Cheap flights from Boston (BOS) to the Cayman Islands from $135

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 3/23. 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.
BOS — GCM
Mar 24 — Mar 311

How far in advance should I book a flight from Boston to Cayman Islands?

To save up to 7% on this flight, we recommend booking at least 18 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Boston to Cayman Islands from $360 1-2 weeks out and tickets from $360 for flights departing within the next 72 hours.

What is the cheapest month to fly from Boston to Cayman Islands?

September is one of the best times of the year to fly to Cayman Islands from Boston. Prices for September average $540 per person but you can even find prices for as low as $291. The most expensive prices can be found in the month of April. Opting for a September flight can save you 35% on your journey compared to booking in April

When is the cheapest time to fly from Boston to Cayman Islands (BOS - KY)?

When flying from Boston to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Air Canada flights from Boston to Cayman Islands

Explore cheap flight options specifically provided by Air Canada for the route between Boston and Cayman Islands. 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 3,145,932 searches. Data last updated March 19, 2024.
Check out some of the cheapest Air Canada flights we've come across from Boston to Cayman Islands. Be sure to come back soon if the deals available don't appeal to you at this time.
Sat 5/1810:20 amBOS - GCM
1 stop26h 10mAir Canada
Sun 6/212:40 pmGCM - BOS
1 stop8h 58mAir Canada
Deal found 3/18$375
Wed 5/294:05 pmBOS - GCM
1 stop20h 25mAir Canada
Sun 6/212:40 pmGCM - BOS
1 stop8h 58mAir Canada
Deal found 3/18$377
Thu 4/186:15 amBOS - GCM
1 stop7h 35mAir Canada
Thu 4/252:00 pmGCM - BOS
2 stops29h 13mAir Canada
Deal found 3/18$397
Wed 5/110:20 amBOS - GCM
1 stop26h 10mAir Canada
Sun 5/512:40 pmGCM - BOS
1 stop8h 58mAir Canada
Deal found 3/17$400
Thu 3/216:15 amBOS - GCM
1 stop7h 35mAir Canada
Fri 3/222:00 pmGCM - BOS
2 stops18h 46mAir Canada
Deal found 3/16$402
Wed 4/177:05 pmBOS - GCM
2 stops18h 45mAir Canada
Thu 4/252:00 pmGCM - BOS
2 stops18h 43mAir Canada
Deal found 3/17$425
Mon 3/256:15 amBOS - GCM
1 stop7h 35mAir Canada
Sun 3/311:20 pmGCM - BOS
2 stops19h 23mAir Canada
Deal found 3/17$667
Thu 3/217:05 pmBOS - GCM
2 stops18h 45mAir Canada
Sun 3/311:20 pmGCM - BOS
2 stops19h 23mAir Canada
Deal found 3/17$697
Thu 4/186:15 amBOS - GCM
1 stop7h 35mAir Canada
Sun 4/211:20 pmGCM - BOS
1 stop20h 10mAir Canada
Deal found 3/17$750

Cheap United Airlines flights from Boston to Cayman Islands

Explore cheap flight options specifically provided by United Airlines for the route between Boston and Cayman Islands. 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 3,145,932 searches. Data last updated March 19, 2024.
Take a gander at the lowest prices we've found on United Airlines flights from Boston to Cayman Islands. Make sure to examine the flight information before completing your reservation.
Thu 4/186:00 amBOS - GCM
1 stop6h 45mUnited Airlines
Thu 4/2512:55 pmGCM - BOS
1 stop7h 43mUnited Airlines
Deal found 3/18$378
Tue 4/166:00 amBOS - GCM
1 stop6h 45mUnited Airlines
Wed 4/2412:55 pmGCM - BOS
1 stop8h 29mUnited Airlines
Deal found 3/18$465
Sun 4/217:15 amBOS - GCM
1 stop30h 20mUnited Airlines
Fri 4/264:15 pmGCM - BOS
1 stop17h 11mUnited Airlines
Deal found 3/18$466
Mon 4/297:19 pmBOS - GCM
2 stops17h 26mUnited Airlines
Wed 5/14:15 pmGCM - BOS
2 stops19h 26mUnited Airlines
Deal found 3/17$473
Sat 7/66:30 amBOS - GCM
1 stop7h 10mUnited Airlines
Sat 7/134:15 pmGCM - BOS
1 stop6h 43mUnited Airlines
Deal found 3/18$508
Mon 3/256:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Fri 3/294:40 pmGCM - BOS
1 stop18h 32mUnited Airlines
Deal found 3/17$515
Sun 3/241:20 pmBOS - GCM
1 stop27h 10mUnited Airlines
Sat 3/301:30 pmGCM - BOS
1 stop8h 42mUnited Airlines
Deal found 3/17$528
Fri 3/226:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Sat 3/301:30 pmGCM - BOS
1 stop8h 42mUnited Airlines
Deal found 3/17$540
Sun 3/246:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Sat 3/304:45 pmGCM - BOS
2 stops21h 56mUnited Airlines
Deal found 3/18$545

Cheap Boston to Cayman Islands flights in March & April 2024

Find cheap flight options from Boston to Cayman Islands specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
These are some of the most attractive deals on flights from Boston to Cayman Islands in 2024. Check back in a little while for more flight options.
Mon 4/85:30 amBOS - GCM
1 stop8h 55mAmerican Airlines
Mon 4/152:25 pmGCM - BOS
1 stop9h 27mAmerican Airlines
Deal found 3/17$375
Sat 4/275:45 amBOS - GCM
1 stop6h 58mDelta
Sat 5/41:08 pmGCM - BOS
1 stop10h 51mDelta
Deal found 3/18$378
Wed 4/177:08 pmBOS - GCM
2 stops16h 47mAmerican Airlines
Wed 4/242:25 pmGCM - BOS
1 stop9h 27mAmerican Airlines
Deal found 3/17$380
Wed 4/108:30 pmBOS - GCM
2 stops15h 25mAmerican Airlines
Mon 4/152:15 pmGCM - BOS
2 stops17h 59mAmerican Airlines
Deal found 3/17$381
Wed 4/175:02 pmBOS - GCM
1 stop21h 23mAmerican Airlines
Wed 4/242:25 pmGCM - BOS
1 stop7h 10mAmerican Airlines
Deal found 3/18$383
Thu 4/185:45 amBOS - GCM
1 stop7h 03mDelta
Mon 4/221:08 pmGCM - BOS
1 stop26h 44mDelta
Deal found 3/17$387
Wed 4/177:08 pmBOS - GCM
1 stop19h 17mAmerican Airlines
Tue 4/232:25 pmGCM - BOS
2 stops17h 36mAmerican Airlines
Deal found 3/17$388
Wed 4/177:08 pmBOS - GCM
1 stop19h 17mAmerican Airlines
Tue 4/232:25 pmGCM - BOS
1 stop17h 49mAmerican Airlines
Deal found 3/17$391
Sat 4/65:30 amBOS - GCM
1 stop6h 40mAmerican Airlines
Sat 4/1312:30 pmGCM - BOS
1 stop7h 22mAmerican Airlines
Deal found 3/17$392

Boston to Cayman Islands 2024 flight deals

Discover exclusive flight deals for travel between Boston and Cayman Islands in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
These are some of the most attractive deals on flights from Boston to Cayman Islands in 2024. Check back in a little while for more flight options.
Wed 5/293:30 pmBOS - GCM
2 stops21h 00mAir Canada
Sun 6/212:40 pmGCM - BOS
1 stop8h 58mAir Canada
Deal found 3/17$375
Sat 5/45:30 amBOS - GCM
1 stop7h 00mAmerican Airlines
Sat 5/1112:10 pmGCM - BOS
1 stop10h 20mAmerican Airlines
Deal found 3/17$377
Thu 8/227:35 pmBOS - GCM
1 stop16h 55mDelta
Fri 8/3012:50 pmGCM - BOS
1 stop9h 42mDelta
Deal found 3/17$378
Wed 4/177:08 pmBOS - GCM
2 stops16h 47mAmerican Airlines
Wed 4/242:25 pmGCM - BOS
1 stop9h 27mAmerican Airlines
Deal found 3/17$380
Wed 4/108:30 pmBOS - GCM
2 stops15h 25mAmerican Airlines
Mon 4/152:15 pmGCM - BOS
2 stops17h 59mAmerican Airlines
Deal found 3/17$381
Wed 4/175:02 pmBOS - GCM
1 stop21h 23mAmerican Airlines
Wed 4/242:25 pmGCM - BOS
1 stop7h 10mAmerican Airlines
Deal found 3/18$383
Sat 11/166:05 amBOS - GCM
1 stop5h 55mAmerican Airlines
Sat 11/231:50 pmGCM - BOS
1 stop19h 52mAmerican Airlines
Deal found 3/18$385
Thu 4/185:45 amBOS - GCM
1 stop7h 03mDelta
Mon 4/221:08 pmGCM - BOS
1 stop26h 44mDelta
Deal found 3/17$387
Wed 4/177:08 pmBOS - GCM
1 stop19h 17mAmerican Airlines
Tue 4/232:25 pmGCM - BOS
2 stops17h 36mAmerican Airlines
Deal found 3/17$388

Non-stop flights to Cayman Islands from Boston

Discover non-stop flight options from Boston to Cayman Islands. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
To help reduce your travel time, choose from one of these non-stop flights from Boston to Cayman Islands. Users can also choose from other Boston to Cayman Islands flights by using the search form above.
Sat 4/69:36 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 4/132:03 pmGCM - BOS
Nonstop4h 01mJetBlue
Deal found 3/17$804
Sat 4/209:36 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 4/272:03 pmGCM - BOS
Nonstop4h 01mJetBlue
Deal found 3/17$1,334
Sat 4/209:36 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 4/272:03 pmGCM - BOS
Nonstop4h 01mJetBlue
Deal found 3/17$1,568
Sat 4/139:36 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 4/202:03 pmGCM - BOS
Nonstop4h 01mJetBlue
Deal found 3/18$2,270

Boston to Cayman Islands flights leaving soon

Find last-minute flight options from Boston to Cayman Islands 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 3,145,932 searches. Data last updated March 19, 2024.
Consider one of these great deals we found on last-minute flights from Boston to Cayman Islands. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Thu 3/216:15 amBOS - GCM
1 stop7h 35mAir Canada
Fri 3/222:00 pmGCM - BOS
2 stops18h 46mAir Canada
Deal found 3/16$402
Thu 3/285:45 amBOS - GCM
1 stop6h 44mAmerican Airlines
Mon 4/112:30 pmGCM - BOS
1 stop8h 01mAmerican Airlines
Deal found 3/18$425
Sat 3/238:00 amBOS - GCM
1 stop7h 00mAmerican Airlines
Tue 3/2612:30 pmGCM - BOS
1 stop9h 25mAmerican Airlines
Deal found 3/17$447
Fri 3/296:04 pmBOS - GCM
1 stop21h 13mAmerican Airlines
Fri 4/52:15 pmGCM - BOS
1 stop22h 06mAmerican Airlines
Deal found 3/17$450
Sat 3/235:45 amBOS - GCM
2 stops8h 20mAmerican Airlines
Tue 3/2612:30 pmGCM - BOS
2 stops9h 04mAmerican Airlines
Deal found 3/17$452
Mon 3/256:15 amBOS - GCM
1 stop7h 35mMultiple Airlines
Mon 4/14:45 pmGCM - BOS
3 stops29h 29mMultiple Airlines
Deal found 3/17$464
Thu 3/218:00 amBOS - GCM
1 stop6h 30mAmerican Airlines
Fri 3/222:45 pmGCM - BOS
1 stop7h 10mAmerican Airlines
Deal found 3/16$472
Fri 3/225:45 amBOS - GCM
1 stop9h 20mDelta
Sun 3/243:30 pmGCM - BOS
1 stop17h 10mDelta
Deal found 3/17$475
Fri 3/295:31 amBOS - GCM
1 stop8h 34mAmerican Airlines
Mon 4/12:05 pmGCM - BOS
1 stop24h 51mAmerican Airlines
Deal found 3/16$487

One-way flights to Cayman Islands from Boston

Search for one-way flight options from Boston to Cayman Islands. 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 3,145,932 searches. Data last updated March 19, 2024.
Take a look at some of the best available options we've come across on one-way flights from Boston to Cayman Islands. Users needing a return flight from Boston to Cayman Islands should utilize the search form above.
Sat 3/237:05 pmBOS - GCM
2 stops42h 45mAir Canada
Deal found 3/18$135
Thu 4/186:47 amBOS - GCM
1 stop7h 38mAmerican Airlines
Deal found 3/18$136
Mon 4/16:55 pmBOS - GCM
1 stop17h 34mAmerican Airlines
Deal found 3/18$151
Mon 4/16:55 pmBOS - GCM
2 stops17h 15mAmerican Airlines
Deal found 3/18$156
Sat 3/2311:25 amBOS - GCM
1 stop26h 25mAir Canada
Deal found 3/18$164
Thu 4/1810:04 amBOS - GCM
2 stops25h 51mAmerican Airlines
Deal found 3/18$181
Tue 4/168:21 amBOS - GCM
2 stops32h 49mMultiple Airlines
Deal found 3/18$212
Tue 4/168:21 amBOS - GCM
3 stops32h 49mMultiple Airlines
Deal found 3/18$220
Tue 4/165:30 amBOS - GCM
1 stop8h 55mAmerican Airlines
Deal found 3/18$231

Find flights from Boston to Cayman Islands within your budget

Customize your flight search to find flights from Boston to Cayman 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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$375 - $484

Route

Depart

Return

Price

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/18

1 stop26h 10m

George Town Owen Roberts Intl

Sun 6/2

1 stop8h 58m

$375

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 5/29

1 stop20h 25m

George Town Owen Roberts Intl

Sun 6/2

1 stop8h 58m

$377

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 4/18

1 stop6h 45m

George Town Owen Roberts Intl

Thu 4/25

1 stop7h 43m

$378

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/17

2 stops16h 47m

George Town Owen Roberts Intl

Wed 4/24

1 stop9h 27m

$380

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 7/13

2 stops16h 09m

George Town Owen Roberts Intl

Fri 1/31

2 stops10h 04m

$381

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 4/18

1 stop7h 03m

George Town Owen Roberts Intl

Mon 4/22

1 stop26h 44m

$387

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/17

1 stop21h 28m

George Town Owen Roberts Intl

Mon 4/22

1 stop26h 44m

$396

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 4/6

1 stop6h 08m

George Town Owen Roberts Intl

Sat 4/13

Nonstop4h 01m

$470

Boston Logan IntlGeorge Town Owen Roberts Intl

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/16

2 stops19h 35m

George Town Owen Roberts Intl

Thu 4/25

1 stop7h 35m

$484

Flights are sorted by cheapest first

Deals found on 3/18

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman 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 Cayman Islands. Reviews last updated March 19, 2024.
Peruse reviews from past customers who have flown with Air Canada, United Airlines and JetBlue from Boston to Cayman Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,551 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.7
Good
4,921 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
11,602 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.3
Good
15,298 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.0
Good
6,717 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.5

Overall

8.1

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

Find useful and relevant information for your journey from Boston to Cayman 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 Boston to Cayman Islands?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Cayman Islands.

  • Can I find flights from Boston to Cayman Islands for under $400 on Cheapflights?

    Yes, there are multiple flights from Boston to Cayman Islands for under $400. The cheapest flight booked recently is on Air Canada for just $375, but on average you can expect to pay $397.

  • Are there nonstop flights from Boston to Cayman Islands for under $900 on Cheapflights?

    Cheapflights has at least 4 direct flights from Boston to Cayman Islands under $900. A good price for a nonstop flight from Boston to Cayman Islands is less than $1,494.

  • Are there last-minute flights available from Boston to Cayman Islands for under $500?

    There are currently 20+ open flights from Boston to Cayman Islands within the next 7 days for less than $500.

  • What are the cheapest airlines to fly from Boston to Cayman Islands one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $135. Users have also found prices from $136 and $273 on American Airlines and JetBlue, respectively.

  • What are the most popular airlines that fly from Boston to Cayman Islands?

  • What are the cheapest flights from Boston to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $132. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $374 on average our data indicates $355 when flying from Boston to Cayman Islands.

  • What does BOS to GCM mean?

    Great question - BOS to GCM just means Boston Logan Intl Airport to George Town Owen Roberts Intl Airport. Now you’ll know what these unique codes when you look for flights! 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 Cayman Brac Gerrard-Smith Airport (CYB), Little Cayman Airport (LYB).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Boston to Cayman Islands

Discover the top 7 airlines that operate flights from Boston to Cayman 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$293Average$438FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$296Average$462FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$299Average$491FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
JetBlueCheapest$340Average$727FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
Air CanadaCheapest$358Average$419FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
British AirwaysCheapest$544Average$757FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Linear Air TaxiCheapest$21,777Average$73,592FlexibilityNo cancel feeOn-timeN/A
Search Linear Air Taxi flights

Search flights from Boston to Cayman Islands by cabin class

Find flights from Boston to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

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 Boston to Cayman Islands?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Cayman Islands from Boston today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Boston to Cayman Islands?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Boston to Cayman Islands.

Can Cheapflights find flights from Boston to Cayman Islands with no change fees?

Certainly. Search results for flights to Cayman Islands from Boston shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Boston to Cayman Islands become cheaper?

Yes, Cheapflights offers price alerts on Boston to Cayman Islands flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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