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$582+ Cheap flights from Helena (HLN) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Helena to Caribbean

Cheapest flights from Helena to Caribbean
Explore the most affordable flight options available from Helena to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 3/32:25 pm
HLN
-
GCM
2 stops20h 50m
United Airlines
Thu 3/52:25 pm
GCM
-
HLN
2 stops25h 13m
United Airlines
Deal found 1/26$582
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:15 am
HLN
-
PUJ
1 stop9h 03m
United Airlines
Wed 3/42:05 pm
PUJ
-
HLN
1 stop10h 11m
United Airlines
Deal found 1/28$715
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:15 am
HLN
-
AUA
2 stops28h 35m
United Airlines
Thu 2/263:10 pm
AUA
-
HLN
2 stops25h 30m
United Airlines
Deal found 1/28$822
This United Airlines deal was found by Cheapflights users on 1/27. 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 1/302:27 pm
HLN
-
GCM
2 stops24h 08m
United Airlines
Sat 2/215:45 pm
GCM
-
HLN
2 stops21h 55m
United Airlines
Deal found 1/27$875
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:30 pm
HLN
-
GCM
2 stops48h 00m
United Airlines
Sun 11/85:45 pm
GCM
-
HLN
2 stops29h 14m
United Airlines
Deal found 1/28$1,020
This Delta deal was found by Cheapflights users on 1/27. 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 1/291:10 pm
HLN
-
PUJ
2 stops23h 20m
Delta
Thu 2/54:55 pm
PUJ
-
HLN
2 stops22h 32m
Delta
Deal found 1/27$1,037
This United Airlines deal was found by Cheapflights users on 1/27. 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 1/296:15 am
HLN
-
PUJ
1 stop9h 03m
United Airlines
Thu 2/52:05 pm
PUJ
-
HLN
1 stop10h 21m
United Airlines
Deal found 1/27$1,118

Find flight deals from Helena to Caribbean

Keep the following information in mind while searching for Helena to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$582
(United Airlines)
From Helena to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Helena 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 January 29, 2026.
Use the filters below to find and compare flights from Helena to Caribbean that are best for you.

Fly from

Helena

Fly to

Caribbean

Route

Depart

Return

Price

HelenaGeorge Town

HLN - GCM

HLNGCM

Helena

Tue 3/3

2:25 pm-1:15 pm

2 stops20h 50m

George Town Owen Roberts Intl

Thu 3/5

2:25 pm-1:38 pm

2 stops25h 13m

$582

HelenaPunta Cana

HLN - PUJ

HLNPUJ

Helena

Mon 3/2

6:15 am-6:18 pm

1 stop9h 03m

Punta Cana

Wed 3/4

2:05 pm-9:16 pm

1 stop10h 11m

$715

HelenaOranjestad

HLN - AUA

HLNAUA

Helena

Tue 2/24

6:15 am-1:50 pm

2 stops28h 35m

Oranjestad Reina Beatrix

Thu 2/26

5:50 pm-1:40 pm

2 stops22h 50m

$822

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Best time to book a flight from Helena to Caribbean

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

What is the cheapest month to book a flight from Helena to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Helena to Caribbean (average of $247). Flying from Helena to Caribbean in December is currently the most expensive (average of $554). 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.

Related info for your journey

Find useful and relevant information for your journey from Helena to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Helena to Caribbean?

    If you book a flight to Caribbean from Helena, you will be flying from Helena, which is the city’s only airport. Helena (HLN) is located 2.7 mi from the center of Helena.

  • How long is the flight from Helena to Caribbean?

    For as low as $582, United Airlines can have you in Caribbean from Helena in 20h 50m. Helena and Caribbean are separated by a distance of 2558 mi.

  • What are the most popular routes from Helena to Caribbean?

    Most travelers choose Helena - George Town Owen Roberts Intl, Helena - Punta Cana or Helena - Oranjestad Reina Beatrix when deciding on the best route from Helena to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Helena 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 Helena to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Helena to Caribbean (average of $247). Flying from Helena to Caribbean in December is currently the most expensive (average of $554). 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

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