Cheap flights from Oakland (OAK) to Caribbean

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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 2022: compare Oakland to Caribbean flight prices with the expected peak season, weather and rainfall in Caribbean.
What is the cheapest month to fly from Oakland, California to Caribbean?

Our data shows that August tends to be the cheapest month to fly to Caribbean from Oakland, California. Users have commonly found prices around $421 for the month, but tickets can be as low as $225. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Oakland, California to Caribbean (OAK - CB)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Caribbean as you normally would.

Cheap flights from Oakland to Caribbean in January, February 2022

The best prices found for OAK to Caribbean flights for January, February
4 Feb - 6 Feb
$164pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland
4 Feb - 6 Feb
$193pp
OAK
Oakland
Spirit Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland
4 Feb - 6 Feb
$194pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
OAK
Oakland

Oakland to Caribbean 2022 flight deals

Cheap flights to Caribbean from Oakland found for this year
4 Feb - 6 Feb
$164pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland
2 Mar - 8 Mar
$172pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
OAK
Oakland
4 Feb - 6 Feb
$193pp
OAK
Oakland
Spirit Airlines
     
3 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
26 Jan - 31 Jan
$217pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland
29 Jan - 6 Feb
$231pp
OAK
Oakland
Spirit Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland
28 Jan - 4 Feb
$235pp
OAK
Oakland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
OAK
Oakland

One-way flights to Caribbean from Oakland

The cheapest one-way flights from Oakland to Caribbean
3:21 am - 10:31 am
Multiple Airlines
2 Stops
27h 10m
OAK - STT
Multiple Airlines
$152
Kiwi.com
4:00 am - 9:51 am
Spirit Airlines
3 Stops
25h 51m
OAK - SXM
Spirit Airlines
$157
SmartFares
2:26 pm - 11:56 am
Frontier
2 Stops
17h 30m
OAK - SDQ
Frontier
$160
Kiwi.com

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

What airport do you fly from for flights from Oakland to Caribbean?

Most people fly from Oakland (OAK) if they book a flight from Oakland to Caribbean. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

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. Spirit Airlines, American 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 Spirit Airlines with this kind of flexibility.

Can I find flights from Oakland, California to Caribbean for under $200 on Cheapflights?

Yes, there are multiple flights from Oakland, California to Caribbean for under $200. The cheapest flight booked recently is on Spirit Airlines for just $172, but on average you can expect to pay $204.

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

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

What are the cheapest flights from Oakland, California to Caribbean?

On average you can expect to pay $211 for a flight from Oakland, California to Caribbean. The cheapest flight overall is $112 while the most popular route, (Oakland - San Juan Luis Munoz Marin Intl) is currently priced at $201.

What are the most popular routes from Oakland, California to Caribbean?

When deciding which route to take from Oakland, California to Caribbean consider Oakland - San Juan Luis Munoz Marin Intl, Oakland - Montego Bay Sangster Intl or Oakland - Punta Cana as they are the most popular.

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

American Airlines, JetBlue and Delta are the most popular airlines when flying from Oakland, California to Caribbean.

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.
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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
American Airlines
$174 $672 No cancel fee 71%
JetBlue
$193 $729 No cancel fee 62%
Delta
$195 $649 No cancel fee N/A
United Airlines
$318 $520 No cancel fee 69%
Spirit Airlines
$326 $522 No cancel fee 65%
Copa Airlines
$513 $668 No cancel fee 70%
Home Caribbean Cheap flights from Oakland to Caribbean