$94+ Cheap flights from the United States 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — GCM
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Find cheap flights from USA to Cayman Islands with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from USA to Cayman IslandsExplore the most affordable flight options available from USA to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
Explore the most affordable flight options available from USA to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 12/37:40 am
BOS
- GCM
1 stop8h 50m
United Airlines
Mon 12/75:45 pm
GCM
- BOS
1 stop18h 50m
United Airlines
Deal found 4/29![United Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/125:31 am
BOS
- GCM
2 stops11h 40m
American Airlines
Tue 6/1612:01 pm
GCM
- BOS
2 stops9h 34m
American Airlines
Deal found 4/29![American Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 4/29. 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 6/69:35 am
EWR
- GCM
Nonstop4h 00m
United Airlines
Sat 6/132:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/29![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
EWR
- GCM
1 stop10h 35m
United Airlines
Sat 6/62:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/30![United Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/2. 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 10/228:10 pm
BOS
- GCM
2 stops41h 15m
United Airlines
Mon 10/264:45 pm
GCM
- BOS
1 stop18h 50m
United Airlines
Deal found 5/2![United Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sun 11/89:10 am
EWR
- GCM
Nonstop4h 05m
United Airlines
Mon 11/165:45 pm
GCM
- EWR
1 stop16h 40m
United Airlines
Deal found 4/29![United Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/198:35 pm
EWR
- GCM
1 stop16h 55m
United Airlines
Sat 5/232:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/29![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 10/228:10 pm
BOS
- GCM
2 stops41h 15m
United Airlines
Sun 10/254:45 pm
GCM
- BOS
2 stops15h 39m
United Airlines
Deal found 4/29![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 4/29. 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 8/186:00 am
EWR
- GCM
1 stop6h 41m
Delta
Tue 8/2512:56 pm
GCM
- EWR
1 stop10h 09m
Delta
Deal found 4/29![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 5/1. 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 8/245:45 am
BOS
- GCM
1 stop6h 56m
Delta
Wed 8/2612:56 pm
GCM
- BOS
1 stop11h 10m
Delta
Deal found 5/1![Delta logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/166:36 am
DCA
- GCM
1 stop5h 55m
American Airlines
Sat 5/2312:31 pm
GCM
- DCA
1 stop6h 29m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/166:25 am
IAD
- GCM
1 stop6h 06m
American Airlines
Sat 5/2312:31 pm
GCM
- IAD
1 stop6h 06m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
Best flights from USA to Cayman IslandsDiscover carefully curated flight deals from USA to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
Discover carefully curated flight deals from USA to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/306:00 am
BOS
- GCM
1 stop10h 07m
American Airlines
Thu 6/45:12 pm
GCM
- BOS
1 stop6h 47m
American Airlines
Deal found 4/29![American Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/198:35 pm
EWR
- GCM
1 stop16h 55m
United Airlines
Sat 5/232:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/29![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 5/2. 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 8/187:00 am
EWR
- GCM
1 stop5h 41m
Delta
Tue 8/2512:56 pm
GCM
- EWR
1 stop10h 09m
Delta
Deal found 5/2![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 5/2. 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.
Sat 5/1610:00 am
BWI
- GCM
1 stop6h 00m
Southwest
Sat 5/234:00 pm
GCM
- BWI
Nonstop3h 20m
Southwest
Deal found 5/2![Southwest logo]()
$360
This KAYAK deal was found by Cheapflights users on 4/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Sat 6/62:15 pm
GCM
- JFK
Nonstop4h 01m
JetBlue
Deal found 4/30![JetBlue logo]()
$367
This Air Canada deal was found by Cheapflights users on 5/3. 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 7/223:45 pm
IAD
- GCM
2 stops20h 40m
Air Canada
Mon 7/2712:25 pm
GCM
- IAD
1 stop24h 56m
Air Canada
Deal found 5/3![Air Canada logo]()
$480
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 10/228:10 pm
BOS
- GCM
2 stops41h 15m
United Airlines
Sun 10/254:45 pm
GCM
- BOS
2 stops15h 39m
United Airlines
Deal found 4/29![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 5/1. 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.
Sun 8/308:15 pm
BOS
- GCM
1 stop16h 26m
Delta
Tue 9/112:56 pm
GCM
- BOS
1 stop11h 10m
Delta
Deal found 5/1![Delta logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:45 am
IAH
- GCM
2 stops35h 50m
Multiple Airlines
Thu 5/284:45 pm
GCM
- IAH
1 stop18h 57m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$669
This Delta deal was found by Cheapflights users on 5/3. 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 8/245:30 am
BOS
- GCM
1 stop7h 09m
Delta
Sat 8/291:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 5/3![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 5/1. 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 8/248:15 pm
BOS
- GCM
1 stop16h 26m
Delta
Thu 9/312:56 pm
GCM
- BOS
1 stop11h 10m
Delta
Deal found 5/1![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/192:10 pm
LGA
- GCM
2 stops23h 20m
United Airlines
Sat 5/231:50 pm
GCM
- LGA
1 stop8h 25m
United Airlines
Deal found 4/29![United Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 5/3. 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 7/229:03 am
LGA
- GCM
2 stops8h 07m
American Airlines
Mon 7/275:10 pm
GCM
- LGA
2 stops14h 10m
American Airlines
Deal found 5/3![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:00 am
BWI
- GCM
1 stop5h 34m
Delta
Mon 6/2212:59 pm
GCM
- BWI
1 stop7h 26m
Delta
Deal found 4/30![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 7/318:25 pm
LGA
- GCM
1 stop18h 05m
United Airlines
Tue 8/41:35 pm
GCM
- LGA
1 stop8h 39m
United Airlines
Deal found 5/1![United Airlines logo]()
$368
This JetBlue deal was found by Cheapflights users on 5/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:59 am
JFK
- GCM
1 stop6h 20m
JetBlue
Sat 5/162:20 pm
GCM
- JFK
Nonstop4h 01m
JetBlue
Deal found 5/2![JetBlue logo]()
$459
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:25 am
BWI
- GCM
Nonstop3h 40m
Southwest
Thu 5/211:05 pm
GCM
- BWI
1 stop7h 40m
Southwest
Deal found 4/29![Southwest logo]()
$460
This American Airlines deal was found by Cheapflights users on 5/2. 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 7/45:00 am
DCA
- GCM
1 stop6h 56m
American Airlines
Tue 7/75:10 pm
GCM
- DCA
1 stop14h 31m
American Airlines
Deal found 5/2![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/28:32 am
DCA
- GCM
2 stops8h 39m
American Airlines
Mon 6/85:12 pm
GCM
- DCA
1 stop14h 48m
American Airlines
Deal found 5/3![American Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 5/3. 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 7/16:10 am
BWI
- GCM
1 stop6h 45m
Southwest
Tue 7/712:50 pm
GCM
- BWI
1 stop7h 20m
Southwest
Deal found 5/3![Southwest logo]()
$499
This United Airlines deal was found by Cheapflights users on 5/3. 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 10/268:00 pm
BOS
- GCM
2 stops20h 30m
United Airlines
Sat 10/311:50 pm
GCM
- BOS
1 stop10h 12m
United Airlines
Deal found 5/3![United Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 5/3. 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 7/16:02 am
DCA
- GCM
1 stop11h 09m
American Airlines
Tue 7/75:10 pm
GCM
- DCA
1 stop14h 31m
American Airlines
Deal found 5/3![American Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 5/3. 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 5/305:35 am
BOS
- GCM
1 stop7h 19m
Delta
Thu 6/41:19 pm
GCM
- BOS
1 stop11h 09m
Delta
Deal found 5/3![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 5/1. 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.
Thu 5/284:30 pm
LGA
- GCM
2 stops20h 40m
Southwest
Mon 6/11:05 pm
GCM
- LGA
2 stops18h 10m
Southwest
Deal found 5/1![Southwest logo]()
$503
This United Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 6/1710:20 pm
IAD
- GCM
1 stop15h 10m
United Airlines
Wed 6/241:35 pm
GCM
- IAD
1 stop9h 56m
United Airlines
Deal found 5/2![United Airlines logo]()
$421
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:50 am
JFK
- GCM
1 stop6h 10m
JetBlue
Thu 5/282:05 pm
GCM
- JFK
1 stop7h 54m
JetBlue
Deal found 4/30![JetBlue logo]()
$600
This Delta deal was found by Cheapflights users on 5/2. 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.
Wed 5/137:29 pm
EWR
- GCM
2 stops17h 25m
Delta
Mon 5/181:19 pm
GCM
- EWR
2 stops23h 10m
Delta
Deal found 5/2![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/166:00 am
BOS
- GCM
1 stop8h 30m
United Airlines
Sat 5/234:15 pm
GCM
- BOS
2 stops22h 01m
United Airlines
Deal found 5/1![United Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 5/1. 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.
Fri 7/32:00 pm
LGA
- GCM
2 stops23h 10m
Southwest
Tue 7/712:50 pm
GCM
- LGA
2 stops18h 25m
Southwest
Deal found 5/1![Southwest logo]()
$522
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/176:30 pm
EWR
- GCM
2 stops18h 00m
American Airlines
Sun 6/2112:01 pm
GCM
- EWR
2 stops20h 58m
American Airlines
Deal found 5/3![American Airlines logo]()
$500
Last-minute flights from USA to Cayman IslandsDiscover last-minute flight deals from USA to Cayman Islands. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Cayman Islands. Data last updated May 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 4/308:35 pm
EWR
- GCM
1 stop16h 55m
United Airlines
Sat 5/22:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/28![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/128:35 pm
EWR
- GCM
1 stop16h 55m
United Airlines
Sat 5/231:50 pm
GCM
- EWR
1 stop8h 51m
United Airlines
Deal found 4/29![United Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/166:36 am
DCA
- GCM
1 stop5h 55m
American Airlines
Sat 5/2312:31 pm
GCM
- DCA
1 stop6h 29m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/166:25 am
IAD
- GCM
1 stop6h 06m
American Airlines
Sat 5/2312:31 pm
GCM
- IAD
1 stop6h 06m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 5/2. 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.
Sat 5/169:25 am
BWI
- GCM
Nonstop3h 40m
Southwest
Sat 5/234:00 pm
GCM
- BWI
Nonstop3h 20m
Southwest
Deal found 5/2![Southwest logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/198:35 pm
EWR
- GCM
1 stop16h 55m
United Airlines
Sat 5/232:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/29![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 5/3. 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 5/258:26 pm
BOS
- GCM
2 stops17h 04m
United Airlines
Sat 5/301:50 pm
GCM
- BOS
1 stop8h 31m
United Airlines
Deal found 5/3![United Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/258:22 pm
IAD
- GCM
1 stop16h 08m
American Airlines
Tue 6/212:33 pm
GCM
- IAD
1 stop6h 00m
American Airlines
Deal found 4/29![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/266:00 am
EWR
- GCM
1 stop6h 30m
American Airlines
Fri 5/2912:33 pm
GCM
- EWR
1 stop8h 35m
American Airlines
Deal found 4/30![American Airlines logo]()
$313
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/267:30 am
EWR
- GCM
2 stops9h 41m
American Airlines
Sat 5/3012:31 pm
GCM
- EWR
1 stop8h 37m
American Airlines
Deal found 4/30![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/298:10 pm
DCA
- GCM
1 stop15h 45m
American Airlines
Tue 6/25:12 pm
GCM
- DCA
1 stop6h 29m
American Airlines
Deal found 5/2![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
EWR
- GCM
1 stop10h 35m
United Airlines
Sat 6/62:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 4/30![United Airlines logo]()
$303
One-way flights from USA to Cayman IslandsSearch for one-way flight options from USA to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
Search for one-way flight options from USA to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This United Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 10/286:00 am
BOS
- GCM
2 stops10h 30m
United Airlines
Deal found 5/2![United Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Deal found 4/30![JetBlue logo]()
$99
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 9/25:27 am
BOS
- GCM
1 stop7h 03m
American Airlines
Deal found 4/29![American Airlines logo]()
$99
This JetBlue deal was found by Cheapflights users on 5/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Deal found 5/1![JetBlue logo]()
$100
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 8/286:42 pm
BOS
- GCM
2 stops18h 43m
United Airlines
Deal found 5/1![United Airlines logo]()
$100
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 6/65:35 am
JFK
- GCM
1 stop8h 36m
American Airlines
Deal found 4/30![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 6/67:29 pm
EWR
- GCM
1 stop17h 01m
American Airlines
Deal found 4/30![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 6/67:00 am
LGA
- GCM
1 stop7h 11m
American Airlines
Deal found 4/30![American Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 8/125:45 am
BOS
- GCM
1 stop6h 56m
Delta
Deal found 4/29![Delta logo]()
$104
This Southwest deal was found by Cheapflights users on 4/30. 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.
Sat 8/18:10 am
BWI
- GCM
Nonstop3h 25m
Southwest
Deal found 4/30![Southwest logo]()
$104
This Super.com deal was found by Cheapflights users on 4/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:40 am
JFK
- GCM
Nonstop4h 20m
JetBlue
Deal found 4/29![JetBlue logo]()
$105
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Thu 6/46:30 am
JFK
- GCM
1 stop6h 00m
American Airlines
Deal found 5/1![American Airlines logo]()
$106
Find flight deals from USA to Cayman Islands
Keep the following information in mind while searching for USA to Cayman Islands flight deals. Data was last updated May 4, 2026.
Round-trip from | $293 (American Airlines) |
|---|---|
One-way from | $94 (United Airlines) |
Popular in | February |
Cheapest in | October |
Average price | $450 |
Good round-trip deal | $260 or less |
Good one-way deal | $126 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA 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 4, 2026.
Use the filters below to find and compare flights from the United States to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 5/30
6:00 am-3:07 pm
1 stop10h 07m
George Town Owen Roberts Intl
Thu 6/4
5:12 pm-12:59 am
1 stop6h 47m
$293
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Tue 5/19
8:35 pm-12:30 pm
1 stop16h 55m
George Town Owen Roberts Intl
Sat 5/23
2:40 pm-7:38 pm
Nonstop3h 58m
$311
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 10/22
8:10 pm-12:25 pm
2 stops41h 15m
George Town Owen Roberts Intl
Sun 10/25
4:45 pm-9:24 am
2 stops15h 39m
$311
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Tue 8/18
7:00 am-11:41 am
1 stop5h 41m
George Town Owen Roberts Intl
Tue 8/25
12:56 pm-12:05 am
1 stop10h 09m
$313
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sun 8/30
8:15 pm-11:41 am
1 stop16h 26m
George Town Owen Roberts Intl
Tue 9/1
12:56 pm-1:06 am
1 stop11h 10m
$313
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/24
5:30 am-11:39 am
1 stop7h 09m
George Town Owen Roberts Intl
Sat 8/29
1:04 pm-11:41 pm
1 stop9h 37m
$313
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/24
8:15 pm-11:41 am
1 stop16h 26m
George Town Owen Roberts Intl
Thu 9/3
12:56 pm-1:06 am
1 stop11h 10m
$313
BaltimoreGeorge Town
BWI - GCM
BWIGCM
Baltimore/Washington
Tue 6/16
7:00 am-11:34 am
1 stop5h 34m
George Town Owen Roberts Intl
Mon 6/22
12:59 pm-9:25 pm
1 stop7h 26m
$321
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Tue 5/19
2:10 pm-12:30 pm
2 stops23h 20m
George Town Owen Roberts Intl
Sat 5/23
1:50 pm-11:15 pm
1 stop8h 25m
$353
BaltimoreGeorge Town
BWI - GCM
BWIGCM
Baltimore/Washington
Sat 5/16
10:00 am-3:00 pm
1 stop6h 00m
George Town Owen Roberts Intl
Sat 5/23
4:00 pm-8:20 pm
Nonstop3h 20m
$360
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from USA with our price prediction graph.
BOS-GCM
EWR-GCM
BWI-GCM
JFK-GCM
IAD-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 the United States to the Cayman Islands
US0-KY0
BOS-GCM
EWR-GCM
BWI-GCM
JFK-GCM
How far ahead should I book a flight from USA to Cayman Islands?
The best time to book flights from USA to Cayman Islands is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from USA to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from USA to Cayman Islands (average of $451). Flying from USA to Cayman Islands in September is currently the most expensive (average of $1,030). 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 US to KY?
Find hourly flight availability from USA 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 May 4, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 56% on flights from USA to Cayman Islands by exploring options for tickets in the evening.
How often are flights from the United States to the Cayman Islands delayed?
About 32% of weekly flights between United States and Cayman Islands have experienced delays in the past year, with the average delay time being 117 minutes.
What is the most punctual flight time for the United States to the Cayman Islands flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Sunday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on the United States to the Cayman Islands flights?
Over the last year, American Airlines have had the lowest number of delays on this route, with just 19% of flights being delayed.
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 May 4, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican Airlines from the United States to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from USA to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for USA 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 USA to Cayman Islands by cabin class
Find flights from USA to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Cayman Islands flights
Browse other USA and Cayman Islands flight options. Last updated on May 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Cayman Islands
Find the right flight back to USA after your stay in Cayman Islands
USA to Cayman Islands flights
Consider these flights traveling from USA to Cayman Islands.
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 7 airlines flying from USA to Cayman Islands
Discover the top 7 airlines that operate flights from USA 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$545 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$449 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$424 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$193 | Average$593 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$294 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$246 | Average$607 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$441 | Average$570 | FlexibilityNo cancel fee | On-time63% |