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$292+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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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 November 4, 2025.

This American Airlines deal was found by Cheapflights users on 11/4. 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 stops20h 32mAmerican Airlines
Mon 12/156:42 pmSJU - BIL
2 stops21h 46mAmerican Airlines
Deal found 11/4$531
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/3$621
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/19:55 amBIL - SJU
3 stops26h 22mMultiple Airlines
Thu 12/46:00 amSJU - BIL
3 stops30h 12mMultiple Airlines
Deal found 11/3$629
This American Airlines deal was found by Cheapflights users on 11/3. 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 stops19h 01mAmerican Airlines
Thu 12/116:00 amSJU - BIL
2 stops18h 15mAmerican Airlines
Deal found 11/3$641
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/15:00 amBIL - SJU
1 stop10h 25mUnited Airlines
Wed 12/32:05 amSJU - BIL
2 stops14h 13mUnited Airlines
Deal found 11/3$685
This Delta deal was found by Cheapflights users on 11/3. 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 12/811:47 amBIL - AUA
2 stops23h 08mDelta
Thu 12/114:35 pmAUA - BIL
2 stops21h 32mDelta
Deal found 11/3$690
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/12:00 pmBIL - SJU
2 stops20h 43mAmerican Airlines
Thu 12/412:49 pmSJU - BIL
2 stops11h 26mAmerican Airlines
Deal found 11/3$698
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/195:00 amBIL - SJU
1 stop10h 25mUnited Airlines
Sat 11/222:05 amSJU - BIL
2 stops14h 18mUnited Airlines
Deal found 11/3$759
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/45:54 pmBIL - SJU
2 stops25h 28mUnited Airlines
Mon 12/82:25 pmSJU - BIL
1 stop9h 56mUnited Airlines
Deal found 11/4$762
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/187:00 amBIL - SJU
2 stops11h 00mUnited Airlines
Sat 11/228:30 amSJU - BIL
2 stops15h 48mUnited Airlines
Deal found 11/3$775
This American Airlines deal was found by Cheapflights users on 11/3. 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 stops21h 44mAmerican Airlines
Wed 12/105:59 pmAUA - BIL
2 stops22h 29mAmerican Airlines
Deal found 11/3$794
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/45:54 pmBIL - AUA
2 stops43h 56mUnited Airlines
Wed 12/104:10 pmAUA - BIL
2 stops20h 36mUnited Airlines
Deal found 11/4$820

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 November 4, 2025.

Round-trip from

$473
(Mytrip)

One-way from

$292
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$589
From Billings Logan Intl to Caribbean
Search Deals
One-way flight from Billings Logan Intl to Caribbean
Search Deals
High demand for flights, 2% potential price rise
Search Deals
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 November 2025
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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 November 4, 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

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Fri 1/23

5:22 pm-12:16 pm

2 stops15h 54m

Punta Cana

Thu 1/29

1:21 pm-4:32 pm

3 stops30h 11m

$473

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

1:58 pm-10:09 am

2 stops17h 11m

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

7:30 am-9:35 pm

1 stop17h 05m

$570

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

3:50 pm-11:55 am

2 stops22h 05m

$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

Sat 2/7

4:13 pm-6:11 am

2 stops10h 58m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:35 am-9:21 pm

2 stops15h 46m

$621

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 12/1

9:55 am-3:17 pm

3 stops26h 22m

San Juan Luis Munoz Marin Intl

Thu 12/4

6:00 am-9:12 am

3 stops30h 12m

$629

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

Sun 2/8

6:10 am-12:32 am

2 stops15h 22m

Santo Domingo Las Americas

Sat 5/23

7:45 pm-5:48 pm

2 stops24h 03m

$632

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Fri 1/23

6:30 am-6:18 pm

1 stop8h 48m

Punta Cana

Thu 1/29

2:05 pm-9:23 pm

1 stop10h 18m

$653

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 28 results
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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 November 4, 2025.
See what other customers who have flown with United 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
9,002 reviews

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,002 reviews
United Airlines
7.4
Good
9,002 reviews

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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?

    American Airlines, Delta, and United Airlines can get you from Billings to Caribbean in just under 8h 48m. Your travel time can differ by up to 8h 23m. The distance from Billings to Caribbean is about 2958 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 - Santo Domingo Las Americas or Billings Logan Intl - Oranjestad Reina Beatrix 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.

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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$495Average$784FlexibilityNo cancel feeOn-time69%

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