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Cayman Islands

$265+ Cheap flights from San Jose (SJC) 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — GCM
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from San Jose to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$616
(United Airlines)

One-way from

$265
(Trip.com)
Provider with most accurate pricing for San Jose-George Town Owen Roberts Intl flight deals.
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From San Jose to Cayman Islands
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One-way flight from San Jose to Cayman Islands
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Find flight deals from San Jose to Cayman Islands

Cheapest flights from San Jose to Cayman Islands
Explore the most affordable flight options available from San Jose to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 30, 2025.

This United Airlines deal was found by Cheapflights users on 1/30. 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.
jue. 3/134:00 pmSJC - GCM
2 stops18h 45mUnited Airlines
jue. 3/204:40 pmGCM - SJC
2 stops26h 54mUnited Airlines
Deal found 1/30$616
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/135:57 pmSJC - GCM
3 stops15h 43mMultiple Airlines
jue. 3/203:00 pmGCM - SJC
3 stops29h 59mMultiple Airlines
Deal found 1/30$628
This Delta deal was found by Cheapflights users on 1/30. 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.
sáb. 2/13:41 pmSJC - GCM
2 stops17h 57mDelta
sáb. 2/82:04 pmGCM - SJC
1 stop11h 00mDelta
Deal found 1/30$820

Find flights from San Jose to Cayman Islands within your budget

Customize your flight search to find flights from San Jose 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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 3/13

4:00 pm-12:45 pm

2 stops18h 45m

George Town Owen Roberts Intl

jue. 3/20

4:40 pm-5:34 pm

2 stops26h 54m

$616

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

jue. 3/13

5:57 pm-11:40 am

3 stops15h 43m

George Town Owen Roberts Intl

jue. 3/20

3:00 pm-6:59 pm

3 stops29h 59m

$628

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 3/15

5:56 pm-3:30 pm

1 stop19h 34m

$265

San JoseGeorge Town

SJC - GCM

SJCGCM

San Jose

sáb. 3/15

6:35 pm-12:45 pm

2 stops40h 10m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Best time to book a flight from San Jose to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from San Jose 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.

Travel insights for flights from San Jose to Cayman Islands

Get recent, data-driven insights about flights from San Jose to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from San Jose to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from San Jose to Cayman Islands (average of $467). Flying from San Jose 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.

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 enero 30, 2025.
United Airlines
7.4
Good
8,906 reviews

Food

6.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.

United Airlines
7.4
Good
8,906 reviews
United Airlines
7.4
Good
8,906 reviews

Food

6.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Jose to Cayman Islands?

    For a flight from San Jose to Cayman Islands, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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 San Jose to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Cayman Islands (average of $467). Flying from San Jose 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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