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Caribbean

$403+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$785
(Delta)

One-way from

$403
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$1,094
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 ($116 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 June 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 June 16, 2025.

This Delta deal was found by Cheapflights users on 6/16. 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 11/58:55 pmHNL - SJU
2 stops20h 55mDelta
Wed 11/127:00 amSJU - HNL
2 stops20h 47mDelta
Deal found 6/16$785
This United Airlines deal was found by Cheapflights users on 6/16. 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 stops20h 17mUnited Airlines
Thu 9/181:05 amSJU - HNL
2 stops24h 44mUnited Airlines
Deal found 6/16$812
This Gotogate deal was found by Cheapflights users on 6/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1510:05 pmHNL - NAS
2 stops37h 25mAir Canada
Thu 8/216:30 pmNAS - HNL
2 stops32h 20mAir Canada
Deal found 6/15$827
This Booking.com deal was found by Cheapflights users on 6/16. 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 11/68:00 amHNL - MBJ
2 stops27h 35mAir Canada
Mon 11/105:45 pmMBJ - HNL
2 stops48h 09mAir Canada
Deal found 6/16$848
This Orbitz deal was found by Cheapflights users on 6/14. 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.
Fri 11/212:15 pmHNL - PLS
2 stops41h 05mMultiple Airlines
Sat 11/292:40 pmPLS - HNL
2 stops34h 55mMultiple Airlines
Deal found 6/14$856
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 9/83:25 pmHNL - STI
1 stop15h 18mDelta
Sun 9/219:20 pmSTI - HNL
2 stops24h 51mDelta
Deal found 6/16$899
This United Airlines deal was found by Cheapflights users on 6/15. 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 8/157:55 pmHNL - NAS
1 stop11h 55mUnited Airlines
Thu 8/2112:50 pmNAS - HNL
2 stops28h 28mUnited Airlines
Deal found 6/15$899
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Mon 9/110:00 pmHNL - SDQ
2 stops16h 30mAmerican Airlines
Sun 9/147:00 amSDQ - HNL
2 stops20h 32mAmerican Airlines
Deal found 6/14$904
This United Airlines deal was found by Cheapflights users on 6/15. 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 10/169:25 amHNL - MBJ
2 stops21h 18mUnited Airlines
Thu 10/2312:52 pmMBJ - HNL
2 stops29h 35mUnited Airlines
Deal found 6/15$905
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Fri 8/811:04 pmHNL - SJU
2 stops18h 55mAmerican Airlines
Fri 8/226:00 amSJU - HNL
2 stops21h 34mAmerican Airlines
Deal found 6/15$905
This American Airlines deal was found by Cheapflights users on 6/15. 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 10/167:00 pmHNL - MBJ
1 stop13h 47mAmerican Airlines
Thu 10/233:05 pmMBJ - HNL
2 stops25h 06mAmerican Airlines
Deal found 6/15$925
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Mon 9/88:00 amHNL - STI
3 stops25h 12mUnited Airlines
Fri 9/194:23 pmSTI - HNL
2 stops27h 03mUnited Airlines
Deal found 6/16$999

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 June 16, 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

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

8:55 pm-11:50 pm

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:00 am-9:47 pm

2 stops20h 47m

$785

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/5

9:40 pm-11:57 pm

2 stops20h 17m

San Juan Luis Munoz Marin Intl

Thu 9/18

1:05 am-7:49 pm

2 stops24h 44m

$812

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Fri 8/15

10:05 pm-5:30 pm

2 stops37h 25m

Nassau Intl

Thu 8/21

6:30 pm-8:50 pm

2 stops32h 20m

$827

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Thu 11/6

8:00 am-4:35 pm

2 stops27h 35m

Montego Bay Sangster Intl

Mon 11/10

5:45 pm-12:54 pm

2 stops48h 09m

$848

HonoluluProvidenciales

HNL - PLS

HNLPLS

Honolulu

Fri 11/21

2:15 pm-12:20 pm

2 stops41h 05m

Providenciales

Sat 11/29

2:40 pm-8:35 pm

2 stops34h 55m

$856

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

1:25 pm-12:43 pm

2 stops17h 18m

Santiago de los Caballeros

Sun 9/21

9:20 pm-4:11 pm

2 stops24h 51m

$899

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Fri 8/15

7:55 pm-1:50 pm

1 stop11h 55m

Nassau Intl

Thu 8/21

12:50 pm-11:18 am

2 stops28h 28m

$899

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Mon 9/1

10:00 pm-8:30 pm

2 stops16h 30m

Santo Domingo Las Americas

Sun 9/14

7:00 am-9:32 pm

2 stops20h 32m

$904

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 8/8

11:04 pm-11:59 pm

2 stops18h 55m

San Juan Luis Munoz Marin Intl

Fri 8/22

6:00 am-9:34 pm

2 stops21h 34m

$905

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Thu 10/16

9:25 am-11:43 am

2 stops21h 18m

Montego Bay Sangster Intl

Thu 10/23

12:52 pm-1:27 pm

2 stops29h 35m

$905

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 27 results
1
2
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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 June 16, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 16, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Hawaiian Airlines
7.9
Good
2,500 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,801 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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.

  • What are the cheapest airlines to fly from O'ahu to Caribbean one-way?

    $403 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $443 and $867, respectively.

  • 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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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 4 airlines flying from O'ahu to Caribbean

Discover the top 4 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$474Average$1,052FlexibilityNo cancel feeOn-time62%
DeltaCheapest$528Average$940FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$724Average$1,231FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$765Average$995FlexibilityNo cancel feeOn-time69%

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