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Caribbean Islands

$562+ Cheap flights from Billings (BIL) to Caribbean Islands

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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Mar 23 — Mar 301
Mon 3/23
Mon 3/30
1 adult, Economy
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Cheap 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 February 21, 2026.

This American Airlines deal was found by Cheapflights users on 2/21. 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 4/291:51 pm
BIL
-
SJU
2 stops17h 22m
American Airlines
Sat 5/95:45 am
SJU
-
BIL
2 stops18h 58m
American Airlines
Deal found 2/21$562
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Tue 4/281:51 pm
BIL
-
SJU
2 stops19h 02m
American Airlines
Sun 5/105:45 am
SJU
-
BIL
2 stops18h 58m
American Airlines
Deal found 2/21$629
This Air Canada deal was found by Cheapflights users on 2/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:00 am
BIL
-
AUA
2 stops30h 10m
Air Canada
Thu 4/304:05 pm
AUA
-
BIL
2 stops43h 33m
Air Canada
Deal found 2/18$663
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/307:00 am
BIL
-
SJU
1 stop8h 38m
United Airlines
Fri 4/31:40 pm
SJU
-
BIL
1 stop9h 17m
United Airlines
Deal found 2/19$667
This American Airlines deal was found by Cheapflights users on 2/18. 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 5/3112:38 pm
BIL
-
SJU
1 stop9h 21m
American Airlines
Wed 6/312:59 am
SJU
-
BIL
1 stop13h 09m
American Airlines
Deal found 2/18$669
This United Airlines deal was found by Cheapflights users on 2/18. 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 12/102:40 pm
BIL
-
PUJ
2 stops19h 19m
United Airlines
Tue 12/155:20 pm
PUJ
-
BIL
2 stops19h 31m
United Airlines
Deal found 2/18$683
This FlightHub deal was found by Cheapflights users on 2/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:00 am
BIL
-
AUA
2 stops30h 10m
Air Canada
Tue 4/144:05 pm
AUA
-
BIL
2 stops23h 18m
Air Canada
Deal found 2/18$699
This United Airlines deal was found by Cheapflights users on 2/18. 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 5/95:51 pm
BIL
-
PUJ
2 stops19h 39m
United Airlines
Wed 5/131:25 pm
PUJ
-
BIL
1 stop9h 32m
United Airlines
Deal found 2/18$704
This United Airlines deal was found by Cheapflights users on 2/18. 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 5/95:51 pm
BIL
-
PUJ
2 stops16h 24m
United Airlines
Thu 5/142:20 pm
PUJ
-
BIL
2 stops21h 18m
United Airlines
Deal found 2/18$708
This American Airlines deal was found by Cheapflights users on 2/18. 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 6/2412:38 pm
BIL
-
SJU
1 stop9h 37m
American Airlines
Tue 6/306:00 am
SJU
-
BIL
2 stops19h 15m
American Airlines
Deal found 2/18$709
This United Airlines deal was found by Cheapflights users on 2/18. 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 12/115:51 pm
BIL
-
PUJ
2 stops19h 23m
United Airlines
Sat 12/192:05 pm
PUJ
-
BIL
1 stop9h 46m
United Airlines
Deal found 2/18$729
This United Airlines deal was found by Cheapflights users on 2/18. 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 5/95:51 pm
BIL
-
PUJ
2 stops17h 20m
United Airlines
Sat 5/162:20 pm
PUJ
-
BIL
2 stops21h 18m
United Airlines
Deal found 2/18$733

Find 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 February 21, 2026.

Round-trip from

$562
(American Airlines)
From Billings Logan Intl to Caribbean Islands
Search Deals

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 February 21, 2026.
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

Wed 4/29

1:51 pm-9:13 am

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:45 am-10:43 pm

2 stops18h 58m

$562

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 4/28

1:51 pm-12:29 pm

2 stops20h 38m

San Juan Luis Munoz Marin Intl

Sun 5/10

5:45 am-10:43 pm

2 stops18h 58m

$629

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Tue 4/28

7:00 am-3:10 pm

2 stops30h 10m

Oranjestad Reina Beatrix

Thu 4/30

4:05 pm-9:38 am

2 stops43h 33m

$663

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 6/24

12:38 pm-12:15 am

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Mon 6/29

12:59 am-12:08 pm

1 stop13h 09m

$669

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sun 5/31

12:38 pm-11:59 pm

1 stop9h 21m

San Juan Luis Munoz Marin Intl

Wed 6/3

12:59 am-12:08 pm

1 stop13h 09m

$669

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Tue 4/7

7:00 am-3:10 pm

2 stops30h 10m

Oranjestad Reina Beatrix

Tue 4/14

4:05 pm-1:23 pm

2 stops23h 18m

$699

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 5/9

5:51 pm-3:30 pm

2 stops19h 39m

Punta Cana

Thu 5/14

1:25 pm-10:45 pm

1 stop11h 20m

$704

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 5/9

5:05 am-5:35 pm

1 stop10h 30m

Punta Cana

Wed 5/13

1:25 pm-8:57 pm

1 stop9h 32m

$704

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 3/30

7:00 am-8:38 pm

2 stops11h 38m

San Juan Luis Munoz Marin Intl

Fri 4/3

1:40 pm-8:57 pm

1 stop9h 17m

$712

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 5/9

5:51 pm-1:11 pm

2 stops17h 20m

Punta Cana

Sat 5/16

2:20 pm-9:38 am

2 stops21h 18m

$733

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 21 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
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Billings to Caribbean Islands?

    Departing from Billings to Caribbean Islands will take you 17h 22m. The distance from Billings to Caribbean Islands is about 3068 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 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 - Punta Cana or Billings Logan Intl - Castries Hewanorra.

  • 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.

See more FAQs

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Top airline flying from Billings to Caribbean Islands

Discover the top airline 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 February 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$495Average$655FlexibilityNo cancel feeOn-time69%

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