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$536+ Cheap flights from Billings (BIL) to Caribbean

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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$536
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$815
From Billings Logan Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 17, 2025.

This United Airlines deal was found by Cheapflights users on 4/17. 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.
Tue 7/2212:50 pmBIL - SJU
1 stop9h 04mUnited Airlines
Tue 7/291:40 pmSJU - BIL
1 stop9h 23mUnited Airlines
Deal found 4/17$536
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 9/512:35 pmBIL - SJU
2 stops20h 40mAmerican Airlines
Wed 10/812:00 pmSJU - BIL
2 stops10h 50mAmerican Airlines
Deal found 4/17$546
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:35 pmBIL - PUJ
2 stops21h 57mAmerican Airlines
Fri 10/103:20 pmPUJ - BIL
2 stops22h 38mAmerican Airlines
Deal found 4/16$738
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Sat 10/412:30 pmBIL - PUJ
2 stops22h 10mUnited Airlines
Thu 10/91:50 pmPUJ - BIL
2 stops21h 54mUnited Airlines
Deal found 4/16$744
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:26 pmBIL - PUJ
2 stops15h 04mDelta
Thu 5/81:05 pmPUJ - BIL
2 stops13h 14mDelta
Deal found 4/17$834
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:20 amBIL - KIN
2 stops13h 40mDelta
Sat 5/39:00 amKIN - BIL
2 stops15h 12mDelta
Deal found 4/15$856
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 6/1912:30 pmBIL - STX
2 stops20h 15mUnited Airlines
Fri 6/278:40 amSTX - BIL
2 stops14h 23mUnited Airlines
Deal found 4/17$1,114
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 6/1912:36 pmBIL - STX
2 stops24h 18mAmerican Airlines
Fri 6/275:20 pmSTX - BIL
3 stops20h 46mAmerican Airlines
Deal found 4/17$1,295
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:00 amBIL - KIN
2 stops30h 35mMultiple Airlines
Sat 5/31:39 pmKIN - BIL
3 stops34h 03mMultiple Airlines
Deal found 4/15$1,304
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 12/262:03 pmBIL - UVF
2 stops21h 17mAmerican Airlines
Tue 12/304:55 pmUVF - BIL
2 stops21h 57mAmerican Airlines
Deal found 4/17$1,650
This Alaska Airlines deal was found by Cheapflights users on 4/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/223:45 pmBIL - SJU
3 stops20h 33mAlaska Airlines
Mon 7/2812:59 amSJU - BIL
2 stops14h 24mAlaska Airlines
Deal found 4/16$2,753

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 April 17, 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

Tue 7/22

12:50 pm-11:54 pm

1 stop9h 04m

San Juan Luis Munoz Marin Intl

Tue 7/29

1:40 pm-9:03 pm

1 stop9h 23m

$536

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Fri 9/5

12:35 pm-11:15 am

2 stops20h 40m

San Juan Luis Munoz Marin Intl

Wed 10/8

12:00 pm-8:50 pm

2 stops10h 50m

$546

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 10/4

12:35 pm-12:32 pm

2 stops21h 57m

Punta Cana

Fri 10/10

3:20 pm-11:58 am

2 stops22h 38m

$738

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 10/4

12:30 pm-12:40 pm

2 stops22h 10m

Punta Cana

Thu 10/9

1:50 pm-9:44 am

2 stops21h 54m

$744

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Thu 5/1

6:26 pm-11:30 am

2 stops15h 04m

Punta Cana

Thu 5/8

1:05 pm-12:19 am

2 stops13h 14m

$834

BillingsKingston

BIL - KIN

BILKIN

Billings Logan Intl

Wed 4/30

5:20 am-8:00 pm

2 stops13h 40m

Kingston Norman Manley

Sat 5/3

9:00 am-11:12 pm

2 stops15h 12m

$856

BillingsChristiansted

BIL - STX

BILSTX

Billings Logan Intl

Thu 6/19

12:30 pm-10:45 am

2 stops20h 15m

Christiansted Henry Rohlsen

Fri 6/27

8:40 am-9:03 pm

2 stops14h 23m

$1,114

BillingsChristiansted

BIL - STX

BILSTX

Billings Logan Intl

Thu 6/19

12:36 pm-2:54 pm

2 stops24h 18m

Christiansted Henry Rohlsen

Fri 6/27

5:20 pm-12:06 pm

3 stops20h 46m

$1,295

BillingsKingston

BIL - KIN

BILKIN

Billings Logan Intl

Wed 4/30

5:00 am-12:35 pm

2 stops30h 35m

Kingston Norman Manley

Sat 5/3

1:39 pm-10:42 pm

3 stops34h 03m

$1,304

BillingsCastries

BIL - UVF

BILUVF

Billings Logan Intl

Sun 6/1

1:58 pm-2:11 pm

2 stops22h 13m

Castries Hewanorra

Sun 6/8

2:45 pm-12:06 pm

2 stops23h 21m

$1,923

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 11 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

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 December is currently the most expensive (average of $336). 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,882 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • 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 - Punta Cana 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 December is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Billings to Caribbean

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Top 2 airlines flying from Billings to Caribbean

Discover the top 2 airlines 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$484Average$669FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$494Average$804FlexibilityNo cancel feeOn-time69%

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