Cheap flights from Virginia to the Cayman Islands from $126

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 10/29. 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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0 bags

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Find the cheapest flights from Virginia to the Cayman Islands

Cheap round-trip flights

JetBlue Logo
6:40 am - 2:55 pmRDU-GCM
8h 15m1 stop
JetBlue Logo
3:55 pm - 10:07 pmGCM-RDU
6h 12m1 stop
$284JetBlue
Find Deal
Tue, Jan 20 - Tue, Jan 27
Southwest Logo
7:10 am - 12:55 pmRIC-GCM
5h 45m1 stop
Southwest Logo
1:50 pm - 8:55 pmGCM-RIC
7h 05m1 stop
$286Southwest
Find Deal
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
6:41 am - 11:41 amORF-GCM
5h 00m1 stop
American Airlines Logo
2:00 pm - 10:26 pmGCM-ORF
8h 26m1 stop
$325American Airlines
Find Deal
Mon, Jan 12 - Mon, Jan 19
American Airlines Logo
6:58 am - 12:00 pmRIC-GCM
5h 02m1 stop
American Airlines Logo
1:35 pm - 9:26 pmGCM-RIC
7h 51m1 stop
$346American Airlines
Find Deal
Sun, Feb 8 - Thu, Feb 12
Air Canada Logo
4:40 pm - 11:25 amDCA-GCM
19h 45m2 stops
Air Canada Logo
1:30 pm - 10:35 pmGCM-DCA
9h 05m1 stop
$360Air Canada
Find Deal
Thu, Oct 30 - Thu, Nov 6
Air Canada Logo
4:30 pm - 11:25 amIAD-GCM
19h 55m1 stop
Air Canada Logo
1:30 pm - 3:51 pmGCM-IAD
26h 21m1 stop
$360Air Canada
Find Deal
Thu, Oct 30 - Thu, Nov 6
United Airlines Logo
7:54 pm - 1:15 pmRIC-GCM
17h 21m2 stops
United Airlines Logo
2:25 pm - 9:56 pmGCM-RIC
7h 31m1 stop
$406United Airlines
Find Deal
Sun, Feb 8 - Thu, Feb 12
United Airlines Logo
6:10 am - 12:45 pmRIC-GCM
7h 35m1 stop
United Airlines Logo
5:45 pm - 4:31 pmGCM-RIC
22h 46m2 stops
$410United Airlines
Find Deal
Sat, Nov 1 - Tue, Nov 4
Delta Logo
5:30 am - 12:35 pmORF-GCM
7h 05m1 stop
Delta Logo
3:07 pm - 11:59 pmGCM-ORF
8h 52m1 stop
$425Delta
Find Deal
Sat, Feb 7 - Sat, Feb 14
Delta Logo
6:35 am - 12:35 pmRDU-GCM
6h 00m1 stop
Delta Logo
2:00 pm - 10:34 pmGCM-RDU
8h 34m1 stop
$444Delta
Find Deal
Fri, Jan 23 - Sun, Feb 1

Delta flights from Virginia to Cayman Islands

Our best Delta deals on Virginia to Cayman Islands flight tickets
Delta
Feb 7
ORF5:30 amNorfolk
7h 05m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 14
GCM3:07 pmGeorge Town Owen Roberts Intl
8h 52m
1 stop
ORF11:59 pmNorfolk
Delta
Jan 23
RDU6:35 amRaleigh-Durham
6h 00m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 1
GCM2:00 pmGeorge Town Owen Roberts Intl
8h 34m
1 stop
RDU10:34 pmRaleigh-Durham
Delta
Sep 26
ORF6:44 amNorfolk
5h 52m
1 stop
GCM11:36 amGeorge Town Owen Roberts Intl
Sep 29
GCM12:52 pmGeorge Town Owen Roberts Intl
7h 16m
1 stop
ORF9:08 pmNorfolk

United Airlines flights from Virginia to Cayman Islands

Our best United Airlines deals on Virginia to Cayman Islands flight tickets
United Airlines
Feb 8
RIC7:54 pmRichmond Byrd Intl
17h 21m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 12
GCM2:25 pmGeorge Town Owen Roberts Intl
7h 31m
1 stop
RIC9:56 pmRichmond Byrd Intl
United Airlines
Nov 1
RIC6:10 amRichmond Byrd Intl
7h 35m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Nov 4
GCM5:45 pmGeorge Town Owen Roberts Intl
22h 46m
2 stops
RIC4:31 pmRichmond Byrd Intl
United Airlines
Oct 29
DCA8:15 amWashington, D.C. Reagan-National
8h 15m
1 stop
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 5
GCM5:45 pmGeorge Town Owen Roberts Intl
17h 44m
1 stop
DCA11:29 amWashington, D.C. Reagan-National

momondo 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, momondo users made 832,500 searches. Data last updated September 15, 2025.
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

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Tue 1/20

6:40 am-2:55 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 1/27

3:55 pm-10:07 pm

1 stop6h 12m

$284

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Wed 1/7

7:10 am-12:55 pm

1 stop5h 45m

George Town Owen Roberts Intl

Wed 1/14

1:50 pm-8:55 pm

1 stop7h 05m

$286

NorfolkGeorge Town

ORF - GCM

ORFGCM

Norfolk

Mon 1/12

6:41 am-11:41 am

1 stop5h 00m

George Town Owen Roberts Intl

Mon 1/19

2:00 pm-10:26 pm

1 stop8h 26m

$325

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sun 2/8

6:58 am-12:00 pm

1 stop5h 02m

George Town Owen Roberts Intl

Thu 2/12

1:35 pm-9:26 pm

1 stop7h 51m

$346

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Thu 10/30

4:40 pm-11:25 am

2 stops19h 45m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-10:35 pm

1 stop9h 05m

$360

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 10/30

4:30 pm-11:25 am

1 stop19h 55m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-3:51 pm

1 stop26h 21m

$360

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sun 2/8

7:54 pm-1:15 pm

2 stops17h 21m

George Town Owen Roberts Intl

Thu 2/12

2:25 pm-9:56 pm

1 stop7h 31m

$406

RichmondGeorge Town

RIC - GCM

RICGCM

Richmond Byrd Intl

Sat 11/1

6:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Tue 11/4

5:45 pm-4:31 pm

2 stops22h 46m

$410

NorfolkGeorge Town

ORF - GCM

ORFGCM

Norfolk

Sat 2/7

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Sat 2/14

3:07 pm-11:59 pm

1 stop8h 52m

$425

RaleighGeorge Town

RDU - GCM

RDUGCM

Raleigh-Durham

Fri 1/23

6:35 am-12:35 pm

1 stop6h 00m

George Town Owen Roberts Intl

Sun 2/1

2:00 pm-10:34 pm

1 stop8h 34m

$444

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

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

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Sunday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $505. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Monday is $662.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the evening. momondo users have found flights departing from Virginia to Cayman Islands in the evening for as low as $473. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $564 on average. Flights to Cayman Islands from Virginia in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

Fastest flight time

3h 41m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Cayman Islands

1 airport
The fastest flight from Virginia to Cayman Islands takes 3h 41m
Direct flights go from Virginia to Cayman Islands on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)
  • 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?

  • 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
DeltaPriceFrom $192Free CancellationRating
7.9
7,954 reviews
Search Delta flights
American AirlinesPriceFrom $474Free CancellationRating
7.2
10,000 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.

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1 adult
Wed 10/15
Wed 10/22

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