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Caribbean Islands

$298+ Cheap flights from Billings (BIL) to Caribbean Islands

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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Cheap flight deals from Billings to Caribbean Islands

Keep the following information in mind while searching for Billings to Caribbean Islands flight deals. Data was last updated mayo 1, 2025.

Round-trip from

$542
(Mytrip)

One-way from

$298
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$779
From Billings Logan Intl to Caribbean Islands
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One-way flight from Billings Logan Intl to Caribbean Islands
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Highest demand for flights based on searches. 2% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Billings to Caribbean Islands

Cheapest flights from Billings to Caribbean Islands
Explore the most affordable flight options available from Billings to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mayo 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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.
lun. 11/37:41 amBIL - SJU
1 stop18h 24mAmerican Airlines
sáb. 11/88:14 amSJU - BIL
1 stop15h 35mAmerican Airlines
Deal found 4/29$515
This Mytrip deal was found by Cheapflights users on 4/29. 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.
mié. 6/412:20 pmBIL - SJU
2 stops32h 33mMultiple Airlines
dom. 6/88:12 pmSJU - BIL
3 stops27h 17mMultiple Airlines
Deal found 4/29$542
This Delta deal was found by Cheapflights users on 4/28. 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.
dom. 10/265:45 amBIL - SDQ
2 stops15h 44mDelta
vie. 10/317:00 amSDQ - BIL
2 stops17h 32mDelta
Deal found 4/28$649
This United Airlines deal was found by Cheapflights users on 4/30. 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.
dom. 6/112:30 pmBIL - SJU
1 stop9h 24mUnited Airlines
vie. 6/131:40 pmSJU - BIL
1 stop9h 34mUnited Airlines
Deal found 4/30$663
This Delta deal was found by Cheapflights users on 4/30. 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.
mié. 5/216:23 amBIL - SJU
2 stops14h 24mDelta
mié. 5/281:55 pmSJU - BIL
2 stops11h 03mDelta
Deal found 4/30$795
This Delta deal was found by Cheapflights users on 4/29. 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.
jue. 5/16:26 pmBIL - PUJ
2 stops15h 53mDelta
jue. 5/81:05 pmPUJ - BIL
2 stops13h 14mDelta
Deal found 4/29$1,042
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jue. 5/12:02 pmBIL - PUJ
2 stops21h 02mAmerican Airlines
jue. 5/811:46 amPUJ - BIL
1 stop12h 16mAmerican Airlines
Deal found 4/29$1,108
This United Airlines deal was found by Cheapflights users on 4/30. 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.
jue. 6/1912:30 pmBIL - STX
2 stops20h 15mUnited Airlines
vie. 6/2711:20 amSTX - BIL
2 stops26h 16mUnited Airlines
Deal found 4/30$1,127
This American Airlines deal was found by Cheapflights users on 4/30. 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.
jue. 6/1912:36 pmBIL - STX
2 stops25h 54mAmerican Airlines
vie. 6/275:20 pmSTX - BIL
3 stops20h 46mAmerican Airlines
Deal found 4/30$1,613
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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.
mié. 5/213:45 pmBIL - SJU
2 stops20h 32mAlaska Airlines
mié. 5/286:30 amSJU - BIL
3 stops19h 29mAlaska Airlines
Deal found 4/30$2,694

Cheapflights Fare Finder

Customize your flight search to find flights from Billings to Caribbean Islands 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 mayo 1, 2025.
Use the filters below to find and compare flights from Billings to Caribbean Islands that are best for you.

Fly from

Billings

Fly to

Caribbean Islands

Route

Depart

Return

Price

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mié. 6/4

12:20 pm-10:53 pm

2 stops32h 33m

San Juan Luis Munoz Marin Intl

dom. 6/8

8:12 pm-9:29 pm

3 stops27h 17m

$542

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mar. 7/22

6:01 am-12:27 am

2 stops16h 26m

San Juan Luis Munoz Marin Intl

mar. 7/29

6:04 am-10:11 pm

2 stops18h 07m

$641

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

dom. 10/26

5:45 am-11:29 pm

2 stops15h 44m

Santo Domingo Las Americas

vie. 10/31

7:00 am-10:32 pm

2 stops17h 32m

$649

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

dom. 6/1

12:30 pm-11:54 pm

1 stop9h 24m

San Juan Luis Munoz Marin Intl

vie. 6/13

1:40 pm-9:14 pm

1 stop9h 34m

$663

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mié. 5/21

6:23 am-10:47 pm

2 stops14h 24m

San Juan Luis Munoz Marin Intl

mié. 5/28

1:55 pm-10:58 pm

2 stops11h 03m

$795

BillingsChristiansted

BIL - STX

BILSTX

Billings Logan Intl

jue. 6/19

12:30 pm-10:45 am

2 stops20h 15m

Christiansted Henry Rohlsen

vie. 6/27

11:20 am-11:36 am

2 stops26h 16m

$1,127

BillingsChristiansted

BIL - STX

BILSTX

Billings Logan Intl

jue. 6/19

12:36 pm-4:30 pm

2 stops25h 54m

Christiansted Henry Rohlsen

vie. 6/27

5:20 pm-12:06 pm

3 stops20h 46m

$1,613

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mié. 5/21

3:45 pm-2:17 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

mié. 5/28

6:30 am-11:59 pm

3 stops19h 29m

$2,694

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

mar. 6/3

7:00 am-5:30 pm

1 stop8h 30m

$298

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

dom. 6/8

2:00 pm-5:06 am

1 stop13h 06m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 11 results
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Best time to book a flight from Billings to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Billings to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Billings to Caribbean Islands (average of $254). Flying from Billings to Caribbean Islands 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated mayo 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Billings to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

    Located just 2.7 mi from the city center, Billings Logan Intl (BIL) is the airport most travelers will use when flying to Caribbean Islands from Billings.

  • What are the cheapest airlines to fly from Billings to Caribbean Islands one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $298. However, be on the lookout for offers from American Airlines and Alaska Airlines, as they are both options that can get you from Billings to Caribbean Islands for a low price.

  • What are the most popular routes from Billings to Caribbean Islands?

    The most popular route from Billings to Caribbean Islands is Billings Logan Intl - San Juan Luis Munoz Marin Intl. You may also consider Billings Logan Intl - Castries Hewanorra or Billings Logan Intl - Havana Jose Marti Intl.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Billings to Caribbean Islands (average of $254). Flying from Billings to Caribbean Islands 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

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Top 2 airlines flying from Billings to Caribbean Islands

Discover the top 2 airlines that operate flights from Billings to Caribbean Islands. 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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$484Average$689FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$494Average$802FlexibilityNo cancel feeOn-time69%

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