Fly from

Virginia

Fly to

Cayman Islands

Route

Depart

Return

Price

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Tue 9/2

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Tue 9/9

12:45 pm-11:33 pm

1 stop9h 48m

$336

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Thu 9/11

5:25 am-11:31 am

1 stop7h 06m

George Town Owen Roberts Intl

Thu 9/18

12:53 pm-10:39 pm

1 stop8h 46m

$361

NorfolkGeorge Town

ORF - GCM

ORFGCM

Norfolk

Tue 9/16

5:15 am-11:05 am

1 stop6h 50m

George Town Owen Roberts Intl

Sat 9/27

3:15 pm-11:29 pm

1 stop7h 14m

$381

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Sat 5/3

6:00 am-3:05 pm

1 stop10h 05m

George Town Owen Roberts Intl

Sat 5/10

1:35 pm-10:00 pm

1 stop7h 25m

$388

GreensboroGeorge Town

GSO - GCM

GSOGCM

Greensboro/H. Point

Fri 5/9

5:30 am-11:20 am

1 stop6h 50m

George Town Owen Roberts Intl

Thu 5/15

12:35 pm-10:31 pm

1 stop8h 56m

$457

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Fri 4/25

6:35 am-11:35 am

1 stop6h 00m

George Town Owen Roberts Intl

Fri 5/2

2:00 pm-10:02 am

2 stops19h 02m

$461

NorfolkGeorge Town

ORF - GCM

ORFGCM

Norfolk

Tue 6/10

5:21 am-11:25 am

1 stop7h 04m

George Town Owen Roberts Intl

Wed 6/18

12:40 pm-9:36 pm

1 stop7h 56m

$480

CharlottesvilleGeorge Town

CHO - GCM

CHOGCM

Charlottesville Albemarle

Sat 4/26

7:00 am-11:22 am

1 stop5h 22m

George Town Owen Roberts Intl

Sat 5/10

1:03 pm-11:34 pm

1 stop9h 31m

$484

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 9/19

5:30 am-11:05 am

1 stop6h 35m

George Town Owen Roberts Intl

Wed 9/24

12:45 pm-11:40 pm

2 stops9h 55m

$485

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Wed 9/3

5:08 am-11:05 am

1 stop6h 57m

George Town Owen Roberts Intl

Sun 9/7

12:45 pm-9:52 pm

1 stop8h 07m

$486

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 45 results
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Best time to book a flight from Virginia to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Virginia 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 Virginia to the Cayman Islands

What is the cheapest month to book a flight from Virginia to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $467). Flying from Virginia 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.

What is the cheapest time of day to fly from VA to KY?

Find hourly flight availability from Virginia to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia to Cayman Islands as you normally would.

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 April 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Virginia to Cayman Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,619 reviews
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,920 reviews
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Virginia 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 are the cheapest airlines to fly from Virginia to Cayman Islands one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $160. Southwest flights start at $160 while deals on United Airlines start at $197 one-way.

  • Can I find deals for flights from Virginia to Cayman Islands that include hotel bookings?

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

  • How can I find direct flights from Virginia to Cayman Islands?

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

  • Can I find deals for business class flights from Virginia to Cayman Islands?

    Yes. Cheapflights offers flight deals from Virginia 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 Virginia to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $467). Flying from Virginia 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 Virginia 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 Virginia to Cayman Islands

Discover the top 2 airlines that operate flights from Virginia 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$410Average$538FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$444Average$623FlexibilityNo cancel feeOn-time71%

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