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Caribbean Islands

$657+ Cheap flights from Helena (HLN) to Caribbean Islands

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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — SJU
Jan 24 — Jan 311
Sat 1/24
Sat 1/31
1 adult, Economy
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Cheap flight deals from Helena to Caribbean Islands

Best flights from Helena to Caribbean Islands
Discover carefully curated flight deals from Helena to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 25, 2025.

This Delta deal was found by Cheapflights users on 12/25. 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 12/25$657
This United Airlines deal was found by Cheapflights users on 12/24. 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 3/22:25 pmHLN - GCM
2 stops20h 50mUnited Airlines
Thu 3/55:45 pmGCM - HLN
2 stops29h 40mUnited Airlines
Deal found 12/24$724
This United Airlines deal was found by Cheapflights users on 12/23. 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 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 stops21h 55mUnited Airlines
Deal found 12/23$727
This United Airlines deal was found by Cheapflights users on 12/24. 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 12/24$738
This United Airlines deal was found by Cheapflights users on 12/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:15 amHLN - PUJ
1 stop9h 03mUnited Airlines
Thu 3/52:05 pmPUJ - HLN
1 stop10h 20mUnited Airlines
Deal found 12/23$766
This United Airlines deal was found by Cheapflights users on 12/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/212:25 pmHLN - AUA
2 stops20h 25mUnited Airlines
Wed 2/255:50 pmAUA - HLN
2 stops30h 26mUnited Airlines
Deal found 12/23$804

Find flight deals from Helena to Caribbean Islands

Keep the following information in mind while searching for Helena to Caribbean Islands flight deals. Data was last updated December 25, 2025.

Round-trip from

$657
(Delta)
From Helena to Caribbean Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Helena to Caribbean Islands 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 25, 2025.
Use the filters below to find and compare flights from Helena to Caribbean Islands that are best for you.

Fly from

Helena

Fly to

Caribbean Islands

Route

Depart

Return

Price

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

HelenaGeorge Town

HLN - GCM

HLNGCM

Helena

Mon 3/2

2:25 pm-1:15 pm

2 stops20h 50m

George Town Owen Roberts Intl

Thu 3/5

5:45 pm-9:25 pm

2 stops29h 40m

$724

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-1:40 pm

2 stops21h 55m

$727

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

Tue 3/3

6:15 am-6:18 pm

1 stop9h 03m

Punta Cana

Thu 3/5

2:05 pm-9:25 pm

1 stop10h 20m

$766

HelenaOranjestad

HLN - AUA

HLNAUA

Helena

Sat 2/21

2:25 pm-1:50 pm

2 stops20h 25m

Oranjestad Reina Beatrix

Wed 2/25

5:50 pm-9:16 pm

2 stops30h 26m

$804

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Best time to book a flight from Helena to Caribbean Islands

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

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

Currently, February is the cheapest month in which you can book a flight from Helena to Caribbean Islands (average of $216). Flying from Helena to Caribbean Islands 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 Islands. 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 Islands?

    Located just 2.7 mi from the city center, Helena (HLN) is the airport most travelers will use when flying to Caribbean Islands from Helena.

  • How long is the flight from Helena to Caribbean Islands?

    Airlines like Delta and United Airlines fly from Helena to Caribbean Islands in about 20h 50m. The time it takes to get you to your destination can typically vary by up to 2h 30m. The distance from Helena to Caribbean Islands is about 2558 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    When deciding which route to take from Helena to Caribbean Islands consider Helena - George Town Owen Roberts Intl, Helena - Punta Cana or Helena - Oranjestad Reina Beatrix as they are the most popular.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Helena to Caribbean Islands (average of $216). Flying from Helena to Caribbean Islands 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.

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