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$382+ Cheap flights from Maui 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — SJU
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Find flight deals from Maui to Caribbean

Cheapest flights from Maui to Caribbean
Explore the most affordable flight options available from Maui to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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.
Thu 11/135:10 pmOGG - AUA
1 stop16h 10mDelta
Mon 11/174:35 pmAUA - OGG
2 stops25h 38mDelta
Deal found 10/21$680
This WestJet deal was found by Cheapflights users on 10/23. 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 11/1811:30 pmOGG - KIN
2 stops59h 03mWestJet
Tue 11/254:30 pmKIN - OGG
2 stops34h 57mWestJet
Deal found 10/23$972
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Tue 11/182:46 pmOGG - KIN
3 stops18h 30mAmerican Airlines
Tue 11/253:20 pmKIN - OGG
2 stops27h 11mAmerican Airlines
Deal found 10/23$2,736

Cheap flight deals from Maui to Caribbean

Keep the following information in mind while searching for Maui to Caribbean flight deals. Data was last updated October 23, 2025.

Round-trip from

$680
(Delta)

One-way from

$382
(Kiwi.com)
From Maui to Caribbean
Search Deals
One-way flight from Maui to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maui 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 23, 2025.
Use the filters below to find and compare flights from Maui to Caribbean that are best for you.

Fly from

Maui

Fly to

Caribbean

Route

Depart

Return

Price

KahuluiOranjestad

OGG - AUA

OGGAUA

Kahului

Thu 11/13

5:10 pm-3:20 pm

1 stop16h 10m

Oranjestad Reina Beatrix

Mon 11/17

3:10 pm-6:56 pm

2 stops33h 46m

$680

KahuluiKingston

OGG - KIN

OGGKIN

Kahului

Tue 11/18

11:30 pm-3:33 pm

2 stops59h 03m

Kingston Norman Manley

Tue 11/25

4:30 pm-10:27 pm

2 stops34h 57m

$972

KahuluiKingston

OGG - KIN

OGGKIN

Kahului

Tue 11/18

2:46 pm-2:16 pm

3 stops18h 30m

Kingston Norman Manley

Tue 11/25

3:20 pm-1:31 pm

2 stops27h 11m

$2,736

KahuluiOranjestad

OGG - AUA

OGGAUA

Kahului

Sat 3/14

9:30 pm-3:40 pm

2 stops36h 10m

$601

KahuluiOranjestad

OGG - AUA

OGGAUA

Kahului

Sat 3/14

4:00 pm-11:30 am

1 stop13h 30m

$771

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Best time to book a flight from Maui to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Maui 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 Maui to Caribbean

What is the cheapest time of day to fly from FUK to CB?

Find hourly flight availability from Maui 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 23, 2025.

It’s typically best to fly out from Maui to Caribbean in the afternoon. Doing so could potentially save you 14% on the flight price compared to flying in the morning, which is usually more expensive.

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 23, 2025.
Get a feel of what it's like to fly with American Airlines from Maui 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.
American Airlines
7.2
Good
11,033 reviews

Entertainment

6.9

Food

6.4

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Entertainment

6.9

Food

6.4

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Maui 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 Maui to Caribbean?

    Airlines like Delta, WestJet, and American Airlines fly from Maui to Caribbean in about 16h 10m. The time it takes to get you to your destination can typically vary by up to 42h 53m. The distance from Maui to Caribbean is about 5682 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Maui to Caribbean that include hotel bookings?

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

  • How can I find direct flights from Maui to Caribbean?

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

  • Can I find deals for business class flights from Maui to Caribbean?

    Yes. Cheapflights offers flight deals from Maui 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.

See more FAQs

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Top airline flying from Maui to Caribbean

Discover the top airline that operate flights from Maui 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$785Average$915FlexibilityNo cancel feeOn-time71%

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