Cheap flights from Oakland (OAK) to Caribbean

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Oakland (OAK) to Caribbean

All the information you need to plan the best OAK to SJU flight in 2021: compare Oakland to Caribbean flight prices with the expected peak season, weather and rainfall in Caribbean.
How far in advance should I book a flight from Oakland to Caribbean?

Users have found that booking a flight from Oakland to Caribbean at least 19 days early can save you up to 7% on average compared to booking a flight this week. If booking 19 days before your flight isn’t an option for you, users have found flights from Oakland to Caribbean for as little as $262 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $281 for flights departing within the next 3 days.

What is the cheapest month to fly from Oakland to Caribbean?

August can be a great time to fly to Caribbean from Oakland with a flight ticket averaging about $313. Cheapflights users have found deals in the month of August for as cheap as $121. The most expensive prices can be found in the month of December.

Cheap flights from Oakland to Caribbean in April, May 2021

The best prices found for OAK to Caribbean flights for April, May
22 Apr - 29 Apr
$264pp
OAK
Oakland
Frontier
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
   
2 STOPS
OAK
Oakland
22 Apr - 29 Apr
$266pp
OAK
Oakland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
OAK
Oakland
8 May - 13 May
$273pp
OAK
Oakland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland

Oakland to Caribbean 2021 flight deals

Cheap flights to Caribbean from Oakland found for this year
22 Apr - 29 Apr
$264pp
OAK
Oakland
Frontier
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
   
2 STOPS
OAK
Oakland
22 Apr - 29 Apr
$266pp
OAK
Oakland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
OAK
Oakland
8 May - 13 May
$273pp
OAK
Oakland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland

Last minute flights from Oakland to Caribbean

Late deals on round-trip flights to Caribbean from Oakland, departing today and this week
22 Apr - 29 Apr
$264pp
OAK
Oakland
Frontier
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
   
2 STOPS
OAK
Oakland
22 Apr - 29 Apr
$266pp
OAK
Oakland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
OAK
Oakland
22 Apr - 28 Apr
$299pp
OAK
Oakland
Frontier
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
   
2 STOPS
OAK
Oakland

One-way flights to Caribbean from Oakland

The cheapest one-way flights from Oakland to Caribbean
8:21 am - 10:29 am
Frontier
2 Stops
23h 08m
OAK - SJU
Frontier
$225
SmartFares
4:15 pm - 12:29 pm
Spirit Airlines
2 Stops
17h 14m
OAK - SJU
Spirit Airlines
$239
Spirit
6:21 am - 2:45 pm
Multiple Airlines
3 Stops
29h 24m
OAK - NAS
Multiple Airlines
$251
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Oakland</span> to <span class="emphasized">Caribbean</span> flights.

Flight FAQs

From Oakland to Caribbean

Are flight prices decreasing from Oakland to Caribbean due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Oakland and Caribbean for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Oakland to Caribbean to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. New policies for travelers booking flights from Oakland to Caribbean include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Oakland to Caribbean have flexible cancellations due to COVID-19?

Some of our airline partners flying from Oakland to Caribbean have new flexible policies in place due to COVID-19. American Airlines, Spirit Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Oakland to Caribbean for under $300 on Cheapflights?

Yes, there are multiple flights from Oakland to Caribbean for under $300. The cheapest flight booked recently is on Frontier for just $264, but on average you can expect to pay $289.

Are there nonstop flights from Oakland to Caribbean for under $300 on Cheapflights?

There are no nonstop flights from Oakland to Caribbean, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Oakland to Caribbean for under $300?

There are currently 20+ open flights from Oakland to Caribbean within the next 7 days for less than $300.

What are the most popular airlines that fly from Oakland to Caribbean?

Before booking your flight from Oakland to Caribbean check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

What are the most popular routes from Oakland to Caribbean?

The most popular flight routes from Oakland to Caribbean are Oakland - San Juan Luis Munoz Marin Intl, Oakland - Punta Cana and Oakland - Nassau Intl.

What are the cheapest Flights from Oakland to Caribbean?

On average you can expect to pay $373 for a flight from Oakland to Caribbean. The cheapest flight overall is $164 while the most popular route, (Oakland - San Juan Luis Munoz Marin Intl) is currently priced at $275.

How long is the flight from Oakland to Caribbean?

A quick flight from Oakland to Caribbean can take about 11h 30m. Spirit Airlines provides one of the quickest options available for as low as $368. This flight may include one or multiple stops.

What are the cheapest airlines flying from Oakland to Caribbean round-trip?

Flying on Frontier is currently your cheapest option to Caribbean, with prices starting at $264. Another option worth looking into is Spirit Airlines, starting at $287 round trip.

What are the cheapest airlines to fly from Oakland to Caribbean one-way?

$126 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $165 and $197, respectively.

Destination points for flights from Oakland to Caribbean

Select to see more specific information for flights from Oakland to all places in Caribbean.

Destination information for Caribbean

Things to know before you go - useful duration and weather info for your trip from Oakland to Caribbean.
Today's exchange rate
$1 = $1.00

Airports servicing Oakland

Top 6 airlines flying from Oakland to Caribbean

The chart below displays the airlines Cheapflights users traveling from Oakland to Caribbean choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$322 $505 No cancel fee 65%
United Airlines
$318 $520 No cancel fee 69%
Copa Airlines
$513 $668 No cancel fee 70%
Delta
$195 $683 No cancel fee N/A
American Airlines
$174 $684 No cancel fee 71%
JetBlue
$193 $729 No cancel fee 62%
Home Caribbean Cheap flights from Oakland to Caribbean