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Caribbean Islands

$106+ Cheap flights from Oakland, CA (OAK) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Oakland to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

Find flight deals from Oakland to Caribbean Islands

Cheapest flights from Oakland to Caribbean Islands
Explore the most affordable flight options available from Oakland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This FlightHub deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/103:00 pmOAK - SJU
2 stops22h 43mSpirit Airlines
Tue 12/178:31 pmSJU - OAK
2 stops25h 10mSpirit Airlines
Deal found 11/19$230
This CheapOair deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/185:30 amOAK - STT
2 stops25h 09mSpirit Airlines
Wed 12/2511:44 amSTT - OAK
2 stops15h 08mSpirit Airlines
Deal found 11/21$338
This CheapOair deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:25 pmOAK - MBJ
2 stops13h 20mSpirit Airlines
Sat 1/112:49 pmMBJ - OAK
2 stops11h 46mSpirit Airlines
Deal found 11/21$422
This Mytrip deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/73:00 pmOAK - STX
3 stops22h 03mMultiple Airlines
Wed 12/119:30 amSTX - OAK
3 stops27h 55mMultiple Airlines
Deal found 11/21$595
This CheapOair deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/167:06 pmOAK - SDQ
2 stops18h 28mSpirit Airlines
Mon 12/2311:04 amSDQ - OAK
2 stops13h 26mSpirit Airlines
Deal found 11/20$751
This Mytrip deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/229:25 pmOAK - SJU
3 stops32h 22mMultiple Airlines
Thu 1/24:30 amSJU - OAK
3 stops33h 13mMultiple Airlines
Deal found 11/20$913
This CheapOair deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/245:16 pmOAK - KIN
2 stops15h 53mSpirit Airlines
Sat 11/301:14 pmKIN - OAK
2 stops22h 58mSpirit Airlines
Deal found 11/20$1,088
This Alaska Airlines deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/46:00 amOAK - SJU
2 stops29h 15mAlaska Airlines
Wed 12/116:25 amSJU - OAK
2 stops29h 45mAlaska Airlines
Deal found 11/20$1,307
This CheapOair deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/269:25 pmOAK - AUA
2 stops38h 15mSpirit Airlines
Thu 1/24:40 pmAUA - OAK
2 stops31h 50mSpirit Airlines
Deal found 11/21$1,319
This Southwest deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:30 amOAK - SJU
1 stop13h 00mSouthwest
Sat 1/45:35 amSJU - OAK
2 stops13h 45mSouthwest
Deal found 11/21$1,514
This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/185:14 pmOAK - NAS
2 stops15h 42mDelta
Mon 12/231:34 pmNAS - OAK
2 stops13h 40mDelta
Deal found 11/20$1,516
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/186:00 amOAK - KIN
2 stops12h 10mDelta
Tue 1/79:00 amKIN - OAK
2 stops17h 56mDelta
Deal found 11/19$1,898

Find flights from Oakland to Caribbean Islands within your budget

Customize your flight search to find flights from Oakland to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Tue 12/10

3:00 pm-5:43 pm

2 stops22h 43m

San Juan Luis Munoz Marin Intl

Tue 12/17

8:31 pm-5:41 pm

2 stops25h 10m

$230

OaklandSaint Thomas Island

OAK - STT

OAKSTT

Oakland

Mon 1/6

5:30 am-10:39 am

2 stops25h 09m

Saint Thomas Island Cyril E King

Sun 1/12

11:46 am-6:47 am

2 stops23h 01m

$325

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Sat 3/1

7:20 am-11:20 pm

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Wed 3/5

9:05 am-6:05 pm

2 stops13h 00m

$384

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 1/16

5:34 pm-1:37 pm

2 stops17h 03m

Montego Bay Sangster Intl

Thu 1/23

2:42 pm-11:35 pm

2 stops11h 53m

$412

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Tue 1/7

5:06 pm-2:20 pm

2 stops17h 14m

San Juan Luis Munoz Marin Intl

Tue 1/14

7:00 am-4:26 pm

2 stops13h 26m

$423

OaklandPunta Cana

OAK - PUJ

OAKPUJ

Oakland

Sun 1/12

5:34 pm-3:49 pm

2 stops18h 15m

Punta Cana

Thu 1/16

4:54 pm-10:03 pm

3 stops33h 09m

$453

OaklandPunta Cana

OAK - PUJ

OAKPUJ

Oakland

Sun 1/12

5:34 pm-3:49 pm

2 stops18h 15m

Punta Cana

Thu 1/16

8:35 pm-10:03 pm

2 stops29h 28m

$577

OaklandChristiansted

OAK - STX

OAKSTX

Oakland

Sat 12/7

3:00 pm-5:03 pm

3 stops22h 03m

Christiansted Henry Rohlsen

Wed 12/11

9:30 am-9:25 am

3 stops27h 55m

$595

OaklandSanto Domingo

OAK - SDQ

OAKSDQ

Oakland

Sat 2/1

7:42 am-5:13 pm

2 stops29h 31m

Santo Domingo Las Americas

Tue 2/4

4:59 pm-6:47 am

2 stops41h 48m

$613

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 3/27

8:25 pm-1:50 pm

2 stops15h 25m

Montego Bay Sangster Intl

Sun 3/30

2:05 pm-11:15 pm

2 stops11h 10m

$695

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 33 results
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Best time to book a flight from Oakland to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Oakland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Oakland to Caribbean Islands

Get recent, data-driven insights about flights from Oakland to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Oakland, California to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Oakland, California to Caribbean Islands (average of $254). Flying from Oakland, California to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OAK to EPX?

Find hourly flight availability from Oakland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

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 Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated November 21, 2024.
Read reviews from past customers who have flown Spirit Airlines, Southwest and Delta from Oakland to Caribbean Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Spirit Airlines
6.3
Okay
8,169 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from Oakland to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oakland to Caribbean Islands.

  • What are the cheapest airlines to fly from Oakland, California to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Oakland, California to Caribbean Islands are Spirit Airlines ($106), Delta ($256), and Southwest ($497).

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

    The most popular route from Oakland, California to Caribbean Islands is Oakland - San Juan Luis Munoz Marin Intl. You may also consider Oakland - Punta Cana or Oakland - Montego Bay Sangster Intl.

  • Can I find deals for flights from Oakland to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Oakland to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Caribbean Islands.

  • Can I find deals for business class flights from Oakland to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Oakland to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oakland, California to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to Caribbean Islands (average of $254). Flying from Oakland, California to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Oakland to Caribbean Islands

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Top 3 airlines flying from Oakland to Caribbean Islands

Discover the top 3 airlines that operate flights from Oakland to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$262Average$469FlexibilityNo cancel feeOn-time65%
DeltaCheapest$334Average$770FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$478Average$689FlexibilityNo cancel feeOn-time63%
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