$103+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — GCM
Jun 29 — Jul 61
Round-trip
1 adult, Economy
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Find cheap flights from Virginia to Cayman Islands with Cheapflights
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Cheapest flights from Virginia to Cayman IslandsExplore 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 May 30, 2026.
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 May 30, 2026.
This Justfly.com deal was found by Cheapflights users on 5/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:00 am
RDU
- GCM
1 stop6h 45m
JetBlue
Tue 6/92:05 pm
GCM
- RDU
1 stop7h 02m
JetBlue
Deal found 5/27![JetBlue logo]()
$301
This American Airlines deal was found by Cheapflights users on 5/27. 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 5/285:00 am
RDU
- GCM
1 stop7h 30m
American Airlines
Thu 6/412:33 pm
GCM
- RDU
1 stop5h 45m
American Airlines
Deal found 5/27![American Airlines logo]()
$313
This JetBlue deal was found by Cheapflights users on 5/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:59 am
DCA
- GCM
1 stop7h 01m
JetBlue
Tue 6/92:05 pm
GCM
- DCA
1 stop7h 27m
JetBlue
Deal found 5/28![JetBlue logo]()
$317
This Delta deal was found by Cheapflights users on 5/27. 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 9/215:40 am
RIC
- GCM
1 stop7h 00m
Delta
Mon 9/2812:55 pm
GCM
- RIC
1 stop10h 44m
Delta
Deal found 5/27![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 5/29. 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 6/25:20 am
RDU
- GCM
1 stop7h 34m
Delta
Thu 6/41:19 pm
GCM
- RDU
1 stop9h 57m
Delta
Deal found 5/29![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 5/27. 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 5/285:20 am
ORF
- GCM
1 stop7h 34m
Delta
Tue 6/21:19 pm
GCM
- ORF
1 stop9h 59m
Delta
Deal found 5/27![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 8/226:05 am
RIC
- GCM
1 stop7h 20m
United Airlines
Sat 8/291:35 pm
GCM
- RIC
2 stops19h 22m
United Airlines
Deal found 5/28![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/29. 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 11/75:00 am
CHO
- GCM
2 stops15h 20m
American Airlines
Wed 11/113:14 pm
GCM
- CHO
2 stops19h 11m
American Airlines
Deal found 5/29![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/28:58 am
RDU
- GCM
2 stops8h 13m
American Airlines
Thu 6/45:12 pm
GCM
- RDU
2 stops16h 10m
American Airlines
Deal found 5/29![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 8/156:15 am
ROA
- GCM
1 stop9h 55m
United Airlines
Sat 8/221:35 pm
GCM
- ROA
2 stops19h 06m
United Airlines
Deal found 5/27![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/28. 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 11/76:33 pm
RDU
- GCM
1 stop18h 07m
American Airlines
Sat 11/149:00 am
GCM
- RDU
1 stop8h 00m
American Airlines
Deal found 5/28![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/165:01 am
RDU
- GCM
1 stop7h 29m
American Airlines
Tue 6/235:12 pm
GCM
- RDU
1 stop16h 01m
American Airlines
Deal found 5/29![American Airlines logo]()
$330
Best flights from Virginia to Cayman IslandsDiscover carefully curated flight deals from Virginia to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 30, 2026.
Discover carefully curated flight deals from Virginia to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 30, 2026.
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 8/226:05 am
RIC
- GCM
1 stop7h 20m
United Airlines
Sat 8/291:35 pm
GCM
- RIC
2 stops19h 22m
United Airlines
Deal found 5/28![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/166:00 am
RDU
- GCM
2 stops11h 10m
American Airlines
Tue 7/215:10 pm
GCM
- RDU
1 stop5h 49m
American Airlines
Deal found 5/29![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 5/27. 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 7/146:59 am
DCA
- GCM
1 stop5h 32m
Delta
Tue 7/2112:56 pm
GCM
- DCA
1 stop8h 52m
Delta
Deal found 5/27![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 5/30. 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.
Thu 7/29:00 pm
DCA
- GCM
2 stops15h 55m
Southwest
Mon 7/612:50 pm
GCM
- DCA
1 stop9h 00m
Southwest
Deal found 5/30![Southwest logo]()
$522
This JetBlue deal was found by Cheapflights users on 5/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:20 am
DCA
- GCM
1 stop7h 35m
JetBlue
Sat 8/152:15 pm
GCM
- DCA
1 stop7h 44m
JetBlue
Deal found 5/27![JetBlue logo]()
$586
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Mon 8/106:20 am
RDU
- GCM
1 stop6h 07m
American Airlines
Mon 8/172:10 pm
GCM
- RDU
2 stops18h 17m
American Airlines
Deal found 5/25![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 8/156:15 am
ROA
- GCM
1 stop9h 55m
United Airlines
Sat 8/221:35 pm
GCM
- ROA
2 stops19h 06m
United Airlines
Deal found 5/27![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/25. 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 7/216:00 am
RDU
- GCM
2 stops11h 10m
American Airlines
Mon 7/275:10 pm
GCM
- RDU
2 stops16h 13m
American Airlines
Deal found 5/25![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Mon 8/105:16 pm
CHO
- GCM
2 stops20h 54m
American Airlines
Mon 8/172:10 pm
GCM
- CHO
2 stops18h 40m
American Airlines
Deal found 5/25![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 8/156:00 am
RIC
- GCM
2 stops10h 10m
United Airlines
Sat 8/221:35 pm
GCM
- RIC
1 stop7h 30m
United Airlines
Deal found 5/27![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 5/27. 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 8/186:00 am
IAD
- GCM
1 stop6h 39m
Delta
Tue 8/251:04 pm
GCM
- IAD
1 stop10h 30m
Delta
Deal found 5/27![Delta logo]()
$421
This American Airlines deal was found by Cheapflights users on 5/26. 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 11/75:00 am
CHO
- GCM
2 stops15h 20m
American Airlines
Wed 11/111:00 pm
GCM
- CHO
2 stops19h 30m
American Airlines
Deal found 5/26![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/208:00 pm
CHO
- GCM
2 stops16h 01m
American Airlines
Sat 6/2712:40 pm
GCM
- CHO
2 stops18h 53m
American Airlines
Deal found 5/27![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 7/46:30 am
DCA
- GCM
1 stop8h 00m
United Airlines
Sat 7/111:50 pm
GCM
- DCA
1 stop8h 04m
United Airlines
Deal found 5/29![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 5/25. 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 10/236:55 am
ORF
- GCM
1 stop5h 45m
Delta
Mon 10/2612:55 pm
GCM
- ORF
1 stop10h 19m
Delta
Deal found 5/25![Delta logo]()
$475
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Mon 8/105:30 pm
ROA
- GCM
2 stops18h 57m
American Airlines
Mon 8/1712:00 pm
GCM
- ROA
2 stops21h 02m
American Airlines
Deal found 5/25![American Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 5/26. 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.
Thu 7/29:00 pm
DCA
- GCM
2 stops15h 55m
Southwest
Tue 7/712:50 pm
GCM
- DCA
1 stop9h 00m
Southwest
Deal found 5/26![Southwest logo]()
$572
This American Airlines deal was found by Cheapflights users on 5/27. 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 8/156:13 pm
ROA
- GCM
2 stops17h 47m
American Airlines
Sat 8/2211:55 am
GCM
- ROA
2 stops19h 36m
American Airlines
Deal found 5/27![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 5/28. 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 9/215:40 am
RIC
- GCM
1 stop7h 00m
Delta
Mon 9/2812:55 pm
GCM
- RIC
1 stop10h 44m
Delta
Deal found 5/28![Delta logo]()
$486
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 10/247:55 pm
RIC
- GCM
2 stops17h 20m
United Airlines
Sat 10/311:50 pm
GCM
- RIC
1 stop9h 50m
United Airlines
Deal found 5/27![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/57:26 pm
RDU
- GCM
2 stops16h 34m
American Airlines
Wed 8/122:10 pm
GCM
- RDU
2 stops16h 53m
American Airlines
Deal found 5/30![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Sat 8/18:20 am
DCA
- GCM
1 stop8h 15m
United Airlines
Fri 8/71:35 pm
GCM
- DCA
1 stop9h 24m
United Airlines
Deal found 5/25![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 5/29. 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 9/245:40 am
RIC
- GCM
1 stop7h 00m
Delta
Sun 9/2712:55 pm
GCM
- RIC
1 stop6h 09m
Delta
Deal found 5/29![Delta logo]()
$525
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Mon 7/205:30 pm
RDU
- GCM
1 stop18h 30m
American Airlines
Mon 7/275:10 pm
GCM
- RDU
2 stops16h 13m
American Airlines
Deal found 5/28![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 11/76:30 am
CHO
- GCM
1 stop10h 05m
United Airlines
Wed 11/115:45 pm
GCM
- CHO
2 stops16h 26m
United Airlines
Deal found 5/28![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 5/26. 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 7/297:00 am
RDU
- GCM
1 stop10h 10m
American Airlines
Sun 8/25:10 pm
GCM
- RDU
2 stops16h 13m
American Airlines
Deal found 5/26![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 5/28. 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.
Wed 7/16:00 am
DCA
- GCM
1 stop6h 34m
Delta
Thu 7/912:56 pm
GCM
- DCA
1 stop8h 52m
Delta
Deal found 5/28![Delta logo]()
$548
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sun 11/86:00 am
ORF
- GCM
2 stops10h 30m
United Airlines
Sat 11/142:50 pm
GCM
- ORF
1 stop10h 02m
United Airlines
Deal found 5/28![United Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 5/27. 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 8/195:07 pm
ROA
- GCM
2 stops21h 03m
American Airlines
Wed 8/2612:30 pm
GCM
- ROA
1 stop26h 19m
American Airlines
Deal found 5/27![American Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Tue 10/276:30 am
CHO
- GCM
2 stops10h 00m
United Airlines
Thu 10/294:45 pm
GCM
- CHO
2 stops39h 41m
United Airlines
Deal found 5/25![United Airlines logo]()
$461
Last-minute flights from Virginia to Cayman IslandsDiscover last-minute flight deals from Virginia to Cayman Islands. Data last updated May 30, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Cayman Islands. Data last updated May 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/27. 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 5/285:00 am
RDU
- GCM
1 stop7h 30m
American Airlines
Thu 6/412:33 pm
GCM
- RDU
1 stop5h 45m
American Airlines
Deal found 5/27![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 5/27. 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 5/285:20 am
ORF
- GCM
1 stop7h 34m
Delta
Tue 6/21:19 pm
GCM
- ORF
1 stop9h 59m
Delta
Deal found 5/27![Delta logo]()
$321
This Expedia deal was found by Cheapflights users on 5/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:59 am
DCA
- GCM
1 stop7h 01m
Multiple Airlines
Sat 6/610:55 am
GCM
- DCA
1 stop10h 33m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$334
This Justfly.com deal was found by Cheapflights users on 5/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:00 am
RDU
- GCM
1 stop6h 45m
JetBlue
Tue 6/92:05 pm
GCM
- RDU
1 stop7h 02m
JetBlue
Deal found 5/27![JetBlue logo]()
$301
This Delta deal was found by Cheapflights users on 5/29. 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 6/25:20 am
RDU
- GCM
1 stop7h 34m
Delta
Thu 6/41:19 pm
GCM
- RDU
1 stop9h 57m
Delta
Deal found 5/29![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/28:58 am
RDU
- GCM
2 stops8h 13m
American Airlines
Thu 6/45:12 pm
GCM
- RDU
2 stops16h 10m
American Airlines
Deal found 5/29![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/27:44 am
RDU
- GCM
2 stops9h 27m
American Airlines
Sun 6/75:12 pm
GCM
- RDU
2 stops16h 10m
American Airlines
Deal found 5/28![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/36:00 am
RDU
- GCM
2 stops11h 11m
American Airlines
Sat 6/1312:31 pm
GCM
- RDU
2 stops10h 10m
American Airlines
Deal found 5/27![American Airlines logo]()
$331
This JetBlue deal was found by Cheapflights users on 5/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:59 am
DCA
- GCM
1 stop7h 01m
JetBlue
Tue 6/92:05 pm
GCM
- DCA
1 stop7h 27m
JetBlue
Deal found 5/28![JetBlue logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/165:01 am
RDU
- GCM
1 stop7h 29m
American Airlines
Tue 6/235:12 pm
GCM
- RDU
1 stop16h 01m
American Airlines
Deal found 5/29![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/187:43 pm
RDU
- GCM
1 stop21h 28m
American Airlines
Mon 6/225:12 pm
GCM
- RDU
2 stops16h 10m
American Airlines
Deal found 5/26![American Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 5/27. 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 6/208:00 pm
CHO
- GCM
1 stop16h 30m
American Airlines
Sat 6/2712:40 pm
GCM
- CHO
2 stops18h 53m
American Airlines
Deal found 5/27![American Airlines logo]()
$326
One-way flights from Virginia to Cayman IslandsSearch for one-way flight options from Virginia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 30, 2026.
Search for one-way flight options from Virginia to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 30, 2026.
This SmartFares deal was found by Cheapflights users on 5/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:59 am
DCA
- GCM
1 stop7h 01m
JetBlue
Deal found 5/26![JetBlue logo]()
$103
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/167:01 am
RDU
- GCM
2 stops10h 10m
American Airlines
Deal found 5/28![American Airlines logo]()
$108
This Air Canada deal was found by Cheapflights users on 5/28. 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.
Sat 6/2012:40 pm
DCA
- GCM
2 stops47h 45m
Air Canada
Deal found 5/28![Air Canada logo]()
$144
This Air Canada deal was found by Cheapflights users on 5/28. 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.
Wed 6/2410:10 pm
IAD
- GCM
2 stops14h 15m
Air Canada
Deal found 5/28![Air Canada logo]()
$144
This Air Canada deal was found by Cheapflights users on 5/28. 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 6/239:40 am
DCA
- GCM
2 stops50h 45m
Air Canada
Deal found 5/28![Air Canada logo]()
$147
This Mytrip deal was found by Cheapflights users on 5/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:18 am
IAD
- GCM
2 stops52h 07m
Air Canada
Deal found 5/26![Air Canada logo]()
$150
This Air Canada deal was found by Cheapflights users on 5/30. 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.
Fri 9/412:40 pm
DCA
- GCM
2 stops22h 05m
Air Canada
Deal found 5/30![Air Canada logo]()
$154
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 8/112:40 pm
IAD
- GCM
Nonstop3h 30m
United Airlines
Deal found 5/29![United Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Sun 8/166:16 am
DCA
- GCM
1 stop6h 14m
American Airlines
Deal found 5/27![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Sun 8/166:33 am
IAD
- GCM
1 stop5h 57m
American Airlines
Deal found 5/28![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 5/29. 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 6/46:00 am
DCA
- GCM
1 stop6h 54m
Delta
Deal found 5/29![Delta logo]()
$162
This Delta deal was found by Cheapflights users on 5/29. 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 6/66:08 am
IAD
- GCM
1 stop6h 46m
Delta
Deal found 5/29![Delta logo]()
$162
Find 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 May 30, 2026.
Round-trip from | $321 (United Airlines) |
|---|---|
One-way from | $103 (SmartFares) |
Popular in | March |
Cheapest in | January |
Average price | $344 |
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 May 30, 2026.
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
Cheapest round-trip
RichmondGeorge Town
RIC - GCM
RICGCM
Richmond Byrd Intl
Sat 8/22
6:05 am-12:25 pm
1 stop7h 20m
George Town Owen Roberts Intl
Sat 8/29
1:35 pm-9:57 am
2 stops19h 22m
$326
RaleighGeorge Town
RDU - GCM
RDUGCM
Raleigh-Durham
Thu 7/16
6:00 am-4:10 pm
2 stops11h 10m
George Town Owen Roberts Intl
Tue 7/21
5:10 pm-11:59 pm
1 stop5h 49m
$326
RaleighGeorge Town
RDU - GCM
RDUGCM
Raleigh-Durham
Mon 8/10
6:20 am-11:27 am
1 stop6h 07m
George Town Owen Roberts Intl
Mon 8/17
2:10 pm-9:27 am
2 stops18h 17m
$326
RoanokeGeorge Town
ROA - GCM
ROAGCM
Roanoke
Sat 8/15
6:15 am-3:10 pm
1 stop9h 55m
George Town Owen Roberts Intl
Sat 8/22
1:35 pm-9:41 am
2 stops19h 06m
$326
RaleighGeorge Town
RDU - GCM
RDUGCM
Raleigh-Durham
Tue 7/21
6:00 am-4:10 pm
2 stops11h 10m
George Town Owen Roberts Intl
Mon 7/27
5:10 pm-10:23 am
2 stops16h 13m
$326
CharlottesvilleGeorge Town
CHO - GCM
CHOGCM
Charlottesville Albemarle
Mon 8/10
5:16 pm-1:10 pm
2 stops20h 54m
George Town Owen Roberts Intl
Mon 8/17
2:10 pm-9:50 am
2 stops18h 40m
$326
CharlottesvilleGeorge Town
CHO - GCM
CHOGCM
Charlottesville Albemarle
Sat 11/7
5:00 am-8:20 pm
2 stops15h 20m
George Town Owen Roberts Intl
Wed 11/11
1:00 pm-8:30 am
2 stops19h 30m
$326
CharlottesvilleGeorge Town
CHO - GCM
CHOGCM
Charlottesville Albemarle
Sat 6/20
8:00 pm-11:01 am
2 stops16h 01m
George Town Owen Roberts Intl
Sat 6/27
12:40 pm-8:33 am
2 stops18h 53m
$326
RoanokeGeorge Town
ROA - GCM
ROAGCM
Roanoke
Mon 8/10
5:30 pm-11:27 am
2 stops18h 57m
George Town Owen Roberts Intl
Mon 8/17
12:00 pm-10:02 am
2 stops21h 02m
$326
RoanokeGeorge Town
ROA - GCM
ROAGCM
Roanoke
Sat 8/15
6:13 pm-11:00 am
2 stops17h 47m
George Town Owen Roberts Intl
Sat 8/22
11:55 am-8:31 am
2 stops19h 36m
$326
Showing 1-10 of 53 resultsSorted by cheapest first
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.
RDU-GCM
DCA-GCM
RIC-GCM
ORF-GCM
CHO-GCM
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
USVA-KY0
RDU-GCM
DCA-GCM
RIC-GCM
ORF-GCM
What is the cheapest month to book a flight from Virginia to Cayman Islands?
Currently, May is the cheapest month in which you can book a flight from Virginia to Cayman Islands (average of $98). Flying from Virginia to Cayman Islands in August is currently the most expensive (average of $474). 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.
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Virginia to Cayman Islands by cabin class
Find flights from Virginia to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Virginia and Cayman Islands flights
Browse other Virginia and Cayman Islands flight options. Last updated on May 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
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 May 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$287 | Average$661 | FlexibilityNo cancel fee | On-time71% |