$170 Find Cheap Flights from Caribbean Islands to San Jose

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to San Jose departing on 7/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Caribbean Islands to San Jose

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to San Jose that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to San Jose

Thu, Sep 25 - Tue, Sep 30
Delta Logo
2:28 pm - 10:58 pmSJU-SJC
11h 30m1 stop
Delta Logo
3:30 pm - 1:23 pmSJC-SJU
18h 53m2 stops
$265Delta
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Thu, Sep 25 - Tue, Sep 30
Delta Logo
12:55 pm - 10:58 pmSJU-SJC
13h 03m1 stop
Delta Logo
2:35 pm - 12:03 pmSJC-SJU
18h 28m2 stops
$275Delta
Find Deal
Wed, Jul 23 - Wed, Jul 30
Spirit Airlines Logo
1:07 pm - 10:36 amSJU-SJC
24h 29m2 stops
Spirit Airlines Logo
6:30 am - 11:32 amSJC-SJU
26h 02m2 stops
$355Spirit Airlines
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Tue, Jul 22 - Wed, Jul 30
Spirit Airlines Logo
1:21 am - 11:54 pmSJU-SJC
25h 33m2 stops
Spirit Airlines Logo
6:30 am - 11:32 amSJC-SJU
26h 02m2 stops
$371Spirit Airlines
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Fri, Aug 1 - Sun, Aug 10
Southwest Logo
5:30 am - 5:35 pmSJU-SJC
15h 05m1 stop
Southwest Logo
8:55 pm - 12:40 pmSJC-SJU
12h 45m1 stop
$389Southwest
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Tue, Jul 22 - Tue, Jul 29
Southwest Logo
5:30 am - 2:40 pmSJU-SJC
12h 10m2 stops
Southwest Logo
8:00 pm - 10:40 amSJC-SJU
11h 40m2 stops
$489Southwest
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Mon, Dec 8 - Sun, Dec 14
Alaska Airlines Logo
8:09 am - 8:48 pmSJU-SJC
16h 39m1 stop
Alaska Airlines Logo
10:20 am - 2:53 pmSJC-SJU
24h 33m2 stops
$540Alaska Airlines
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Mon, Dec 8 - Sun, Dec 14
American Airlines Logo
8:09 am - 8:48 pmSJU-SJC
16h 39m1 stop
American Airlines Logo
5:58 am - 8:55 pmSJC-SJU
10h 57m1 stop
$629American Airlines
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Mon, Jul 14 - Mon, Jul 21
American Airlines Logo
12:59 am - 9:10 amSJU-SJC
11h 11m2 stops
American Airlines Logo
11:38 am - 5:06 amSJC-SJU
14h 28m1 stop
$644American Airlines
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Mon, Jul 14 - Mon, Jul 21
Alaska Airlines Logo
12:59 am - 10:31 pmSJU-SJC
24h 32m2 stops
Alaska Airlines Logo
6:00 am - 11:25 pmSJC-SJU
14h 25m1 stop
$677Alaska Airlines
Find Deal
Useful Info

Good to know

Low seasonSeptember
High seasonNovember
Cheapest flight$170
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 46% increase in price.
Flight from San Juan to San Jose

FAQs for booking flights from Caribbean Islands to San Jose

  • How does KAYAK find such low prices on flights from Caribbean Islands to San Jose?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to San Jose.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to San Jose?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to San Jose?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to San Jose?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to San Jose

 
Need help choosing which airline to fly with from Caribbean Islands to San Jose? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
6.5Food
8.0Crew
6.9Entertainment
7.2Comfort
Airline reviews

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

8.0 ExcellentVictor, Jun 2025AUS - LAX
Read more American Airlines reviews

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

Long 5 hour and 45 min flight and only one drink service and cookie snack

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

Flight boarded from Gate 39 at OGG, the farthest gate in the terminal. There were no Hawaiian themed amenities for the flight. The first class service was mediocre at best; I received not special welcome or recognition as an executive platinum member of American Advantage program. The flight attendants were more concerned with their cell phones than saying "thank you" to the passengers as we disembarked. Fortunately, the flight arrived at LAX a few minutes early.

Bigger seats. Board back to front! Disembark front to back!

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

This flight didn’t happen because AA agents didn’t let us board the flight

Plane was pretty clean, staff was friendly and helpful, flight left about on time arrived early. Took a long time to board and get off the plane - carry on items didn't have enough room so people had to move all around to find places.

The service and food needs to improve to catch up with other international flights

Everything you need to know for your flight to San Jose

Information on the airport you'll fly into in San Jose

San Jose (SJC)

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