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$138 Find cheap flights from Caribbean to Oakland, California

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oakland departing on 5/22. 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
Sat 5/25
Sat 6/1

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Cheapest flight

$138
Flight from San Juan to Oakland

FAQs for booking flights from Caribbean to Oakland

  • How does KAYAK find such low prices on flights from Caribbean to Oakland?

    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 Oakland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland 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 Oakland?

    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 Oakland 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 Oakland?

    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 Oakland 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 Oakland?

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

Nonstop departures

Caribbean to Oakland

Monday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Tuesday

Advanced Air, Aeromexico, Air France, +18 more

Advanced Air, Aeromexico, +19 more

Wednesday

Advanced Air, Aeromexico, Air France, +18 more

Advanced Air, Aeromexico, +19 more

Thursday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Friday

Advanced Air, Aeromexico, Air France, +21 more

Advanced Air, Aeromexico, +22 more

Saturday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Sunday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

See more direct flights

Nonstop returns

Oakland to Caribbean

Monday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Tuesday

Advanced Air, Aeromexico, Air France, +18 more

Advanced Air, Aeromexico, +19 more

Wednesday

Advanced Air, Aeromexico, Air France, +18 more

Advanced Air, Aeromexico, +19 more

Thursday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Friday

Advanced Air, Aeromexico, Air France, +21 more

Advanced Air, Aeromexico, +22 more

Saturday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

Sunday

Advanced Air, Aeromexico, Air France, +20 more

Advanced Air, Aeromexico, +21 more

See more direct flights
See more direct flights

Top airline flying from Caribbean to Oakland

 
Need help choosing which airline to fly with from Caribbean to Oakland? 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.
6.4
Spirit AirlinesOverall score based on 8756 reviews
6.8boarding
5.3food
7.2crew
5.2entertainment
5.9comfort
Airline reviews

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

2.0 MediocreAnonymous, Apr 2024BWI - LAX
Read more about Spirit Airlines reviews

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

The agent at the check in desk was absolutely rude. The rest of the team after that was good, but the check in process at LAS was miserable. The woman at the desk spoke like we were stupid and was rude throughout the process.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

So bad. The check in process was laborious and the check in agent didn't seem to know how to manage the process efficiently and was confused about how to check in my son's sports equipment. The baggage fees were outrageous and so expensive. $90 for a carry on bag? And $200 additional for 2 check ins. The security lines were insanely long and the terminal was not very nice in the Spirit area. $5 for a water on board. It was my first and last time flying Spirit - I tried to save $ by flying them due to the accommodating schedule but I should have paid for Southwest, because it would've actually ended up less expensive due to the free bags with Southwest. There were no charging ports on the airplane, no wifi and really uncomfortable seating. The flight crew were great though, courteous and efficient in their boarding. Flight was delayed 1 hour, but we made up 15 minutes in flight.

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

thy don't even ofer water we have to buy it for $4.49 and paid for our cary on bags $100 each we never will fly in this company again.

Super cool and laid back, three lovely ladies. Couldn’t ask for better service.

It was fine. Boarding was a little rude. On flight staff was great. The cost to purchase everything was a bit annoying but I get that's the business model.

I liked the fast check in and boarding. The flight fare could be a lot less than what I paid…..

Book cheap flights from Caribbean to Oakland

Recent round-trip flight deals

5/31Fri
2 stopsSpirit Airlines
15h 13mSJU-OAK
6/3Mon
2 stopsSpirit Airlines
41h 55mOAK-SJU
$337
5/31Fri
1 stopSpirit Airlines
17h 02mSJU-OAK
6/3Mon
2 stopsSpirit Airlines
35h 23mOAK-SJU
$343
5/10Fri
2 stopsSpirit Airlines
22h 47mSJU-OAK
5/14Tue
2 stopsSpirit Airlines
16h 30mOAK-SJU
$349
5/10Fri
1 stopSpirit Airlines
17h 02mSJU-OAK
5/14Tue
2 stopsSpirit Airlines
16h 30mOAK-SJU
$363
7/19Fri
1 stopDelta
11h 51mSJU-OAK
7/29Mon
1 stopDelta
9h 54mOAK-SJU
$472
7/19Fri
2 stopsDelta
11h 49mSJU-OAK
7/29Mon
1 stopDelta
9h 54mOAK-SJU
$537
7/19Fri
2 stopsDelta
11h 49mSJU-OAK
7/29Mon
2 stopsDelta
17h 22mOAK-SJU
$605
5/31Fri
3 stopsAmerican Airlines
20h 29mSJU-OAK
6/3Mon
2 stopsAmerican Airlines
24h 45mOAK-SJU
$2,551
5/30Thu
2 stopsAmerican Airlines
26h 14mSJU-OAK
6/3Mon
2 stopsAmerican Airlines
20h 51mOAK-SJU
$5,724
10/20Sun
2 stopsAmerican Airlines
42h 55mPOS-OAK
10/22Tue
2 stopsAmerican Airlines
24h 26mOAK-POS
$6,481

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Recent one-way flight deals

5/22Wed
2 stopsSpirit Airlines
12h 08mSJU-OAK
$138
5/21Tue
3 stopsSpirit Airlines
36h 42mSJU-OAK
$157
5/28Tue
2 stopsSpirit Airlines
25h 40mSJU-OAK
$183
5/22Wed
3 stopsSpirit Airlines
25h 40mSJU-OAK
$185
7/11Thu
2 stopsDelta
18h 39mSJU-OAK
$311
7/13Sat
1 stopSun Country Air
33h 37mSJU-OAK
$313
7/10Wed
3 stops
17h 25mSJU-OAK
$374
7/14Sun
2 stopsDelta
20h 54mSJU-OAK
$376
7/14Sun
2 stopsAlaska Airlines
26h 12mNAS-OAK
$519
7/9Tue
2 stopsAlaska Airlines
25h 55mSJU-OAK
$665

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Last minute flights from Caribbean to Oakland

Last minute flight, train and bus deals

4/29Mon
multi-stop
27h 12mPOS-OAK
5/25Sat
multi-stop
19h 01mOAK-POS
$771
4/29Mon
multi-stop
27h 12mPOS-OAK
5/25Sat
multi-stop
35h 10mOAK-POS
$782
4/29Mon
multi-stop
36h 21mPOS-OAK
5/25Sat
multi-stop
35h 10mOAK-POS
$804
4/26Fri
multi-stop
29h 17mPOS-OAK
5/25Sat
multi-stop
19h 01mOAK-POS
$812
4/26Fri
multi-stop
29h 17mPOS-OAK
5/25Sat
multi-stop
35h 10mOAK-POS
$823
4/26Fri
multi-stop
34h 12mPOS-OAK
5/25Sat
multi-stop
35h 10mOAK-POS
$854
4/26Fri
multi-stop
29h 17mPOS-OAK
5/24Fri
multi-stop
34h 25mOAK-POS
$994
4/26Fri
multi-stop
39h 07mPOS-OAK
5/24Fri
multi-stop
34h 25mOAK-POS
$1,026
4/28Sun
multi-stopSpirit Airlines
24h 11mSJU-OAK
5/5Sun
multi-stopSpirit Airlines
15h 30mOAK-SJU
$1,051
4/26Fri
multi-stopAmerican Airlines
39h 16mPOS-OAK
5/24Fri
multi-stopAmerican Airlines
24h 30mOAK-POS
$6,580

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