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Caribbean Islands

$341+ Cheap flights from Billings (BIL) to Caribbean Islands

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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Billings to Caribbean Islands

Keep the following information in mind while searching for Billings to Caribbean Islands flight deals. Data was last updated October 30, 2025.

Round-trip from

$531
(American Airlines)

One-way from

$341
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$700
From Billings Logan Intl to Caribbean Islands
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One-way flight from Billings Logan Intl to Caribbean Islands
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Billings to Caribbean Islands

Cheapest flights from Billings to Caribbean Islands
Explore the most affordable flight options available from Billings to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/61:58 pmBIL - SJU
2 stops19h 01mAmerican Airlines
Mon 12/156:42 pmSJU - BIL
2 stops21h 46mAmerican Airlines
Deal found 10/30$531
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/87:00 amBIL - SJU
1 stop8h 25mUnited Airlines
Thu 12/112:25 pmSJU - BIL
1 stop9h 56mUnited Airlines
Deal found 10/30$621
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 12/81:58 pmBIL - SJU
2 stops20h 32mAmerican Airlines
Thu 12/116:42 pmSJU - BIL
2 stops29h 36mAmerican Airlines
Deal found 10/30$641
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/125:00 amBIL - SJU
2 stops14h 22mUnited Airlines
Sat 11/158:10 amSJU - BIL
2 stops12h 08mUnited Airlines
Deal found 10/29$685
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 12/86:22 pmBIL - AUA
2 stops16h 33mDelta
Thu 12/114:35 pmAUA - BIL
2 stops28h 07mDelta
Deal found 10/29$690
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/41:58 pmBIL - SJU
2 stops19h 01mAmerican Airlines
Mon 12/86:42 pmSJU - BIL
2 stops21h 46mAmerican Airlines
Deal found 10/30$698
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/137:00 amBIL - SJU
2 stops12h 22mUnited Airlines
Sun 11/162:05 amSJU - BIL
2 stops14h 18mUnited Airlines
Deal found 10/29$707
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/42:40 pmBIL - SJU
1 stop24h 45mUnited Airlines
Mon 12/82:25 pmSJU - BIL
1 stop9h 56mUnited Airlines
Deal found 10/29$763
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/41:58 pmBIL - AUA
2 stops23h 37mAmerican Airlines
Wed 12/105:59 pmAUA - BIL
2 stops22h 29mAmerican Airlines
Deal found 10/30$794
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/67:00 amBIL - SJU
2 stops14h 36mUnited Airlines
Sun 12/142:05 amSJU - BIL
2 stops34h 41mUnited Airlines
Deal found 10/30$800
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/131:58 pmBIL - KIN
2 stops20h 44mAmerican Airlines
Sat 12/206:05 pmKIN - BIL
2 stops21h 19mAmerican Airlines
Deal found 10/29$971

Cheapflights Fare Finder

 
Customize your flight search to find flights from Billings 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 October 30, 2025.
Use the filters below to find and compare flights from Billings to Caribbean Islands that are best for you.

Fly from

Billings

Fly to

Caribbean Islands

Route

Depart

Return

Price

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

1:58 pm-11:59 am

2 stops19h 01m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:42 pm-1:28 pm

2 stops21h 46m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 2/7

2:15 pm-12:30 pm

2 stops19h 15m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:00 am-9:35 pm

2 stops17h 35m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Fri 1/9

2:45 pm-6:11 am

2 stops12h 26m

San Juan Luis Munoz Marin Intl

Tue 1/13

8:35 am-9:23 pm

2 stops15h 48m

$573

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 3/31

7:52 am-3:55 am

1 stop18h 03m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:59 am-8:46 pm

1 stop15h 47m

$618

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 12/8

7:00 am-6:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Thu 12/11

8:30 am-9:21 pm

2 stops15h 51m

$621

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 12/8

1:58 pm-1:30 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Thu 12/11

5:10 pm-1:28 pm

2 stops23h 18m

$641

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

Tue 3/10

5:40 am-11:42 pm

2 stops16h 02m

Santo Domingo Las Americas

Thu 3/12

7:05 am-10:37 pm

2 stops17h 32m

$672

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Mon 12/8

6:25 am-1:55 pm

2 stops28h 30m

Oranjestad Reina Beatrix

Thu 12/11

4:35 pm-11:07 am

2 stops21h 32m

$690

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

Fri 4/3

5:40 am-11:42 pm

2 stops16h 02m

Santo Domingo Las Americas

Tue 4/7

7:00 pm-5:52 pm

2 stops24h 52m

$766

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Thu 12/4

1:58 pm-4:35 pm

2 stops23h 37m

Oranjestad Reina Beatrix

Wed 12/10

5:59 pm-1:28 pm

2 stops22h 29m

$794

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 27 results
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Best time to book a flight from Billings to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Billings 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 Billings to Caribbean Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

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

    Located just 2.7 mi from the city center, Billings Logan Intl (BIL) is the airport most travelers will use when flying to Caribbean Islands from Billings.

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

    Departing from Billings to Caribbean Islands will take you 12h 26m. The distance from Billings to Caribbean Islands is about 3068 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular route from Billings to Caribbean Islands is Billings Logan Intl - San Juan Luis Munoz Marin Intl. You may also consider Billings Logan Intl - Punta Cana or Billings Logan Intl - Santo Domingo Las Americas.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Billings 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.

See more FAQs

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Top airline flying from Billings to Caribbean Islands

Discover the top airline that operate flights from Billings to Caribbean Islands. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$495Average$765FlexibilityNo cancel feeOn-time69%

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