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Caribbean

$264+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
feb. 7 — feb. 141
sáb. 2/7
sáb. 2/14
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 enero 8, 2026.

Round-trip from

$596
(Air Canada)

One-way from

$264
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$945
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. 10% potential increase in price ($111 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 8, 2026.

This Air Canada deal was found by Cheapflights users on 1/6. 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.
mar. 1/202:00 pmHNL - NAS
2 stops41h 25mAir Canada
jue. 1/229:10 pmNAS - HNL
2 stops29h 30mAir Canada
Deal found 1/6$596
This United Airlines deal was found by Cheapflights users on 1/7. 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.
dom. 2/112:45 pmHNL - SJU
2 stops26h 15mUnited Airlines
mié. 2/182:05 amSJU - HNL
2 stops25h 16mUnited Airlines
Deal found 1/7$698
This Air Canada deal was found by Cheapflights users on 1/6. 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.
lun. 4/131:00 pmHNL - MBJ
2 stops41h 35mAir Canada
mié. 4/2912:30 pmMBJ - HNL
2 stops36h 53mAir Canada
Deal found 1/6$733
This Air Canada deal was found by Cheapflights users on 1/6. 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.
lun. 4/131:00 pmHNL - MBJ
2 stops41h 35mAir Canada
mar. 4/2812:30 pmMBJ - HNL
2 stops52h 10mAir Canada
Deal found 1/6$744
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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.
vie. 1/3012:38 pmHNL - SJU
2 stops27h 48mMultiple Airlines
sáb. 2/73:54 pmSJU - HNL
2 stops32h 59mMultiple Airlines
Deal found 1/7$752
This Orbitz deal was found by Cheapflights users on 1/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/179:55 pmHNL - PUJ
2 stops31h 05mAir Canada
lun. 4/209:20 pmPUJ - HNL
2 stops29h 03mAir Canada
Deal found 1/6$755
This Air Canada deal was found by Cheapflights users on 1/6. 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.
jue. 3/52:00 pmHNL - PUJ
2 stops25h 35mAir Canada
lun. 3/99:35 pmPUJ - HNL
2 stops29h 05mAir Canada
Deal found 1/6$756
This Air Canada deal was found by Cheapflights users on 1/6. 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.
vie. 4/179:55 pmHNL - MBJ
2 stops37h 50mAir Canada
mié. 4/2912:30 pmMBJ - HNL
2 stops36h 53mAir Canada
Deal found 1/6$771
This Mytrip deal was found by Cheapflights users on 1/8. 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.
jue. 1/2210:55 pmHNL - PUJ
2 stops19h 50mMultiple Airlines
dom. 1/258:08 pmPUJ - HNL
3 stops31h 32mMultiple Airlines
Deal found 1/8$774
This Air Canada deal was found by Cheapflights users on 1/6. 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.
vie. 4/179:55 pmHNL - MBJ
2 stops37h 50mAir Canada
sáb. 4/2512:30 pmMBJ - HNL
2 stops52h 10mAir Canada
Deal found 1/6$782
This FlightHub deal was found by Cheapflights users on 1/6. 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.
jue. 4/169:55 pmHNL - MBJ
2 stops32h 40mAir Canada
mié. 4/2912:30 pmMBJ - HNL
2 stops36h 53mAir Canada
Deal found 1/6$784
This Air Canada deal was found by Cheapflights users on 1/6. 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.
mié. 4/151:00 pmHNL - MBJ
2 stops41h 35mAir Canada
mié. 4/2912:30 pmMBJ - HNL
2 stops36h 53mAir Canada
Deal found 1/6$786

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 enero 8, 2026.
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

mar. 1/20

2:00 pm-12:25 pm

2 stops41h 25m

Nassau Intl

jue. 1/22

9:10 pm-9:40 pm

2 stops29h 30m

$596

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

dom. 2/1

12:45 pm-9:00 pm

2 stops26h 15m

San Juan Luis Munoz Marin Intl

mié. 2/18

2:05 am-9:21 pm

2 stops25h 16m

$698

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

mar. 5/5

7:00 am-12:04 pm

2 stops23h 04m

San Juan Luis Munoz Marin Intl

jue. 5/7

1:00 am-7:49 pm

2 stops24h 49m

$698

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

vie. 1/30

12:38 pm-10:26 pm

2 stops27h 48m

San Juan Luis Munoz Marin Intl

sáb. 2/7

3:54 pm-6:53 pm

2 stops32h 59m

$752

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

jue. 3/5

2:00 pm-9:35 pm

2 stops25h 35m

Punta Cana

lun. 3/9

9:35 pm-8:40 pm

2 stops29h 05m

$756

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

jue. 1/22

10:55 pm-12:45 am

2 stops19h 50m

Punta Cana

dom. 1/25

8:08 pm-9:40 pm

3 stops31h 32m

$774

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

vie. 4/17

9:55 pm-4:45 pm

2 stops37h 50m

Montego Bay Sangster Intl

mar. 4/28

12:30 pm-11:40 am

2 stops52h 10m

$782

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

mié. 4/8

5:39 pm-11:01 pm

1 stop23h 22m

San Juan Luis Munoz Marin Intl

lun. 4/13

11:59 pm-2:55 pm

2 stops20h 56m

$786

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

mié. 3/11

2:55 pm-11:49 am

1 stop14h 54m

San Juan Luis Munoz Marin Intl

dom. 3/22

1:05 am-2:33 pm

1 stop19h 28m

$786

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

dom. 4/26

9:40 pm-11:50 pm

2 stops20h 10m

San Juan Luis Munoz Marin Intl

sáb. 5/9

4:55 pm-11:54 am

2 stops24h 59m

$786

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 48 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, May is the cheapest month in which you can book a flight from O'ahu to Caribbean (average of $448). Flying from O'ahu to Caribbean in July is currently the most expensive (average of $1,066). 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.

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 enero 8, 2026.
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
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,139 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,094 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 20h 09m. Fly via Air Canada, United Airlines, or American Airlines to get the fastest option. There are 5651 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, May is the cheapest month in which you can book a flight from O'ahu to Caribbean (average of $448). Flying from O'ahu to Caribbean in July is currently the most expensive (average of $1,066). 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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Alternative routes for O'ahu to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$1,010FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$730Average$1,136FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$773Average$1,242FlexibilityNo cancel feeOn-time69%

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