Find Cheap Flights from Caribbean to San Jose

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

Fri 12/15
Fri 12/22
Any month
Compare vs. KAYAK |

Book cheap flights from Caribbean to San Jose (round-trip)

Airports
Origin
San Juan
$434
only
$434
Piarco
$653
only
$653
Destination
San Jose
$434
only
$434
Wed, Jan 10
SJU
SJC
10h 45m
Mon, Jan 15
SJC
SJU
11h 25m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

Sat, Feb 3
SJU
SJC
10h 49m
Mon, Feb 12
SJC
SJU
15h 18m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 27
POS
SJC
24h 14m
Tue, Mar 13
SJC
POS
12h 19m
Trip: 14 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26019 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

TPA
ORD
Excellent 8.0

Average. Expectation for US airlines are so low this flight score average.

HPN
DCA
Mediocre 2.0

Nothing

Comfort, timeliness.

TUS
PHX
Mediocre 2.0

Nothing.

Everything.

BOS
JFK
Good 6.0

No hassle of changing terminals in JFK, no bagagge claim, AA check-in-this time, was a "good luck"....Connection in Helsinki, very quik!

Finnair flight AY06 are old aircrafts. Every other in-seat monitor was out of order, flight attendants could not do much. That created mess for passengers, trying to move their seats to the ones with working monitors.....

Wed, Dec 27
SJU
SJC
33h 33m
Sat, Jan 6
SJC
SJU
10h 29m
Trip: 11 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52325 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
PUJ
EWR
Good 7.3

The flight was very hot and uncomfortable

LAX
YVR
Excellent 8.0

Checking in was simple with no problems. They made the process easy. Very courteous!

DEN
SFO
Good 7.3

Nice seats, very helpful staff at ticketing and nice crew

Reservation was deleted so check in took a very long time and my seat (reserved weeks in advance) on the long international flight was reassigned to a very undesirable location.

HNL
SFO
Good 6.0

Boarding goes quick, nice seats in economy comfort

No free food besides pretzels on an almost 8 hour flight. Any decent seat is an upchaege to economy plus. WiFi slow, only can access entertainment if you have app download on phone.

ORD
LAS
Okay 4.0

The crew was helpful and friendly, my flight was inexpensive

The seats were incredibly uncomfortable! Also, many people did not understand how to turn off the televisions, so it was pretty distracting to have so many monitors going when we all trying to sleep.

Fri, Dec 29
SJU
SJC
12h 50m
Wed, Jan 17
SJC
SJU
10h 23m
Trip: 20 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7202 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

SEA
JFK
Excellent 8.0

no power outlets

FLL
PHL
Mediocre 3.2

The ladies at the gate were able to provide us with the best updates and tried their best to keep everyone calm and answer as many questions as possible and were constantly checking for updates. They also provided water and chips for us where no one else was trying t do anything at all.

The flight was delayed several hours due to mechanical issues in the cockpit. Why they would think we would want to fly on that plane after the pilot refused the "fix" and left because he and his crew "timed out" because we waited so long. Flight was scheduled to depart at 8:26pm, we didn't depart until well after 1am. I got home at 6am! The ladies at the gate were awesome, however the "supervisor, Armondo Gonzalez Figueroa, only came to restate what had already been said by the gate agents, did not have ANY answers, did not offer any solutions, barely answered any questions, and stopped the gate agents from removing blankets of the plane to provide to the many many passengers who were waiting there freezing. The compensation offered was a joke. HORRIBLE EXPERIENCE!!!!!

JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

Tue, Jan 23
SJU
SJC
13h 27m
Sun, Jan 28
SJC
SJU
11h 25m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
YUL
Excellent 8.0

it was easy to navigate .

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

GSO
ATL
Excellent 10.0

Plane nice and comfortable

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

Fri, May 25
SJU
SJC
21h 10m
Wed, Jun 6
SJC
SJU
11h 53m
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 4
SJU
SJC
23h 44m
Sat, Jan 13
SJC
SJU
16h 11m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Sun, May 6
SJU
SJC
19h 45m
Thu, May 17
SJC
SJU
16h 06m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Dec 26
SJU
SJC
33h 33m
Sat, Jan 6
SJC
SJU
10h 29m
Trip: 12 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52325 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DEN
SFO
Good 7.3

Nice seats, very helpful staff at ticketing and nice crew

Reservation was deleted so check in took a very long time and my seat (reserved weeks in advance) on the long international flight was reassigned to a very undesirable location.

PUJ
EWR
Good 7.3

The flight was very hot and uncomfortable

IAH
FRA
Okay 5.3

The crew wasn’t nice at all The food was bad

ORD
MCO
Mediocre 2.0

Delayed Swiss flight 8 tue 12 dec 2017 led to catastrophe

LAX
EWR
Good 7.6

I had the row to myself. Smooth flight. On time. Actually we got there early.

My arm rest would not stay up. Flight attendant almost seemed rude. Might have been just her tone. She seemed annoyed. I could be wrong.

Thu, Jan 4
SJU
SJC
22h 47m
Fri, Jan 12
SJC
SJU
11h 57m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 3
SJU
SJC
25h 13m
Sat, Jan 13
SJC
SJU
16h 11m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 29
SJU
SJC
11h 14m
Thu, Jan 11
SJC
SJU
12h 25m
Trip: 14 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ZAG
CDG
Good 6.0

Old plane, bad food & old crew

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

Tue, Dec 26
SJU
SJC
33h 33m
Fri, Jan 5
SJC
SJU
27h 05m
Trip: 11 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52325 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
LAX
NRT
Good 7.3

Good price

Stink in the plane

ORD
LAS
Okay 4.0

The crew was helpful and friendly, my flight was inexpensive

The seats were incredibly uncomfortable! Also, many people did not understand how to turn off the televisions, so it was pretty distracting to have so many monitors going when we all trying to sleep.

SFO
SIN
Good 6.6

Awesome and helpful crew

Reservation was deleted so check in took a very long time and my seat (reserved weeks in advance) on the long international flight was reassigned to a very undesirable location. Food was not good, and drink service was only done twice on 17 hour flight. It took an hour to start taxiing after we were all seated and left the gate.

LAX
ORD
Excellent 9.0

Not enough room for my legs, I was uncomfortable.

PUJ
EWR
Good 7.3

The flight was very hot and uncomfortable

Sat, Dec 16
SJU
SJC
14h 35m
Mon, Dec 18
SJC
SJU
13h 24m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26019 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
HPN
DCA
Mediocre 2.0

Nothing

Comfort, timeliness.

ABQ
ORD
Excellent 8.0

everything fine

having to gate-check our hand luggage

GIG
JFK
Okay 4.6

Nice crew

I booked a LATAM flight for a 10.5 hour flight specifically because they have better in flight entertainment. I arrived at the airport and found it it was operated by AA. 10.5 hours with zero in flight entertainment. HORRIBLE EXPERIENCE.

TUS
PHX
Mediocre 2.0

Nothing.

Everything.

AUS
CLT
Excellent 10.0

My Mom was very grateful for the friendly assistance as she is wheelchair bound and was flying aline. Excellent service!!

Nothing.

Mon, Dec 25
SJU
SJC
13h 12m
Sat, Dec 30
SJC
SJU
13h 59m
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7202 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

SEA
JFK
Excellent 8.0

no power outlets

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

Sun, Jan 7
SJU
SJC
26h 11m
Mon, Jan 15
SJC
SJU
42h 51m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 5
SJU
SJC
28h 32m
Sat, Jan 13
SJC
SJU
16h 11m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 15
SJU
SJC
10h 44m
Fri, Dec 29
SJC
SJU
27h 05m
Trip: 15 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52325 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SFO
SIN
Good 6.6

Awesome and helpful crew

Reservation was deleted so check in took a very long time and my seat (reserved weeks in advance) on the long international flight was reassigned to a very undesirable location. Food was not good, and drink service was only done twice on 17 hour flight. It took an hour to start taxiing after we were all seated and left the gate.

ORD
MCO
Mediocre 2.0

Delayed Swiss flight 8 tue 12 dec 2017 led to catastrophe

DEN
SFO
Good 7.3

Nice seats, very helpful staff at ticketing and nice crew

Reservation was deleted so check in took a very long time and my seat (reserved weeks in advance) on the long international flight was reassigned to a very undesirable location.

LAX
YVR
Excellent 8.0

Checking in was simple with no problems. They made the process easy. Very courteous!

LAX
EWR
Good 7.6

I had the row to myself. Smooth flight. On time. Actually we got there early.

My arm rest would not stay up. Flight attendant almost seemed rude. Might have been just her tone. She seemed annoyed. I could be wrong.

Fri, Dec 15
SJU
SJC
16h 02m
Sun, Dec 17
SJC
SJU
11h 59m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.