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Cayman Islands

$83+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — GCM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$270
(United Airlines)

One-way from

$83
(Southwest)

Popular in

December

Cheapest in

March

Average price

$389

Good round-trip deal

$311 or less

Good one-way deal

$115 or less
From USA to Cayman Islands
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One-way flight from USA to Cayman Islands
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Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from USA to Cayman Islands.
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Price to beat on a one-way flight from USA to Cayman Islands.
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Find flight deals from USA to Cayman Islands

Cheapest flights from USA to Cayman Islands
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 September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 11/185:40 amBOS - GCM
1 stop6h 55mDelta
Tue 11/251:50 pmGCM - BOS
1 stop11h 32mDelta
Deal found 9/15$270
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/296:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Sat 12/65:30 pmGCM - BOS
2 stops17h 19mUnited Airlines
Deal found 9/14$274
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/66:00 amBOS - GCM
1 stop7h 45mUnited Airlines
Sat 12/202:25 pmGCM - BOS
1 stop8h 23mUnited Airlines
Deal found 9/14$282
This Delta deal was found by Cheapflights users on 9/13. 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 9/145:35 amBOS - GCM
1 stop7h 01mDelta
Sat 9/2012:52 pmGCM - BOS
1 stop11h 26mDelta
Deal found 9/13$284
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/156:00 amBOS - GCM
2 stops10h 35mUnited Airlines
Sat 11/225:45 pmGCM - BOS
2 stops15h 45mUnited Airlines
Deal found 9/14$298
This eDestinos deal was found by Cheapflights users on 9/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2012:50 pmMIA - GCM
Nonstop3h 00mCayman Airways
Thu 9/254:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 9/13$299
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/66:00 amBOS - GCM
2 stops8h 22mAmerican Airlines
Sat 12/131:25 pmGCM - BOS
2 stops9h 18mAmerican Airlines
Deal found 9/14$302
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/47:30 amBOS - GCM
1 stop6h 54mAmerican Airlines
Sun 12/78:45 amGCM - BOS
1 stop16h 10mAmerican Airlines
Deal found 9/14$303
This Gotogate deal was found by Cheapflights users on 9/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:50 amMIA - GCM
1 stop3h 00mCayman Airways
Wed 11/1211:30 amGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 9/14$304
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/56:25 pmBOS - GCM
1 stop17h 41mAmerican Airlines
Mon 12/88:45 amGCM - BOS
1 stop16h 10mAmerican Airlines
Deal found 9/14$304
This Flysmarter deal was found by Cheapflights users on 9/13. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1510:00 amMIA - GCM
Nonstop1h 35mCayman Airways
Thu 12/184:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 9/13$308
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Mon 9/2211:00 amMIA - GCM
Nonstop1h 35mCayman Airways
Fri 10/104:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 9/14$309

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 September 15, 2025.
Use the filters below to find and compare flights from the United States to the Cayman Islands that are best for you.

Fly from

USA

Fly to

Cayman Islands

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 11/18

5:40 am-12:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

Tue 11/25

1:50 pm-1:22 am

1 stop11h 32m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/15

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 11/22

2:25 pm-10:48 pm

1 stop8h 23m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 11/12

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Sun 11/16

5:45 pm-10:34 am

2 stops16h 49m

$274

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 12/6

5:30 pm-10:49 am

2 stops17h 19m

$274

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/6

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 12/13

5:30 pm-10:49 am

2 stops17h 19m

$274

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/6

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 12/20

2:25 pm-10:48 pm

1 stop8h 23m

$282

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 1/23

6:40 pm-11:00 am

1 stop16h 20m

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-12:59 am

1 stop10h 59m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/19

8:30 pm-12:35 pm

1 stop16h 05m

George Town Owen Roberts Intl

Fri 1/30

3:45 pm-11:06 am

1 stop19h 21m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/10

7:05 pm-1:15 pm

2 stops18h 10m

George Town Owen Roberts Intl

Sat 1/17

2:25 pm-9:52 pm

1 stop7h 27m

$294

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 2/7

7:05 pm-1:15 pm

2 stops18h 10m

George Town Owen Roberts Intl

Sat 2/14

5:30 pm-12:01 am

1 stop6h 31m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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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.
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

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 $467). Flying from USA to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from 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 September 15, 2025.

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

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,912 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • How popular is this USA to Cayman Islands flight route?

    Within the past month, 1 users have taken a look at flights from United States to Cayman Islands.

  • How long is the flight from USA to Cayman Islands?

    Airlines like Delta, United Airlines, and Cayman Airways fly from USA to Cayman Islands in about 1h 35m. The time it takes to get you to your destination can typically vary by up to 5h 40m. USA and Cayman Islands are separated by a distance of 454 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from USA to Cayman Islands one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $83. Delta flights start at $90 while deals on JetBlue start at $91 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from USA to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from USA to Cayman Islands (average of $467). Flying from USA to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for USA to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$168Average$461FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$203Average$452FlexibilityNo cancel feeOn-time62%
DeltaCheapest$214Average$583FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$270Average$599FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$308Average$561FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$379Average$685FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%

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