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Caribbean

$292+ Cheap flights from O'ahu to Caribbean

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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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Cheap flight deals from O'ahu to Caribbean

Keep the following information in mind while searching for O'ahu to Caribbean flight deals. Data was last updated August 13, 2025.

Round-trip from

$710
(Booking.com)

One-way from

$292
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$803
From O'ahu to Caribbean
Search Deals
One-way flight from O'ahu to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from O'ahu to Caribbean

Cheapest flights from O'ahu to Caribbean
Explore the most affordable flight options available from O'ahu to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

This Booking.com deal was found by Cheapflights users on 8/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:55 pmHNL - PUJ
2 stops19h 50mAir Canada
Mon 12/810:25 pmPUJ - HNL
2 stops29h 18mAir Canada
Deal found 8/12$710
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2111:15 amHNL - SJU
2 stops20h 30mUnited Airlines
Sat 10/252:55 pmSJU - HNL
2 stops26h 58mUnited Airlines
Deal found 8/10$711
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:45 pmHNL - PUJ
2 stops24h 40mWestJet
Mon 12/87:20 amPUJ - HNL
2 stops21h 27mWestJet
Deal found 8/11$730
This WestJet deal was found by Cheapflights users on 8/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2110:45 pmHNL - PUJ
2 stops30h 04mWestJet
Tue 10/283:30 pmPUJ - HNL
2 stops28h 25mWestJet
Deal found 8/11$748
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:50 pmHNL - SJU
2 stops16h 36mUnited Airlines
Fri 11/78:10 amSJU - HNL
2 stops18h 53mUnited Airlines
Deal found 8/11$765
This Delta deal was found by Cheapflights users on 8/12. 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 11/511:15 pmHNL - SJU
2 stops19h 41mDelta
Wed 11/127:00 amSJU - HNL
2 stops20h 45mDelta
Deal found 8/12$785
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:00 amHNL - SJU
2 stops24h 44mUnited Airlines
Wed 9/241:05 amSJU - HNL
2 stops24h 44mUnited Airlines
Deal found 8/11$789
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/52:25 pmHNL - SJU
2 stops19h 15mUnited Airlines
Tue 11/112:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 8/12$793
This Air Canada deal was found by Cheapflights users on 8/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:00 pmHNL - POS
2 stops29h 10mAir Canada
Sun 11/92:15 amPOS - HNL
2 stops49h 28mAir Canada
Deal found 8/11$800
This Delta deal was found by Cheapflights users on 8/12. 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.
Fri 9/263:25 pmHNL - PUJ
1 stop15h 07mDelta
Fri 10/31:57 pmPUJ - HNL
2 stops27h 24mDelta
Deal found 8/12$801
This Copa Airlines deal was found by Cheapflights users on 8/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:00 pmHNL - PUJ
2 stops22h 01mCopa Airlines
Wed 10/296:14 pmPUJ - HNL
2 stops31h 49mCopa Airlines
Deal found 8/11$807
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/59:40 pmHNL - SJU
2 stops35h 04mUnited Airlines
Fri 9/193:56 pmSJU - HNL
2 stops25h 22mUnited Airlines
Deal found 8/12$809

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'ahu 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 2,558,603 searches. Data last updated August 13, 2025.
Use the filters below to find and compare flights from O'ahu to Caribbean that are best for you.

Fly from

O'ahu

Fly to

Caribbean

Route

Depart

Return

Price

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 12/4

10:55 pm-12:45 am

2 stops19h 50m

Punta Cana

Mon 12/8

10:25 pm-9:43 pm

2 stops29h 18m

$710

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 10/21

11:15 am-1:45 pm

2 stops20h 30m

San Juan Luis Munoz Marin Intl

Sat 10/25

2:55 pm-11:53 am

2 stops26h 58m

$711

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 12/4

11:45 pm-6:25 am

2 stops24h 40m

Punta Cana

Mon 12/8

7:20 am-10:47 pm

2 stops21h 27m

$730

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Tue 9/9

8:00 am-10:58 am

2 stops20h 58m

Santo Domingo Las Americas

Tue 9/16

5:25 am-7:49 pm

2 stops20h 24m

$747

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Tue 10/21

10:45 pm-10:49 am

2 stops30h 04m

Punta Cana

Tue 10/28

3:30 pm-1:55 pm

2 stops28h 25m

$748

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 10/30

9:50 pm-8:26 pm

2 stops16h 36m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 am-9:03 pm

2 stops18h 53m

$765

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 1/15

10:41 pm-8:50 pm

2 stops16h 09m

San Juan Luis Munoz Marin Intl

Tue 1/20

9:25 am-10:44 pm

2 stops19h 19m

$785

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 10/15

12:59 pm-12:44 pm

2 stops17h 45m

San Juan Luis Munoz Marin Intl

Sun 10/19

7:10 am-8:44 pm

2 stops19h 34m

$785

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

7:00 pm-3:02 pm

1 stop14h 02m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:44 am-8:08 pm

2 stops19h 24m

$785

HonoluluPort of Spain

HNL - POS

HNLPOS

Honolulu

Thu 11/6

2:00 pm-1:10 am

2 stops29h 10m

Port of Spain Piarco Intl

Sun 11/9

2:15 am-9:43 pm

2 stops49h 28m

$800

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 47 results
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Best time to book a flight from O'ahu to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from O'ahu 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.

Cheapflights Insights

Everything you need to know about your flight from O'ahu to Caribbean

What is the cheapest month to book a flight from O'ahu to Caribbean?

Currently, September is the cheapest month in which you can book a flight from O'ahu to Caribbean (average of $254). Flying from O'ahu to Caribbean in June is currently the most expensive (average of $339). 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 FUW to CB?

Find hourly flight availability from O'ahu to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 13, 2025.

When flying from O'ahu to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 13, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from O'ahu to Caribbean by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,920 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

  • Can I find deals for flights from O'ahu to Caribbean that include hotel bookings?

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

  • How can I find direct flights from O'ahu to Caribbean?

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

  • Can I find deals for business class flights from O'ahu to Caribbean?

    Yes. Cheapflights offers flight deals from O'ahu 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.

  • What is the cheapest month to book a flight from O'ahu to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from O'ahu to Caribbean (average of $254). Flying from O'ahu to Caribbean in June is currently the most expensive (average of $339). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from O'ahu to Caribbean

Discover the top 3 airlines that operate flights from O'ahu 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 2,558,603 searches. Data last updated August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$894FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$744Average$1,181FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$771Average$957FlexibilityNo cancel feeOn-time69%

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