$138 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 12/13. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San Jose

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
Flight Deals

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, Nov 13 - Mon, Nov 17
Frontier Logo
10:39 pm - 5:34 pmSJU-SJC
22h 55m2 stops
Frontier Logo
6:19 pm - 5:54 pmSJC-SJU
19h 35m2 stops
$314Frontier
Find Deal
Tue, Dec 9 - Fri, Dec 12
Southwest Logo
5:45 am - 2:45 pmSJU-SJC
13h 00m2 stops
Southwest Logo
6:35 am - 1:25 amSJC-SJU
14h 50m2 stops
$390Southwest
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
2:55 pm - 9:32 pmNAS-SJC
9h 37m1 stop
Delta Logo
10:30 pm - 4:45 pmSJC-NAS
15h 15m1 stop
$425Delta
Find Deal
Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
2:35 pm - 12:10 pmNAS-SJC
24h 35m1 stop
United Airlines Logo
1:16 pm - 1:33 pmSJC-NAS
21h 17m1 stop
$504United Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
1:25 pm - 9:49 pmNAS-SJC
11h 24m2 stops
Delta Logo
10:30 pm - 4:45 pmSJC-NAS
15h 15m1 stop
$519Delta
Find Deal
Thu, Nov 13 - Tue, Nov 18
United Airlines Logo
2:05 am - 1:42 pmSJU-SJC
15h 37m2 stops
United Airlines Logo
6:30 am - 9:00 pmSJC-SJU
10h 30m1 stop
$525United Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 14
American Airlines Logo
7:00 am - 8:36 pmSJU-SJC
17h 36m1 stop
American Airlines Logo
6:00 am - 5:19 amSJC-SJU
19h 19m1 stop
$638American Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
Alaska Airlines Logo
7:15 am - 4:43 pmSJU-SJC
13h 28m1 stop
Alaska Airlines Logo
2:07 pm - 6:10 amSJC-SJU
12h 03m1 stop
$674Alaska Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
7:00 am - 8:36 pmSJU-SJC
17h 36m1 stop
American Airlines Logo
2:37 pm - 10:09 amSJC-SJU
15h 32m2 stops
$680American Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 14
Alaska Airlines Logo
3:45 pm - 11:58 amSJU-SJC
24h 13m2 stops
Alaska Airlines Logo
7:00 am - 2:44 pmSJC-SJU
27h 44m2 stops
$699Alaska Airlines
Find Deal

Everything you should know

Cheapest round-trip
$314
Typical prices: $416-$562
Frontier
Thu 11/13Mon 11/17
SJU - SJC • 2 stops
Cheapest one-way
$138
Typical prices: $266-$338
American Airlines
Sat 12/13
SJU - SJC • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Jose!
Useful Info

Good to know

Low seasonOctober
Cheapest flight$138
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 6% lower on average.
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 11030 reviews
6.4Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

We are too tired and frustrated to comment politely at this point

6.0 Goodnancy, Oct 2025PHX - SAN
Read more American Airlines reviews

We are too tired and frustrated to comment politely at this point

The business class seats are dated and uncomfortable. The space is bare minimum and there is absolutely no privacy. For $4K, this is not what I expect.

The flight crew was rude. We were in first class and no one even offered water until an hour after we were in the air. Horrible experience

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Did not get the seat I selected and paid for.

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

There is no room, no gluten free options, or any free internet/entertainment. You have to bring your own tablet or smartphone because there are no screens.

American Airlines is a mediocre airlines: they do not maintain the highest standard of cleanliness in the cabins, and the food is not well thought out. Service is not at top of mind compared to other international airlines such as Singapore Airlines, JAL or others.

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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.