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Caribbean

$359+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Nov 2 — Nov 91
Sun 11/2
Sun 11/9
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 October 3, 2025.

Round-trip from

$666
(Mytrip)

One-way from

$359
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$797
From O'ahu to Caribbean
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One-way flight from O'ahu to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 3, 2025.

This Mytrip deal was found by Cheapflights users on 10/2. 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.
Mon 11/1010:55 pmHNL - NAS
2 stops35h 55mMultiple Airlines
Fri 11/144:50 pmNAS - HNL
3 stops34h 40mMultiple Airlines
Deal found 10/2$666
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/291:25 pmHNL - SJU
3 stops22h 00mUnited Airlines
Tue 11/42:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 10/1$745
This Mytrip deal was found by Cheapflights users on 10/3. 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 11/239:35 pmHNL - AUA
3 stops31h 25mMultiple Airlines
Thu 11/275:50 pmAUA - HNL
3 stops34h 40mMultiple Airlines
Deal found 10/3$760
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Mon 11/2411:50 pmHNL - MBJ
2 stops32h 25mMultiple Airlines
Sat 11/292:50 pmMBJ - HNL
2 stops29h 05mMultiple Airlines
Deal found 10/1$765
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/178:36 pmHNL - SJU
2 stops23h 26mMultiple Airlines
Tue 10/216:22 amSJU - HNL
1 stop37h 31mMultiple Airlines
Deal found 10/1$787
This United Airlines deal was found by Cheapflights users on 10/2. 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 11/512:35 pmHNL - SJU
2 stops18h 14mUnited Airlines
Tue 11/112:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 10/2$810
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Sun 11/210:50 pmHNL - SJU
2 stops16h 10mUnited Airlines
Sat 11/88:10 amSJU - HNL
2 stops18h 53mUnited Airlines
Deal found 10/2$812
This Delta deal was found by Cheapflights users on 10/3. 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 11/54:10 pmHNL - SJU
1 stop14h 26mDelta
Wed 11/127:15 amSJU - HNL
2 stops19h 00mDelta
Deal found 10/3$815
This American Airlines deal was found by Cheapflights users on 10/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:00 pmHNL - SJU
1 stop13h 53mAmerican Airlines
Wed 11/128:20 amSJU - HNL
2 stops17h 48mAmerican Airlines
Deal found 10/2$825
This United Airlines deal was found by Cheapflights users on 9/30. 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 11/268:30 pmHNL - SJU
1 stop14h 06mUnited Airlines
Wed 12/32:05 amSJU - HNL
2 stops21h 20mUnited Airlines
Deal found 9/30$828
This United Airlines deal was found by Cheapflights users on 10/1. 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 12/3010:50 pmHNL - SJU
2 stops16h 36mUnited Airlines
Thu 1/292:05 amSJU - HNL
2 stops25h 03mUnited Airlines
Deal found 10/1$837
This Air Canada deal was found by Cheapflights users on 10/2. 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.
Wed 10/2210:05 pmHNL - PUJ
2 stops35h 15mAir Canada
Wed 10/2912:05 pmPUJ - HNL
2 stops38h 35mAir Canada
Deal found 10/2$844

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 October 3, 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

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 11/10

10:55 pm-3:50 pm

2 stops35h 55m

Nassau Intl

Fri 11/14

4:50 pm-10:30 pm

3 stops34h 40m

$666

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 10/29

1:25 pm-5:25 pm

3 stops22h 00m

San Juan Luis Munoz Marin Intl

Tue 11/4

2:05 am-9:03 pm

2 stops24h 58m

$745

HonoluluOranjestad

HNL - AUA

HNLAUA

Honolulu

Sun 11/23

9:35 pm-11:00 am

3 stops31h 25m

Oranjestad Reina Beatrix

Thu 11/27

5:50 pm-10:30 pm

3 stops34h 40m

$760

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Mon 11/24

11:50 pm-1:15 pm

2 stops32h 25m

Montego Bay Sangster Intl

Sat 11/29

2:50 pm-2:55 pm

2 stops29h 05m

$765

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

12:45 pm-9:26 pm

2 stops26h 41m

San Juan Luis Munoz Marin Intl

Wed 2/18

2:05 am-9:21 pm

2 stops25h 16m

$784

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

7:50 pm-6:22 pm

2 stops16h 32m

San Juan Luis Munoz Marin Intl

Thu 2/19

5:41 am-4:05 pm

2 stops16h 24m

$785

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 11/6

10:50 pm-9:26 pm

2 stops16h 36m

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-9:03 pm

2 stops24h 58m

$810

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

12:35 pm-2:40 pm

2 stops20h 05m

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-9:03 pm

2 stops24h 58m

$810

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Wed 10/22

10:05 pm-3:20 pm

2 stops35h 15m

Punta Cana

Wed 10/29

12:05 pm-8:40 pm

2 stops38h 35m

$844

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Wed 10/22

10:45 pm-1:44 pm

2 stops56h 59m

Punta Cana

Wed 10/29

3:30 pm-9:30 pm

2 stops36h 00m

$870

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 42 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 October 3, 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 October 3, 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
7,966 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

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
7,966 reviews
Delta
8.0
Very good
7,966 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

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
8,940 reviews
Delta
8.0
Very good
7,966 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

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
11,040 reviews
Delta
8.0
Very good
7,966 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

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.

  • How long is the flight from O'ahu to Caribbean?

    There are many flights that can get you from O'ahu to Caribbean in 16h 32m. Fly via United Airlines, American Airlines, or Air Canada to get the fastest option. There are 5876 mi between O'ahu and Caribbean. This flight may include one or multiple stops.

  • 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 October 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$940FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$744Average$1,190FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$771Average$940FlexibilityNo cancel feeOn-time69%

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