What is the cheapest airline that flies from Virginia to Cayman Islands?

American Airlines and United Airlines are the most popular carriers operating from Virginia to Cayman Islands

How long is the flight from Virginia to Cayman Islands?

Flight times vary depending on what airport in Virginia you fly out of and what airport in Cayman Islands you fly into. For example, flying from Richmond to George Town takes 5h 40m on average. On the other hand, flying from Norfolk to George Town takes 6h on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

When did momondo last update prices for flights from Virginia to Cayman Islands?

Prices for flights from Virginia to Cayman Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Virginia to Cayman Islands?

There are 2 operators available for flights from Virginia to Cayman Islands as of September 2026.

How old do you have to be to fly from Virginia to Cayman Islands?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Virginia to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$163 Cheap Flights from Virginia to the Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Virginia to the Cayman Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:06 pm - 1:45 pmCHO Charlottesville Albemarle-GCM George Town Owen Roberts Intl

22h 39m2 stops Newark Chicago O'Hare Intl

5:45 pm - 1:55 pmGCM George Town Owen Roberts Intl-CHO Charlottesville Albemarle

20h 10m2 stops Houston George Bush Intcntl Washington, D.C. Dulles Intl

$382United Airlines

Fri, Dec 11 - Tue, Dec 15

3:06 pm - 4:30 pmCHO Charlottesville Albemarle-GCM George Town Owen Roberts Intl

25h 24m2 stops Newark Houston George Bush Intcntl

5:45 pm - 1:29 pmGCM George Town Owen Roberts Intl-CHO Charlottesville Albemarle

19h 44m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$397United Airlines

Wed, Dec 9 - Tue, Dec 15

3:06 pm - 4:30 pmCHO Charlottesville Albemarle-GCM George Town Owen Roberts Intl

25h 24m2 stops Newark Houston George Bush Intcntl

5:10 pm - 11:15 pmGCM George Town Owen Roberts Intl-CHO Charlottesville Albemarle

6h 05m1 stop Washington, D.C. Dulles Intl

$409United Airlines

Tue, Dec 8 - Thu, Dec 17

6:00 am - 11:26 amCHO Charlottesville Albemarle-GCM George Town Owen Roberts Intl

5h 26m1 stop Charlotte Douglas

3:30 pm - 11:56 pmGCM George Town Owen Roberts Intl-CHO Charlottesville Albemarle

8h 26m1 stop Charlotte Douglas

$417American Airlines

Tue, Dec 8 - Thu, Dec 17

6:00 am - 12:25 pmROA Roanoke-GCM George Town Owen Roberts Intl

6h 25m1 stop Philadelphia

1:00 pm - 9:42 pmGCM George Town Owen Roberts Intl-ROA Roanoke

8h 42m1 stop Charlotte Douglas

$417American Airlines

Sat, Nov 14 - Sat, Nov 21

6:30 am - 4:35 pmROA Roanoke-GCM George Town Owen Roberts Intl

10h 05m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

5:10 pm - 9:51 amGCM George Town Owen Roberts Intl-ROA Roanoke

16h 41m1 stop Washington, D.C. Dulles Intl

$417United Airlines

Sat, Nov 14 - Sat, Nov 21

7:17 pm - 11:23 amCHO Charlottesville Albemarle-GCM George Town Owen Roberts Intl

16h 06m1 stop Charlotte Douglas

8:23 am - 11:55 pmGCM George Town Owen Roberts Intl-CHO Charlottesville Albemarle

15h 32m2 stops Miami Chicago O'Hare Intl

$422American Airlines

Sat, Nov 7 - Wed, Nov 11

7:57 pm - 11:58 amRIC Richmond Byrd Intl-GCM George Town Owen Roberts Intl

16h 01m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

2:27 pm - 8:33 pmGCM George Town Owen Roberts Intl-RIC Richmond Byrd Intl

6h 06m1 stop Atlanta Hartsfield-Jackson

$436Delta

Wed, Dec 23 - Sun, Dec 27

7:43 pm - 11:58 amORF Norfolk-GCM George Town Owen Roberts Intl

16h 15m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

12:55 pm - 11:37 pmGCM George Town Owen Roberts Intl-ORF Norfolk

10h 42m1 stop Detroit Metropolitan Wayne County

$477Delta

Wed, Dec 23 - Sat, Dec 26

6:10 am - 1:12 pmRIC Richmond Byrd Intl-GCM George Town Owen Roberts Intl

7h 02m1 stop Atlanta Hartsfield-Jackson

2:27 pm - 8:33 pmGCM George Town Owen Roberts Intl-RIC Richmond Byrd Intl

6h 06m1 stop Atlanta Hartsfield-Jackson

$523Delta

Thu, Dec 24 - Sun, Dec 27

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United Airlines flights from Virginia to Cayman Islands

Our best United Airlines deals on Virginia to Cayman Islands flight tickets

United Airlines

Dec 11

CHO3:06 pmCharlottesville Albemarle

22h 39m

2 stops

GCM1:45 pmGeorge Town Owen Roberts Intl

Dec 15

GCM5:45 pmGeorge Town Owen Roberts Intl

20h 10m

2 stops

CHO1:55 pmCharlottesville Albemarle

$382

United Airlines

Dec 9

CHO3:06 pmCharlottesville Albemarle

25h 24m

2 stops

GCM4:30 pmGeorge Town Owen Roberts Intl

Dec 15

GCM5:45 pmGeorge Town Owen Roberts Intl

19h 44m

2 stops

CHO1:29 pmCharlottesville Albemarle

$397

United Airlines

Dec 8

CHO3:06 pmCharlottesville Albemarle

25h 24m

2 stops

GCM4:30 pmGeorge Town Owen Roberts Intl

Dec 17

GCM5:10 pmGeorge Town Owen Roberts Intl

6h 05m

1 stop

CHO11:15 pmCharlottesville Albemarle

$409

American Airlines flights from Virginia to Cayman Islands

Our best American Airlines deals on Virginia to Cayman Islands flight tickets

American Airlines

Dec 8

CHO6:00 amCharlottesville Albemarle

5h 26m

1 stop

GCM11:26 amGeorge Town Owen Roberts Intl

Dec 17

GCM3:30 pmGeorge Town Owen Roberts Intl

8h 26m

1 stop

CHO11:56 pmCharlottesville Albemarle

$417

American Airlines

Nov 7

CHO7:17 pmCharlottesville Albemarle

16h 06m

1 stop

GCM11:23 amGeorge Town Owen Roberts Intl

Nov 11

GCM3:45 pmGeorge Town Owen Roberts Intl

18h 47m

2 stops

CHO10:32 amCharlottesville Albemarle

$422

American Airlines

Dec 9

CHO7:12 pmCharlottesville Albemarle

16h 14m

1 stop

GCM11:26 amGeorge Town Owen Roberts Intl

Dec 15

GCM8:15 amGeorge Town Owen Roberts Intl

14h 54m

2 stops

CHO11:09 pmCharlottesville Albemarle

$427

momondo Fare Finder

Use the filters below to find and compare flights from Virginia to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Fri 12/11

3:06 pm-1:45 pm

2 stops22h 39m

George Town Owen Roberts Intl

Tue 12/15

5:45 pm-1:55 pm

2 stops20h 10m

$382

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Wed 12/9

3:06 pm-4:30 pm

2 stops25h 24m

George Town Owen Roberts Intl

Tue 12/15

5:45 pm-1:29 pm

2 stops19h 44m

$397

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Tue 12/8

3:06 pm-4:30 pm

2 stops25h 24m

George Town Owen Roberts Intl

Thu 12/17

5:10 pm-11:15 pm

1 stop6h 05m

$409

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Tue 12/8

6:00 am-11:26 am

1 stop5h 26m

George Town Owen Roberts Intl

Thu 12/17

3:30 pm-11:56 pm

1 stop8h 26m

$417

RoanokeGeorge Town

ROA Roanoke - GCM George Town Owen Roberts Intl

ROAGCM

Roanoke

Sat 11/14

6:00 am-12:25 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 11/21

1:00 pm-9:42 pm

1 stop8h 42m

$417

RoanokeGeorge Town

ROA Roanoke - GCM George Town Owen Roberts Intl

ROAGCM

Roanoke

Sat 11/14

6:30 am-4:35 pm

2 stops10h 05m

George Town Owen Roberts Intl

Sat 11/21

5:10 pm-9:51 am

1 stop16h 41m

$417

CharlottesvilleGeorge Town

CHO Charlottesville Albemarle - GCM George Town Owen Roberts Intl

CHOGCM

Charlottesville Albemarle

Sat 11/7

7:17 pm-11:23 am

1 stop16h 06m

George Town Owen Roberts Intl

Wed 11/11

8:23 am-11:55 pm

2 stops15h 32m

$422

RichmondGeorge Town

RIC Richmond Byrd Intl - GCM George Town Owen Roberts Intl

RICGCM

Richmond Byrd Intl

Wed 12/23

7:57 pm-11:58 am

2 stops16h 01m

George Town Owen Roberts Intl

Sun 12/27

2:27 pm-8:33 pm

1 stop6h 06m

$436

NorfolkGeorge Town

ORF Norfolk - GCM George Town Owen Roberts Intl

ORFGCM

Norfolk

Wed 12/23

7:43 pm-11:58 am

2 stops16h 15m

George Town Owen Roberts Intl

Sat 12/26

12:55 pm-11:37 pm

1 stop10h 42m

$477

Quickest round-trip

RichmondGeorge Town

RIC Richmond Byrd Intl - GCM George Town Owen Roberts Intl

RICGCM

Richmond Byrd Intl

Thu 12/24

6:10 am-1:12 pm

1 stop7h 02m

George Town Owen Roberts Intl

Sun 12/27

2:27 pm-8:33 pm

1 stop6h 06m

$523

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Virginia to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $494.

Cheap Virginia to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Virginia to Cayman Islands

Best Price Found	$163
Fastest flight time	3h 43m
Direct flights	None

The best one-way flight to Cayman Islands from Virginia in the past 72 hours is $163. The best round-trip flight deal from Virginia to Cayman Islands found on momondo in the last 72 hours is $382.

The fastest flight from Virginia to Cayman Islands takes 3h 43m

There are no direct flights from Virginia to Cayman Islands. There are no popular flight routes from Virginia to Cayman Islands.

Search flight deals

Frequently asked questions about flying from Virginia to the Cayman Islands

When did momondo last update prices for flights from Virginia to Cayman Islands?
Prices for flights from Virginia to Cayman Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Virginia to Cayman Islands?
There are 2 operators available for flights from Virginia to Cayman Islands as of September 2026.
How old do you have to be to fly from Virginia to Cayman Islands?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Virginia to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Virginia to Cayman Islands

Compare and see reviews for airlines that fly from Virginia to Cayman Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $227	Free Cancellation	Rating 7.8 8,605 reviews		Search Delta flights
American Airlines	PriceFrom $287	Free Cancellation	Rating 7.0 12,099 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Virginia to Cayman Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Virginia to Cayman Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Virginia to Cayman Islands with flexible booking policies on momondo?

Flights from Virginia to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Virginia to Cayman Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cayman Islands from Virginia.

I’m not ready to book a flight from Virginia to Cayman Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Virginia to Cayman Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cayman Islands and let you know when they change.

An easier way to manage your Cayman Islands trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $326

Flights to Cayman Bracfrom $313

Flights to Little Caymanfrom $391

Cheap flights from Virginia to the Cayman Islands from $163

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Virginia to the Cayman Islands departing on 12/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Virginia to Cayman Islands

Our best United Airlines deals on Virginia to Cayman Islands flight tickets

American Airlines flights from Virginia to Cayman Islands

Our best American Airlines deals on Virginia to Cayman Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Virginia to the Cayman Islands that are best for you.

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Virginia to Cayman Islands

What is the cheapest month to fly to Cayman Islands?

What is the cheapest airline that flies from Virginia to Cayman Islands?

How long is the flight from Virginia to Cayman Islands?

Cheap Virginia to Cayman Islands flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Virginia to the Cayman Islands

Best airlines flying from Virginia to Cayman Islands

Compare and see reviews for airlines that fly from Virginia to Cayman Islands with momondo

Why use momondo?

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo

Virginia flight routes

According to popular flight searches on momondo this year

Cayman Islands flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

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Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

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According to popular flight searches on momondo this year