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$338+ Cheap flights from Billings (BIL) to Caribbean

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from Billings to Caribbean

Keep the following information in mind while searching for Billings to Caribbean flight deals. Data was last updated agosto 18, 2025.

Round-trip from

$500
(United Airlines)

One-way from

$338
(Kiwi.com)

Popular in

December

Cheapest in

September
From Billings Logan Intl to Caribbean
Search Deals
One-way flight from Billings Logan Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Find flight deals from Billings to Caribbean

Cheapest flights from Billings to Caribbean
Explore the most affordable flight options available from Billings to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 18, 2025.

This United Airlines deal was found by Cheapflights users on 8/18. 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.
mié. 11/195:00 amBIL - SJU
2 stops13h 00mUnited Airlines
mié. 11/268:30 amSJU - BIL
2 stops15h 48mUnited Airlines
Deal found 8/18$500
This American Airlines deal was found by Cheapflights users on 8/17. 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.
mar. 9/306:02 amBIL - SJU
2 stops10h 12mAmerican Airlines
jue. 10/97:00 pmSJU - BIL
2 stops20h 23mAmerican Airlines
Deal found 8/17$511
This United Airlines deal was found by Cheapflights users on 8/17. 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.
lun. 12/87:00 amBIL - AUA
2 stops27h 40mUnited Airlines
jue. 12/115:35 pmAUA - BIL
2 stops19h 11mUnited Airlines
Deal found 8/17$582
This United Airlines deal was found by Cheapflights users on 8/17. 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.
sáb. 10/47:00 amBIL - SJU
2 stops14h 57mUnited Airlines
mié. 10/82:00 pmSJU - BIL
1 stop8h 49mUnited Airlines
Deal found 8/17$593
This American Airlines deal was found by Cheapflights users on 8/17. 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.
sáb. 9/61:59 pmBIL - SJU
2 stops22h 54mAmerican Airlines
sáb. 9/136:10 amSJU - BIL
2 stops17h 39mAmerican Airlines
Deal found 8/17$598
This United Airlines deal was found by Cheapflights users on 8/16. 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.
sáb. 9/65:00 amBIL - SJU
1 stop10h 30mUnited Airlines
vie. 9/121:05 amSJU - BIL
2 stops14h 12mUnited Airlines
Deal found 8/16$601
This American Airlines deal was found by Cheapflights users on 8/17. 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.
sáb. 12/62:04 pmBIL - SJU
2 stops20h 41mAmerican Airlines
lun. 12/155:50 amSJU - BIL
2 stops18h 01mAmerican Airlines
Deal found 8/17$608
This American Airlines deal was found by Cheapflights users on 8/17. 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.
sáb. 10/412:19 pmBIL - SJU
2 stops24h 40mAmerican Airlines
mié. 10/81:35 pmSJU - BIL
2 stops24h 15mAmerican Airlines
Deal found 8/17$621
This United Airlines deal was found by Cheapflights users on 8/18. 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.
mar. 11/252:31 pmBIL - PUJ
2 stops19h 28mUnited Airlines
jue. 12/45:20 pmPUJ - BIL
2 stops19h 26mUnited Airlines
Deal found 8/18$632
This United Airlines deal was found by Cheapflights users on 8/16. 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.
mar. 9/307:00 amBIL - SJU
2 stops14h 57mUnited Airlines
jue. 10/92:00 pmSJU - BIL
1 stop8h 49mUnited Airlines
Deal found 8/16$670
This United Airlines deal was found by Cheapflights users on 8/16. 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.
vie. 10/32:30 pmBIL - AUA
2 stops22h 50mUnited Airlines
lun. 10/63:00 pmAUA - BIL
2 stops20h 35mUnited Airlines
Deal found 8/16$685

Cheapflights Fare Finder

 
Customize your flight search to find flights from Billings 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 agosto 18, 2025.
Use the filters below to find and compare flights from Billings to Caribbean that are best for you.

Fly from

Billings

Fly to

Caribbean

Route

Depart

Return

Price

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mié. 11/19

5:00 am-9:00 pm

2 stops13h 00m

San Juan Luis Munoz Marin Intl

mié. 11/26

8:30 am-9:18 pm

2 stops15h 48m

$500

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mar. 9/30

12:19 pm-12:47 pm

2 stops22h 28m

San Juan Luis Munoz Marin Intl

jue. 10/9

7:00 pm-1:23 pm

2 stops20h 23m

$511

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

sáb. 9/6

12:19 pm-12:50 pm

2 stops22h 31m

San Juan Luis Munoz Marin Intl

sáb. 9/13

6:10 am-9:49 pm

2 stops17h 39m

$511

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

lun. 12/8

7:00 am-1:40 pm

2 stops27h 40m

Oranjestad Reina Beatrix

jue. 12/11

5:35 pm-9:46 am

2 stops19h 11m

$582

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

lun. 12/8

5:54 pm-1:40 pm

2 stops16h 46m

Oranjestad Reina Beatrix

vie. 12/12

5:35 pm-9:46 am

2 stops19h 11m

$582

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

sáb. 10/4

7:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

mié. 10/8

2:00 pm-10:46 pm

1 stop10h 46m

$593

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

mar. 11/25

7:00 am-6:18 pm

1 stop8h 18m

Punta Cana

jue. 12/4

5:20 pm-9:46 am

2 stops19h 26m

$632

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

vie. 10/3

2:30 pm-3:20 pm

2 stops22h 50m

Oranjestad Reina Beatrix

lun. 10/6

3:00 pm-9:35 am

2 stops20h 35m

$685

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

sáb. 10/11

7:15 pm-4:30 pm

2 stops19h 15m

$338

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

lun. 10/13

12:20 pm-12:47 pm

2 stops22h 27m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 12 results
1
2

Best time to book a flight from Billings to Caribbean

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated agosto 18, 2025.
See what other customers who have flown with United Airlines and American Airlines from Billings to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,925 reviews
United Airlines
7.4
Good
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,925 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

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

    Billings Logan Intl (BIL), located 2.7 mi from the city center, is the airport you fly out of when you book flights from Billings to Caribbean.

  • How long is the flight from Billings to Caribbean?

    United Airlines and American Airlines can get you from Billings to Caribbean in just under 13h. Your travel time can differ by up to 9h 28m. The distance from Billings to Caribbean 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?

    Most travelers choose Billings Logan Intl - San Juan Luis Munoz Marin Intl, Billings Logan Intl - Oranjestad Reina Beatrix or Billings Logan Intl - Havana Jose Marti Intl when deciding on the best route from Billings to Caribbean.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Billings to Caribbean (average of $254). Flying from Billings to Caribbean in June is currently the most expensive (average of $339). 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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Top airline flying from Billings to Caribbean

Discover the top airline that operate flights from Billings to Caribbean. 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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$494Average$807FlexibilityNo cancel feeOn-time69%

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