What airlines fly to Caribbean?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Caribbean from Hawaii according to our data. American Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 4 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Hawaii to Caribbean?

United Airlines, Southwest, and Alaska Airlines are the most popular carriers operating from Hawaii to Caribbean

How long is the flight from Hawaii to Caribbean?

If you’re flying from a popular airport in Hawaii, such as Honolulu or Kahului, and flying into Caribbean, then you can expect flight times to average 9h 45m and 12h 46m, respectively.

When did momondo last update prices for flights from Hawaii to Caribbean?

Prices for flights from Hawaii to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Hawaii to Caribbean?

As of July 2025, there are 4 operators available to choose from for flights from Hawaii to Caribbean.

How old do you have to be to fly from Hawaii to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$356 Cheap Flights from Hawaii to Caribbean in 2025

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Find the cheapest flights from Hawaii to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

11:10 am - 2:44 pmHNL-SJU

21h 34m2 stops

1:05 am - 7:49 pmSJU-HNL

24h 44m2 stops

$729United Airlines

Find Deal

Fri, Sep 19 - Tue, Sep 23

11:10 am - 2:44 pmHNL-SJU

21h 34m2 stops

1:05 am - 7:49 pmSJU-HNL

24h 44m2 stops

$743United Airlines

Find Deal

Fri, Sep 19 - Wed, Sep 24

2:00 pm - 1:15 amHNL-POS

29h 15m2 stops

2:15 am - 12:43 pmPOS-HNL

40h 28m2 stops

$764Air Canada

Find Deal

Thu, Nov 6 - Sun, Nov 9

2:15 pm - 5:10 pmHNL-SJU

20h 55m2 stops

7:30 am - 8:20 pmSJU-HNL

18h 50m2 stops

$785Delta

Find Deal

Wed, Nov 5 - Wed, Nov 12

5:30 pm - 6:15 pmHNL-SJU

18h 45m2 stops

6:10 am - 9:32 pmSJU-HNL

21h 22m2 stops

$805American Airlines

Find Deal

Fri, Sep 5 - Fri, Sep 19

2:00 pm - 1:15 amHNL-POS

29h 15m2 stops

2:15 am - 12:43 pmPOS-HNL

40h 28m2 stops

$817Air Canada

Find Deal

Thu, Nov 6 - Sun, Nov 9

3:25 pm - 4:20 pmHNL-SJU

18h 55m1 stop

7:00 am - 8:30 pmSJU-HNL

19h 30m2 stops

$820Delta

Find Deal

Fri, Sep 19 - Thu, Sep 25

12:59 pm - 11:06 amHNL-SJU

16h 07m2 stops

7:05 am - 9:23 pmSJU-HNL

20h 18m2 stops

$825American Airlines

Find Deal

Fri, Oct 17 - Sun, Oct 26

8:00 am - 12:10 pmHNL-AUA

46h 10m2 stops

3:47 pm - 9:03 pmAUA-HNL

35h 16m2 stops

$834Copa Airlines

Find Deal

Tue, Nov 11 - Thu, Nov 13

8:00 am - 12:10 pmHNL-AUA

46h 10m2 stops

3:47 pm - 9:03 pmAUA-HNL

35h 16m2 stops

$882Copa Airlines

Find Deal

Tue, Nov 11 - Thu, Nov 13

Delta flights from Hawaii to Caribbean

Our best Delta deals on Hawaii to Caribbean flight tickets

Delta

Nov 5

HNL2:15 pmHonolulu

20h 55m

2 stops

SJU5:10 pmSan Juan Luis Munoz Marin Intl

Nov 12

SJU7:30 amSan Juan Luis Munoz Marin Intl

18h 50m

2 stops

HNL8:20 pmHonolulu

$785

Find similar

Delta

Sep 19

HNL3:25 pmHonolulu

18h 55m

1 stop

SJU4:20 pmSan Juan Luis Munoz Marin Intl

Sep 25

SJU7:00 amSan Juan Luis Munoz Marin Intl

19h 30m

2 stops

HNL8:30 pmHonolulu

$820

Find similar

Delta

Sep 1

HNL3:05 pmHonolulu

16h 17m

1 stop

SDQ1:22 pmSanto Domingo Las Americas

Sep 14

SDQ7:40 pmSanto Domingo Las Americas

24h 08m

1 stop

HNL1:48 pmHonolulu

$895

Find similar

American Airlines flights from Hawaii to Caribbean

Our best American Airlines deals on Hawaii to Caribbean flight tickets

American Airlines

Sep 5

HNL5:30 pmHonolulu

18h 45m

2 stops

SJU6:15 pmSan Juan Luis Munoz Marin Intl

Sep 19

SJU6:10 amSan Juan Luis Munoz Marin Intl

21h 22m

2 stops

HNL9:32 pmHonolulu

$805

Find similar

American Airlines

Oct 17

HNL12:59 pmHonolulu

16h 07m

2 stops

SJU11:06 amSan Juan Luis Munoz Marin Intl

Oct 26

SJU7:05 amSan Juan Luis Munoz Marin Intl

20h 18m

2 stops

HNL9:23 pmHonolulu

$825

Find similar

American Airlines

Aug 24

HNL10:00 pmHonolulu

17h 30m

2 stops

SJU9:30 pmSan Juan Luis Munoz Marin Intl

Aug 31

SJU6:00 amSan Juan Luis Munoz Marin Intl

21h 34m

2 stops

HNL9:34 pmHonolulu

$845

Find similar

Fly from

Fly to

Route

Depart

Return

Price

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/19

11:10 am-2:44 pm

2 stops21h 34m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:05 am-7:49 pm

2 stops24h 44m

$729

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/19

11:10 am-2:44 pm

2 stops21h 34m

San Juan Luis Munoz Marin Intl

Wed 9/24

1:05 am-7:49 pm

2 stops24h 44m

$743

HonoluluPort of Spain

HNL - POS

HNLPOS

Honolulu

Thu 11/6

2:00 pm-1:15 am

2 stops29h 15m

Port of Spain Piarco Intl

Sun 11/9

2:15 am-12:43 pm

2 stops40h 28m

$764

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

2:15 pm-5:10 pm

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:30 am-8:20 pm

2 stops18h 50m

$785

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/5

5:30 pm-6:15 pm

2 stops18h 45m

San Juan Luis Munoz Marin Intl

Fri 9/19

6:10 am-9:32 pm

2 stops21h 22m

$805

HonoluluPort of Spain

HNL - POS

HNLPOS

Honolulu

Thu 11/6

2:00 pm-1:15 am

2 stops29h 15m

Port of Spain Piarco Intl

Sun 11/9

2:15 am-12:43 pm

2 stops40h 28m

$817

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/19

3:25 pm-4:20 pm

1 stop18h 55m

San Juan Luis Munoz Marin Intl

Thu 9/25

7:00 am-8:30 pm

2 stops19h 30m

$820

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 10/17

12:59 pm-11:06 am

2 stops16h 07m

San Juan Luis Munoz Marin Intl

Sun 10/26

7:05 am-9:23 pm

2 stops20h 18m

$825

HonoluluOranjestad

HNL - AUA

HNLAUA

Honolulu

Tue 11/11

8:00 am-12:10 pm

2 stops46h 10m

Oranjestad Reina Beatrix

Thu 11/13

3:47 pm-9:03 pm

2 stops35h 16m

$834

HonoluluOranjestad

HNL - AUA

HNLAUA

Honolulu

Tue 11/11

8:00 am-12:10 pm

2 stops46h 10m

Oranjestad Reina Beatrix

Thu 11/13

3:47 pm-9:03 pm

2 stops35h 16m

$882

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Hawaii to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean?

In general, August is the cheapest month to fly from Hawaii to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $794. If you don’t want to visit Caribbean in August, then you should wait until October to fly from Hawaii, when ticket prices are also cheap, with an average price of $809.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Hawaii to Caribbean is on a Tuesday when prices can be found for as low as $824. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $1,292. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the morning is the cheapest time of day to fly from Hawaii to Caribbean when you can find flight prices for as low as $957. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $1,250.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Hawaii when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $958 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Hawaii for as low as $729 on momondo.

Can stopping save me money on Hawaii to Caribbean flights?

You could potentially save up to 38% on your flight if you consider stops on a Hawaii to Caribbean flight.

Cheap Hawaii to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hawaii to Caribbean

Best Price Found	$356
Fastest flight time	12h 35m
Direct flights	None
Airports in Caribbean	8 airports

The best one-way flight to Caribbean from Hawaii in the past 72 hours is $356. The best round-trip flight deal from Hawaii to Caribbean found on momondo in the last 72 hours is $729.

The fastest flight from Hawaii to Caribbean takes 12h 35m

There are no direct flights from Hawaii to Caribbean. Popular non-direct routes for this connection are Honolulu Airport - San Juan Luis Munoz Marin Intl Airport, Honolulu Airport - Kingston Norman Manley Airport and Honolulu Airport - Port of Spain Piarco Intl Airport.

There are 8 airports near Caribbean: Kingston Norman Manley (KIN), Santo Domingo Las Americas (SDQ), Montego Bay Sangster Intl (MBJ), Port of Spain Piarco Intl (POS), Providenciales (PLS), Santiago de los Caballeros (STI), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

When did momondo last update prices for flights from Hawaii to Caribbean?
Prices for flights from Hawaii to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Hawaii to Caribbean?
As of July 2025, there are 4 operators available to choose from for flights from Hawaii to Caribbean.
How old do you have to be to fly from Hawaii to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Hawaii to Caribbean

Compare and see reviews for airlines that fly from Hawaii to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $474	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Delta	PriceFrom $528	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $707	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
American Airlines	PriceFrom $711	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Hawaii to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Hawaii to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Hawaii to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Hawaii to Caribbean flights to just show those with flexible booking policies.

How can momondo help me find flights from Hawaii to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Hawaii.

I’m not ready to book a flight from Hawaii to Caribbean right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean from Hawaii. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.