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Cheap flights from Oakland (OAK) to Caribbean from $150

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 7/23. 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.
OAK — SJU
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
1 adult, Economy
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How far in advance should I book a flight from Oakland, California to Caribbean?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 49 days in advance, which can save you up to 81% on flights from Oakland, California to Caribbean compared to booking the week you need them. Waiting 49 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $355. For sooner than that we have options available in the next 3 days from $622.

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

Our data shows that September tends to be the cheapest month to fly to Caribbean from Oakland, California. Users have commonly found prices around $525 for the month, but tickets can be as low as $242. 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 Spirit Airlines flights from Oakland to Caribbean

Explore cheap flight options specifically provided by Spirit Airlines for the route between Oakland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Mon 7/111:11 amOAK - SJU
2 stops22h 15mSpirit Airlines
Thu 7/44:25 pmSJU - OAK
2 stops28h 00mSpirit Airlines
Deal found 5/15$303
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/46:10 amSJU - OAK
2 stops18h 30mSpirit Airlines
Deal found 5/14$326
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/45:45 amSJU - OAK
3 stops42h 55mSpirit Airlines
Deal found 5/14$332
Tue 6/49:29 pmOAK - SJU
2 stops20h 19mSpirit Airlines
Sat 6/81:30 pmSJU - OAK
2 stops12h 21mSpirit Airlines
Deal found 5/15$343
Wed 8/285:50 amOAK - SJU
2 stops11h 30mSpirit Airlines
Wed 9/46:00 amSJU - OAK
2 stops15h 35mSpirit Airlines
Deal found 5/16$348
Wed 8/285:50 amOAK - SJU
2 stops11h 30mSpirit Airlines
Tue 9/31:09 amSJU - OAK
2 stops20h 26mSpirit Airlines
Deal found 5/16$353
Mon 6/2411:11 amOAK - SJU
2 stops22h 15mSpirit Airlines
Thu 7/44:25 pmSJU - OAK
2 stops28h 00mSpirit Airlines
Deal found 5/15$356
Wed 6/269:22 pmOAK - SJU
2 stops14h 59mSpirit Airlines
Mon 7/89:27 pmSJU - OAK
2 stops22h 22mSpirit Airlines
Deal found 5/16$358
Tue 7/99:29 pmOAK - SJU
2 stops12h 24mSpirit Airlines
Tue 7/1612:41 pmSJU - OAK
2 stops12h 55mSpirit Airlines
Deal found 5/15$359

Cheap Delta flights from Oakland to Caribbean

Explore cheap flight options specifically provided by Delta for the route between Oakland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Sun 9/2210:45 pmOAK - AUA
1 stop12h 30mDelta
Tue 9/242:15 pmAUA - OAK
2 stops29h 16mDelta
Deal found 5/15$562
Thu 10/310:45 pmOAK - SJU
1 stop10h 02mDelta
Mon 10/712:54 pmSJU - OAK
1 stop11h 41mDelta
Deal found 5/15$564
Sun 9/226:00 amOAK - AUA
2 stops28h 00mDelta
Tue 9/242:15 pmAUA - OAK
2 stops29h 16mDelta
Deal found 5/15$627
Thu 10/310:45 pmOAK - SJU
1 stop10h 02mDelta
Mon 10/712:54 pmSJU - OAK
2 stops14h 01mDelta
Deal found 5/15$649
Sun 7/1410:52 pmOAK - MBJ
1 stop12h 08mDelta
Fri 7/191:15 pmMBJ - OAK
1 stop10h 16mDelta
Deal found 5/16$665
Thu 7/1110:52 pmOAK - SJU
1 stop11h 27mDelta
Mon 7/153:08 pmSJU - OAK
2 stops11h 43mDelta
Deal found 5/15$669
Sun 9/1510:45 pmOAK - PUJ
2 stops34h 51mDelta
Thu 10/174:23 pmPUJ - OAK
1 stop32h 12mDelta
Deal found 5/15$673
Sun 9/1510:45 pmOAK - PUJ
1 stop13h 18mDelta
Fri 10/111:55 pmPUJ - OAK
2 stops34h 40mDelta
Deal found 5/15$679
Tue 9/171:15 pmOAK - PUJ
2 stops22h 48mDelta
Thu 10/174:23 pmPUJ - OAK
2 stops34h 32mDelta
Deal found 5/15$686

Cheap Oakland to Caribbean flights in May & June 2024

Find cheap flight options from Oakland to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/46:10 amSJU - OAK
2 stops18h 30mSpirit Airlines
Deal found 5/14$326
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/45:45 amSJU - OAK
3 stops42h 55mSpirit Airlines
Deal found 5/14$332
Tue 6/49:29 pmOAK - SJU
2 stops20h 19mSpirit Airlines
Sat 6/81:30 pmSJU - OAK
2 stops12h 21mSpirit Airlines
Deal found 5/15$343
Mon 6/2411:11 amOAK - SJU
2 stops22h 15mSpirit Airlines
Thu 7/44:25 pmSJU - OAK
2 stops28h 00mSpirit Airlines
Deal found 5/15$356
Wed 6/269:22 pmOAK - SJU
2 stops14h 59mSpirit Airlines
Mon 7/89:27 pmSJU - OAK
2 stops14h 04mSpirit Airlines
Deal found 5/15$362
Wed 6/125:15 amOAK - SJU
3 stops36h 10mSpirit Airlines
Mon 6/178:06 pmSJU - OAK
3 stops27h 21mSpirit Airlines
Deal found 5/15$363
Wed 6/125:15 amOAK - SJU
2 stops34h 50mSpirit Airlines
Mon 6/179:27 pmSJU - OAK
2 stops26h 00mSpirit Airlines
Deal found 5/15$366
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Mon 6/39:15 pmSJU - OAK
3 stops27h 25mSpirit Airlines
Deal found 5/14$372
Sat 6/228:05 pmOAK - SJU
2 stops16h 16mSpirit Airlines
Tue 7/212:41 pmSJU - OAK
2 stops13h 01mSpirit Airlines
Deal found 5/16$374

Oakland to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Oakland and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Mon 7/111:11 amOAK - SJU
2 stops22h 15mSpirit Airlines
Thu 7/44:25 pmSJU - OAK
2 stops28h 00mSpirit Airlines
Deal found 5/15$303
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/46:10 amSJU - OAK
2 stops18h 30mSpirit Airlines
Deal found 5/14$326
Thu 5/3010:32 pmOAK - SJU
3 stops34h 00mSpirit Airlines
Tue 6/45:45 amSJU - OAK
3 stops42h 55mSpirit Airlines
Deal found 5/14$332
Tue 6/49:29 pmOAK - SJU
2 stops20h 19mSpirit Airlines
Sat 6/81:30 pmSJU - OAK
2 stops12h 21mSpirit Airlines
Deal found 5/15$343
Mon 6/2411:11 amOAK - SJU
2 stops22h 15mSpirit Airlines
Thu 7/44:25 pmSJU - OAK
2 stops28h 00mSpirit Airlines
Deal found 5/15$356
Tue 7/99:29 pmOAK - SJU
2 stops12h 24mSpirit Airlines
Tue 7/1612:41 pmSJU - OAK
2 stops12h 55mSpirit Airlines
Deal found 5/15$359
Wed 6/269:22 pmOAK - SJU
2 stops14h 59mSpirit Airlines
Mon 7/89:27 pmSJU - OAK
2 stops14h 04mSpirit Airlines
Deal found 5/15$362
Wed 6/125:15 amOAK - SJU
3 stops36h 10mSpirit Airlines
Mon 6/178:06 pmSJU - OAK
3 stops27h 21mSpirit Airlines
Deal found 5/15$363
Wed 6/125:15 amOAK - SJU
2 stops34h 50mSpirit Airlines
Mon 6/179:27 pmSJU - OAK
2 stops26h 00mSpirit Airlines
Deal found 5/15$366

Oakland to Caribbean flights leaving soon

Find last-minute flight options from Oakland to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Sat 5/255:52 pmOAK - SJU
2 stops27h 38mSpirit Airlines
Sun 6/212:32 pmSJU - OAK
3 stops48h 52mSpirit Airlines
Deal found 5/14$458
Sat 5/255:52 pmOAK - SJU
2 stops27h 38mSpirit Airlines
Sun 6/28:48 pmSJU - OAK
2 stops29h 55mSpirit Airlines
Deal found 5/14$464
Sat 5/255:52 pmOAK - SJU
2 stops27h 38mMultiple Airlines
Sat 6/11:30 amSJU - OAK
2 stops24h 24mMultiple Airlines
Deal found 5/14$483
Sat 5/255:50 amOAK - SJU
3 stops29h 51mSpirit Airlines
Sat 6/13:30 amSJU - OAK
3 stops23h 21mSpirit Airlines
Deal found 5/14$547
Sat 5/255:50 amOAK - SJU
3 stops29h 51mMultiple Airlines
Sat 6/11:30 amSJU - OAK
2 stops24h 24mMultiple Airlines
Deal found 5/14$548
Sat 5/255:52 pmOAK - SJU
3 stops18h 24mSpirit Airlines
Sun 6/28:48 pmSJU - OAK
3 stops40h 36mSpirit Airlines
Deal found 5/14$561
Sat 5/259:59 pmOAK - SJU
1 stop24h 21mSpirit Airlines
Sat 6/13:30 amSJU - OAK
2 stops48h 15mSpirit Airlines
Deal found 5/14$628
Fri 5/249:59 pmOAK - SJU
1 stop26h 31mSpirit Airlines
Mon 5/279:15 pmSJU - OAK
2 stops40h 57mSpirit Airlines
Deal found 5/15$630
Fri 5/2411:54 amOAK - SJU
2 stops28h 53mSpirit Airlines
Mon 5/2711:59 pmSJU - OAK
3 stops26h 03mSpirit Airlines
Deal found 5/15$638

One-way flights to Caribbean from Oakland

Search for one-way flight options from Oakland to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Tue 7/239:29 pmOAK - SJU
2 stops12h 24mSpirit Airlines
Deal found 5/15$150
Wed 6/261:15 pmOAK - SJU
2 stops23h 06mSpirit Airlines
Deal found 5/16$153
Tue 6/115:15 amOAK - SJU
2 stops16h 54mSpirit Airlines
Deal found 5/16$168
Wed 7/105:30 amOAK - SJU
2 stops12h 46mSpirit Airlines
Deal found 5/15$192
Mon 6/31:25 pmOAK - SJU
2 stops20h 16mSpirit Airlines
Deal found 5/15$199
Wed 7/31:15 pmOAK - SJU
2 stops23h 06mSpirit Airlines
Deal found 5/15$206
Tue 6/189:29 pmOAK - SJU
2 stops11h 57mSpirit Airlines
Deal found 5/15$210
Tue 6/189:29 pmOAK - SJU
2 stops11h 57mSpirit Airlines
Deal found 5/16$213
Thu 6/275:15 amOAK - SJU
2 stops12h 10mSpirit Airlines
Deal found 5/15$215

Find flights from Oakland to Caribbean within your budget

Customize your flight search to find flights from Oakland to Caribbean 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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$303 - $854

Route

Depart

Return

Price

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Mon 7/1

2 stops22h 15m

San Juan Luis Munoz Marin Intl

Thu 7/4

2 stops28h 00m

$303

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Thu 5/30

3 stops34h 00m

San Juan Luis Munoz Marin Intl

Tue 6/4

2 stops18h 30m

$326

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Thu 5/30

3 stops34h 00m

San Juan Luis Munoz Marin Intl

Tue 6/4

3 stops42h 55m

$332

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Tue 6/4

2 stops20h 19m

San Juan Luis Munoz Marin Intl

Sat 6/8

2 stops12h 21m

$343

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Wed 8/28

2 stops11h 30m

San Juan Luis Munoz Marin Intl

Wed 9/4

2 stops15h 35m

$348

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sun 6/16

2 stops23h 33m

San Juan Luis Munoz Marin Intl

Sun 6/23

3 stops27h 59m

$494

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Wed 7/3

2 stops23h 06m

San Juan Luis Munoz Marin Intl

Sun 7/7

3 stops41h 31m

$495

OaklandOranjestad Reina Beatrix

OAK - AUA

OAKAUA

Oakland

Sun 9/22

1 stop12h 30m

Oranjestad Reina Beatrix

Tue 9/24

2 stops29h 16m

$562

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Thu 10/3

2 stops15h 22m

San Juan Luis Munoz Marin Intl

Mon 10/7

2 stops27h 55m

$854

Flights are sorted by cheapest first

Deals found on 5/15

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated May 16, 2024.
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,157 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.0
Very good
10,673 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

American Airlines
7.3
Good
14,514 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

British Airways
6.8
Okay
6,829 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Spirit Airlines
6.4
Okay
8,672 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Food

7.3

Crew

8.6

Entertainment

7.3

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Caribbean. 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?

    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.

  • Can I find flights from Oakland, California to Caribbean for under $400 on Cheapflights?

    Yes, there are multiple flights from Oakland, California to Caribbean for under $400. The cheapest flight booked recently is on Spirit Airlines for just $303, but on average you can expect to pay $361.

  • Are there last-minute flights available from Oakland, California to Caribbean for under $500?

    There are currently 20+ open flights from Oakland, California to Caribbean within the next 7 days for less than $500.

  • 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 does OAK to SJU mean?

    OAK and SJU are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. OAK to SJU refers to a flight route from Oakland Airport to San Juan Luis Munoz Marin Intl Airport. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Oakland to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Oakland to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oakland to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oakland to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Oakland to Caribbean that allow pets onboard?

    Many airlines flying from Oakland to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oakland to Caribbean?

    Yes, you can often find last-minute deals on Oakland to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oakland, California to Caribbean flight deals updated?

    The Oakland, California to Caribbean flight deals you see on this page were last updated on 5/15.

See more FAQs

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Top 3 airlines flying from Oakland to Caribbean

Discover the top 3 airlines that operate flights from Oakland to Caribbean. 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 2,637,452 searches. Data last updated May 16, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$486FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$319Average$769FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$407Average$508FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
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San Francisco to Japan flights
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USA to Mumbai flights
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Atlanta to Miami flights
Oakland, California to Middle East flights

Search flights from Oakland to Caribbean by cabin class

Find flights from Oakland to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
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Prem Econ Class
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Oakland to Caribbean?

Cheapflights helps you search for flights from Oakland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Oakland to Caribbean?

Millions of users choose and trust Cheapflights to book the best flight deals from Oakland to Caribbean for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Oakland to Caribbean with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Oakland to Caribbean flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Oakland to Caribbean become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean from Oakland today and book when prices fit your budget.

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