HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$360+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'ahu to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 1, 2025.

Round-trip from

$765
(Delta)

One-way from

$360
(Air Canada)

Popular in

July

Cheapest in

August

Average price

$910
From O'ahu to Caribbean
Search Deals
One-way flight from O'ahu to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals

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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 4/29$765
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2611:15 amHNL - SJU
2 stops17h 05mSouthwest
Mon 6/95:50 pmSJU - HNL
2 stops22h 20mSouthwest
Deal found 4/30$795
This United Airlines deal was found by Cheapflights users on 4/29. 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 8/247:50 pmHNL - SJU
1 stop13h 52mUnited Airlines
Wed 9/31:05 amSJU - HNL
2 stops18h 21mUnited Airlines
Deal found 4/29$803
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 6/225:33 pmHNL - SJU
2 stops18h 32mAmerican Airlines
Fri 6/278:00 amSJU - HNL
2 stops18h 52mAmerican Airlines
Deal found 4/28$815
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2610:45 pmHNL - SJU
3 stops30h 46mMultiple Airlines
Mon 6/912:36 pmSJU - HNL
2 stops39h 01mMultiple Airlines
Deal found 4/30$857
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/812:45 pmHNL - STI
2 stops17h 35mAmerican Airlines
Fri 9/191:35 pmSTI - HNL
2 stops27h 39mAmerican Airlines
Deal found 4/30$879
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/73:15 pmHNL - SJU
1 stop15h 25mJetBlue
Sat 6/143:23 amSJU - HNL
1 stop16h 17mJetBlue
Deal found 4/30$937
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/19:11 pmHNL - SDQ
2 stops17h 19mAmerican Airlines
Sun 9/148:00 amSDQ - HNL
2 stops19h 13mAmerican Airlines
Deal found 4/30$964
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:00 amHNL - SJU
2 stops24h 40mAlaska Airlines
Wed 11/124:35 pmSJU - HNL
3 stops30h 57mAlaska Airlines
Deal found 4/30$1,030
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/13:00 pmHNL - SDQ
1 stop16h 24mDelta
Sun 9/146:10 amSDQ - HNL
2 stops19h 40mDelta
Deal found 4/30$1,094
This Hawaiian Airlines deal was found by Cheapflights users on 4/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/63:35 pmHNL - SJU
1 stop18h 40mHawaiian Airlines
Wed 5/286:55 pmSJU - HNL
1 stop24h 45mHawaiian Airlines
Deal found 4/29$1,143
This Booking.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/910:05 pmHNL - MBJ
2 stops32h 10mAir Canada
Sun 5/1812:10 pmMBJ - HNL
2 stops37h 38mAir Canada
Deal found 4/29$1,208

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 May 1, 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

Sun 8/24

3:45 pm-1:10 pm

1 stop15h 25m

San Juan Luis Munoz Marin Intl

Thu 9/4

7:00 am-9:20 pm

2 stops20h 20m

$765

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 5/26

11:15 am-10:20 am

2 stops17h 05m

San Juan Luis Munoz Marin Intl

Mon 6/9

5:50 pm-10:10 am

2 stops22h 20m

$795

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 8/24

7:50 pm-3:42 pm

1 stop13h 52m

San Juan Luis Munoz Marin Intl

Wed 9/3

1:05 am-1:26 pm

2 stops18h 21m

$803

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 6/22

5:33 pm-6:05 pm

2 stops18h 32m

San Juan Luis Munoz Marin Intl

Fri 6/27

8:00 am-8:52 pm

2 stops18h 52m

$815

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 5/26

10:45 pm-11:31 am

3 stops30h 46m

San Juan Luis Munoz Marin Intl

Mon 6/9

12:36 pm-9:37 pm

2 stops39h 01m

$857

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

12:45 pm-12:20 pm

2 stops17h 35m

Santiago de los Caballeros

Fri 9/19

1:35 pm-11:14 am

2 stops27h 39m

$879

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 5/26

3:15 pm-12:44 pm

1 stop15h 29m

San Juan Luis Munoz Marin Intl

Sun 6/8

3:33 am-1:40 pm

1 stop16h 07m

$909

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Mon 9/1

9:11 pm-8:30 pm

2 stops17h 19m

Santo Domingo Las Americas

Sun 9/14

8:00 am-9:13 pm

2 stops19h 13m

$964

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Mon 9/1

3:00 pm-1:24 pm

1 stop16h 24m

Santo Domingo Las Americas

Sun 9/14

6:10 am-7:50 pm

2 stops19h 40m

$1,094

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 5/27

3:15 pm-4:15 pm

1 stop19h 00m

San Juan Luis Munoz Marin Intl

Wed 6/4

6:55 pm-1:40 pm

1 stop24h 45m

$1,143

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 24 results
1
2
3

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 December is currently the most expensive (average of $336). 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 May 1, 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 May 1, 2025.
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,408 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    $360 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $398 and $413, 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 December is currently the most expensive (average of $336). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'ahu to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Honolulu to Seattle flights
Honolulu to Las Vegas flights
Honolulu to Narita flights
Honolulu to Los Angeles flights
Honolulu to Haneda flights
Honolulu to Denver flights
Honolulu to San Francisco flights
Honolulu to John F Kennedy Intl flights
Honolulu to Kansai Intl flights
Honolulu to Manila flights
Kailua-Kona to Los Angeles flights
Honolulu to O'Hare Intl flights
Honolulu to Minneapolis flights
Honolulu to Dallas/Fort Worth flights
Honolulu to Ontario flights
Honolulu to Suvarnabhumi flights
Honolulu to Portland flights
Kahului to Los Angeles flights
Honolulu to Incheon Intl flights
Honolulu to Sky Harbor Intl flights
Honolulu to Hobby flights
Honolulu to Kahului flights
Honolulu to Salt Lake City flights
Kahului to Seattle flights
Honolulu to San Diego flights
Honolulu to Dulles Intl flights
Honolulu to Orlando flights
Honolulu to Kailua-Kona flights
Honolulu to Newark flights
Honolulu to Vancouver Intl flights
Honolulu to George Bush Intcntl flights
Honolulu to Lihue flights
Honolulu to Anchorage flights
Honolulu to Detroit flights
Kahului to Las Vegas flights
Honolulu to Atlanta flights
Honolulu to Heathrow flights
Honolulu to San Jose flights
Honolulu to Itami flights
Honolulu to Hilo flights
Kailua-Kona to Las Vegas flights
Honolulu to Reagan-National flights
Honolulu to Boston flights
Kahului to Honolulu flights
Honolulu to LaGuardia flights
Honolulu to Oakland flights
Honolulu to Sacramento flights
Honolulu to Austin flights
Lihue to Seattle flights
Honolulu to Long Beach flights

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$940FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$714Average$1,216FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$754Average$1,010FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$802Average$1,327FlexibilityNo cancel feeOn-time85%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.