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$485+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Helena to Caribbean

Best flights from Helena to Caribbean
Discover carefully curated flight deals from Helena to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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 1/262:27 pmHLN - GCM
2 stops20h 48mUnited Airlines
Wed 1/282:25 pmGCM - HLN
2 stops25h 16mUnited Airlines
Deal found 12/11$485
This Delta deal was found by Cheapflights users on 12/10. 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 pmHLN - PUJ
2 stops23h 20mDelta
Thu 2/52:55 pmPUJ - HLN
2 stops24h 32mDelta
Deal found 12/10$657
This United Airlines deal was found by Cheapflights users on 12/11. 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 pmHLN - GCM
2 stops20h 48mUnited Airlines
Sat 2/215:45 pmGCM - HLN
2 stops29h 31mUnited Airlines
Deal found 12/11$653
This United Airlines deal was found by Cheapflights users on 12/10. 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 amHLN - PUJ
1 stop9h 03mUnited Airlines
Thu 2/52:05 pmPUJ - HLN
1 stop10h 21mUnited Airlines
Deal found 12/10$738
This United Airlines deal was found by Cheapflights users on 12/9. 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 amHLN - PUJ
1 stop9h 03mUnited Airlines
Thu 3/52:05 pmPUJ - HLN
1 stop10h 20mUnited Airlines
Deal found 12/9$766
This United Airlines deal was found by Cheapflights users on 12/11. 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 amHLN - PUJ
1 stop9h 03mUnited Airlines
Wed 3/42:05 pmPUJ - HLN
1 stop10h 11mUnited Airlines
Deal found 12/11$766
This United Airlines deal was found by Cheapflights users on 12/9. 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 4/272:30 pmHLN - AUA
2 stops21h 30mUnited Airlines
Thu 4/304:30 pmAUA - HLN
2 stops54h 29mUnited Airlines
Deal found 12/9$854

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 December 12, 2025.

Round-trip from

$485
(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 December 12, 2025.
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

Mon 1/26

2:27 pm-1:15 pm

2 stops20h 48m

George Town Owen Roberts Intl

Wed 1/28

2:25 pm-1:41 pm

2 stops25h 16m

$485

HelenaGeorge Town

HLN - GCM

HLNGCM

Helena

Fri 1/30

2:27 pm-1:15 pm

2 stops20h 48m

George Town Owen Roberts Intl

Sat 2/21

5:45 pm-9:16 pm

2 stops29h 31m

$653

HelenaPunta Cana

HLN - PUJ

HLNPUJ

Helena

Thu 1/29

1:10 pm-3:30 pm

2 stops23h 20m

Punta Cana

Thu 2/5

2:55 pm-12:27 pm

2 stops24h 32m

$657

HelenaPunta Cana

HLN - PUJ

HLNPUJ

Helena

Thu 1/29

6:15 am-6:18 pm

1 stop9h 03m

Punta Cana

Thu 2/5

2:05 pm-9:26 pm

1 stop10h 21m

$738

HelenaPunta Cana

HLN - PUJ

HLNPUJ

Helena

Mon 3/2

6:15 am-6:18 pm

1 stop9h 03m

Punta Cana

Thu 3/5

2:05 pm-9:25 pm

1 stop10h 20m

$766

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

$766

HelenaOranjestad

HLN - AUA

HLNAUA

Helena

Mon 4/27

2:30 pm-2:00 pm

2 stops21h 30m

Oranjestad Reina Beatrix

Thu 4/30

4:30 pm-8:59 pm

2 stops54h 29m

$854

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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, February is the cheapest month in which you can book a flight from Helena to Caribbean (average of $216). 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 $485, United Airlines can have you in Caribbean from Helena in 20h 48m. Helena and Caribbean are separated by a distance of 2558 mi. This flight may include one or multiple stops.

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

    Most travelers choose Helena - Punta Cana, Helena - George Town Owen Roberts Intl 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, February is the cheapest month in which you can book a flight from Helena to Caribbean (average of $216). 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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