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$347+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$531
(United Airlines)

One-way from

$347
(Delta)

Popular in

December

Cheapest in

January

Average price

$589
From Billings Logan Intl to Caribbean
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One-way flight from Billings Logan Intl to Caribbean
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High demand for flights, 5% 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 September 2025
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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 September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/12. 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 10/257:00 amBIL - SJU
2 stops14h 57mUnited Airlines
Fri 10/311:05 amSJU - BIL
2 stops14h 18mUnited Airlines
Deal found 9/12$531
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/156:00 amSJU - BIL
2 stops18h 18mAmerican Airlines
Deal found 9/13$570
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/47:00 amBIL - SJU
2 stops14h 57mUnited Airlines
Wed 10/82:00 pmSJU - BIL
1 stop10h 46mUnited Airlines
Deal found 9/13$621
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/131:54 pmBIL - SJU
2 stops19h 12mAmerican Airlines
Mon 10/207:00 pmSJU - BIL
2 stops18h 50mAmerican Airlines
Deal found 9/15$657
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/287:00 amBIL - SJU
1 stop8h 30mUnited Airlines
Wed 10/11:05 amSJU - BIL
2 stops14h 13mUnited Airlines
Deal found 9/13$685
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/307:00 amBIL - SJU
1 stop8h 30mUnited Airlines
Fri 10/31:05 amSJU - BIL
2 stops14h 13mUnited Airlines
Deal found 9/15$705
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 11/72:00 pmBIL - STX
2 stops22h 12mAmerican Airlines
Mon 11/176:42 pmSTX - BIL
2 stops21h 48mAmerican Airlines
Deal found 9/15$764
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/75:57 pmBIL - AUA
2 stops16h 43mUnited Airlines
Mon 11/174:10 pmAUA - BIL
2 stops20h 36mUnited Airlines
Deal found 9/15$794
This United Airlines deal was found by Cheapflights users on 9/14. 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 - AUA
2 stops27h 40mUnited Airlines
Fri 12/122:50 pmAUA - BIL
2 stops25h 28mUnited Airlines
Deal found 9/14$800
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/64:15 pmBIL - AUA
2 stops18h 25mUnited Airlines
Fri 12/125:35 pmAUA - BIL
2 stops19h 11mUnited Airlines
Deal found 9/15$804
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/65:10 amBIL - AUA
1 stop8h 40mAmerican Airlines
Fri 12/125:55 pmAUA - BIL
2 stops22h 33mAmerican Airlines
Deal found 9/15$875
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 11/72:00 pmBIL - AUA
1 stop23h 54mAmerican Airlines
Mon 11/173:08 pmAUA - BIL
2 stops25h 22mAmerican Airlines
Deal found 9/15$914

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 September 15, 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

Sat 10/25

7:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Sat 11/1

6:45 am-5:13 pm

2 stops12h 28m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

1:58 pm-1:30 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:42 pm-1:28 pm

2 stops21h 46m

$570

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 10/4

7:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Wed 10/8

7:00 am-8:49 pm

2 stops15h 49m

$621

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Tue 1/6

11:35 am-1:20 pm

2 stops22h 45m

Punta Cana

Thu 1/15

5:18 pm-7:35 pm

2 stops29h 17m

$632

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 10/13

1:54 pm-11:06 am

2 stops19h 12m

San Juan Luis Munoz Marin Intl

Mon 10/20

7:00 pm-11:50 am

2 stops18h 50m

$657

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 2/7

2:03 pm-1:35 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Sat 2/14

5:41 am-8:57 pm

2 stops18h 16m

$668

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Tue 1/6

2:03 pm-11:50 am

2 stops18h 47m

Punta Cana

Thu 1/15

1:50 pm-8:57 pm

1 stop10h 07m

$732

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Tue 1/6

6:30 am-6:18 pm

1 stop8h 48m

Punta Cana

Thu 1/15

2:05 pm-9:23 pm

1 stop10h 18m

$737

BillingsChristiansted

BIL - STX

BILSTX

Billings Logan Intl

Fri 11/7

2:00 pm-3:12 pm

2 stops22h 12m

Christiansted Henry Rohlsen

Mon 11/17

6:42 pm-1:30 pm

2 stops21h 48m

$764

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Fri 11/7

5:57 pm-1:40 pm

2 stops16h 43m

Oranjestad Reina Beatrix

Mon 11/17

4:10 pm-9:46 am

2 stops20h 36m

$794

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 18 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 September 15, 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
8,929 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Entertainment

7.1

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
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Entertainment

7.1

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
8,929 reviews

Comfort

7.3

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Entertainment

7.1

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, American Airlines, and Delta can get you from Billings to Caribbean in just under 14h 57m. Your travel time can differ by up to 7h 48m. 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 cheapest airlines to fly from Billings to Caribbean one-way?

    $347 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $402 and $456, respectively.

  • 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$495Average$804FlexibilityNo cancel feeOn-time69%

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