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$600+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$600
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$614
From Billings Logan Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/12. 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.
Thu 6/265:00 amBIL - SJU
2 stops13h 38mUnited Airlines
Wed 8/131:40 pmSJU - BIL
1 stop11h 07mUnited Airlines
Deal found 6/12$600
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 7/306:00 amBIL - SJU
2 stops16h 27mAmerican Airlines
Tue 8/56:04 amSJU - BIL
2 stops18h 07mAmerican Airlines
Deal found 6/11$639
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/106:42 amBIL - SDQ
2 stops24h 33mAmerican Airlines
Thu 7/177:00 amSDQ - BIL
2 stops17h 11mAmerican Airlines
Deal found 6/11$799
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 7/14:15 pmBIL - AUA
2 stops18h 25mUnited Airlines
Fri 7/43:10 pmAUA - BIL
2 stops26h 14mUnited Airlines
Deal found 6/12$809
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/272:00 pmBIL - UVF
2 stops22h 20mAmerican Airlines
Sun 8/33:00 pmUVF - BIL
2 stops23h 02mAmerican Airlines
Deal found 6/12$1,057
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/192:00 pmBIL - STX
2 stops24h 30mAmerican Airlines
Fri 6/275:20 pmSTX - BIL
2 stops22h 06mAmerican Airlines
Deal found 6/11$1,379
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/194:16 pmBIL - STX
2 stops37h 49mUnited Airlines
Fri 6/2711:20 amSTX - BIL
2 stops12h 42mUnited Airlines
Deal found 6/10$1,499
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 7/307:17 pmBIL - SJU
3 stops26h 08mAlaska Airlines
Tue 8/56:15 amSJU - BIL
2 stops19h 53mAlaska Airlines
Deal found 6/10$2,969

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 June 12, 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

Thu 6/26

5:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Wed 8/13

1:40 pm-10:47 pm

1 stop11h 07m

$600

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 7/30

6:00 am-12:27 am

2 stops16h 27m

San Juan Luis Munoz Marin Intl

Tue 8/5

6:04 am-10:11 pm

2 stops18h 07m

$639

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

Thu 7/10

6:42 am-9:15 am

2 stops24h 33m

Santo Domingo Las Americas

Thu 7/17

7:00 am-10:11 pm

2 stops17h 11m

$799

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Tue 7/1

4:15 pm-12:40 pm

2 stops18h 25m

Oranjestad Reina Beatrix

Fri 7/4

3:10 pm-3:24 pm

2 stops26h 14m

$809

BillingsCastries

BIL - UVF

BILUVF

Billings Logan Intl

Sun 7/27

2:00 pm-2:20 pm

2 stops22h 20m

Castries Hewanorra

Sun 8/3

3:00 pm-12:02 pm

2 stops23h 02m

$1,057

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 7/30

7:17 pm-11:25 pm

3 stops26h 08m

San Juan Luis Munoz Marin Intl

Tue 8/5

6:15 am-12:08 am

2 stops19h 53m

$2,969

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 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.

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 June 12, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 - Havana Jose Marti Intl, Billings Logan Intl - San Juan Luis Munoz Marin Intl or Billings Logan Intl - Christiansted Henry Rohlsen 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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Alternative routes for Billings to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$484Average$689FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$494Average$793FlexibilityNo cancel feeOn-time69%

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