Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

$171 Find cheap flights from Caribbean 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 8/20. 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
0 bags
Thu 7/11
Thu 7/18

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

In the last 7 days travelers have searched 44,212,782 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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

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

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

Good to know

Low season

February

High season

April

Cheapest flight

$171
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 40% lower on average.
Flight from San Juan to San Jose

FAQs for booking flights from Caribbean to San Jose

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean to San Jose?

Find which airlines fly direct from Caribbean to San Jose, which days they fly and book direct flights.

Nonstop departures

Caribbean to San Jose

Monday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Tuesday

Aer Lingus, Aeromexico, Air Canada, +33 more

Aer Lingus, Aeromexico, +34 more

Wednesday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Thursday

Aer Lingus, Aeromexico, Air Canada, +35 more

Aer Lingus, Aeromexico, +36 more

Friday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Saturday

Aer Lingus, Aeromexico, Air Canada, +34 more

Aer Lingus, Aeromexico, +35 more

Sunday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

See more direct flights

Nonstop returns

San Jose to Caribbean

Monday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Tuesday

Aer Lingus, Aeromexico, Air Canada, +33 more

Aer Lingus, Aeromexico, +34 more

Wednesday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Thursday

Aer Lingus, Aeromexico, Air Canada, +35 more

Aer Lingus, Aeromexico, +36 more

Friday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

Saturday

Aer Lingus, Aeromexico, Air Canada, +34 more

Aer Lingus, Aeromexico, +35 more

Sunday

Aer Lingus, Aeromexico, Air Canada, +37 more

Aer Lingus, Aeromexico, +38 more

See more direct flights
See more direct flights

Top 3 airlines serving from Caribbean to San Jose

Need help choosing which airline to fly with from Caribbean 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.
8.0
DeltaOverall score based on 10277 reviews
8.2Boarding
8.0Entertainment
7.4Food
7.9Comfort
8.6Crew
Airline reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

2.0 MediocreFelipe, Jun 2024DTW - SAN
Read more about Delta reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

I was sitting at comfort +. One of the Asian male crew was so loud when he delivered service. When he asked questions or what food you need, he was shouting. He must be a prison guard before going Delta.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Connecting flights were poor,especially in Naples.our Lufthansa air bus was a joke.way too small for that long of a flight.no room at all.couldn’t even get out of the seats to move around or go to the bathrooms.we thought we were getting an actual air bus,double decker.i will never fly that long in a plane like that again.kind of misleading to call it an air bus.we actually had more room on our buses that we used.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

They have trouble to keep their flights in schedule. Seems not having enough staff to provide appropriate customer service. Lacking real agents on site to help customers. Have to use QR code/web site/call to be able to talk to real person can help you - and you may have to punch though series of options first, then hold until someone assist you. Similar for baggage claim, no real agent onsite helping if you missing luggage, not like other airline next to UA desk having staff there even after midnight to assist customers.

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

Everything was great except for one thing. I was sitting in seat 1L with plenty of windows. Because we couldn’t sit next to each other, my husband was in 2L with only one window that he had to almost turnhis neck around to look out. Therefore, the window position with 1/2 of the “window” seats in business class is not optimal

I was not expecting much as i was not in a premium cabin. I was pleasantly surprised that the seat in economy plus was spacious and food was ample. Party of 5 with 2 parents and 3 kids.

Outstanding in all respects. Early boarding left early arrived early. We were in business class, so was perfectly fine.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

I really do not like the basic in basic economy.

Book cheap flights from Caribbean to San Jose

Recent round-trip flight deals

8/14Wed
2 stopsAmerican Airlines
20h 06mSJU-SJC
8/21Wed
2 stopsAmerican Airlines
12h 20mSJC-SJU
$300
10/8Tue
1 stopDelta
13h 14mSJU-SJC
10/28Mon
2 stopsDelta
17h 04mSJC-SJU
$364
7/9Tue
3 stopsSpirit Airlines
26h 17mSJU-SJC
7/16Tue
2 stopsSpirit Airlines
11h 28mSJC-SJU
$375
7/9Tue
1 stopSpirit Airlines
18h 46mSJU-SJC
7/16Tue
2 stopsSpirit Airlines
11h 28mSJC-SJU
$380
6/28Fri
1 stopSpirit Airlines
19h 46mSJU-SJC
7/6Sat
1 stopSpirit Airlines
12h 46mSJC-SJU
$390
7/18Thu
1 stop
19h 07mSJU-SJC
7/25Thu
2 stops
23h 16mSJC-SJU
$446
7/17Wed
1 stopJetBlue
12h 25mSJU-SJC
7/23Tue
1 stopJetBlue
11h 25mSJC-SJU
$543
8/13Tue
2 stopsUnited Airlines
36h 11mPOS-SJC
8/19Mon
2 stopsUnited Airlines
33h 42mSJC-POS
$724
8/13Tue
2 stopsUnited Airlines
48h 45mPOS-SJC
8/19Mon
1 stopUnited Airlines
21h 28mSJC-POS
$828
6/22Sat
1 stopJetBlue
11h 20mSJU-SJC
6/29Sat
1 stopJetBlue
11h 35mSJC-SJU
$912

Search by stops

Search by airline

Search by price

Recent one-way flight deals

8/20Tue
2 stopsDelta
15h 03mSJU-SJC
$171
8/19Mon
2 stopsDelta
17h 29mSJU-SJC
$177
8/20Tue
3 stopsSpirit Airlines
26h 26mSJU-SJC
$207
9/29Sun
2 stopsSpirit Airlines
23h 46mSJU-SJC
$210
11/1Fri
3 stopsUnited Airlines
33h 51mSDQ-SJC
$290
8/8Thu
1 stopUnited Airlines
11h 35mSJU-SJC
$297
6/29Sat
1 stopJetBlue
12h 15mSJU-SJC
$396
6/29Sat
2 stopsAmerican Airlines
30h 50mPOS-SJC
$510
6/30Sun
2 stopsAmerican Airlines
54h 50mPOS-SJC
$511
7/5Fri
1 stopJetBlue
18h 55mSDQ-SJC
$856

Search by stops

Search by airline

Search by price

Last minute flights from Caribbean to San Jose

Last minute flight, train and bus deals

6/12Wed
multi-stopCopa Airlines
16h 12mSDQ-SJC
7/10Wed
multi-stopCopa Airlines
16h 12mSJC-SDQ
$1,246

Search by stops

Search by airline

Search by price