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Caribbean

$308+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — SJU
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap 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 February 11, 2026.

This United Airlines deal was found by Cheapflights users on 2/8. 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 5/25:05 am
BIL
-
SJU
2 stops13h 33m
United Airlines
Mon 5/111:00 am
SJU
-
BIL
2 stops14h 23m
United Airlines
Deal found 2/8$534
This American Airlines deal was found by Cheapflights users on 2/10. 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 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
1 stop12h 41m
American Airlines
Sat 5/95:45 am
SJU
-
BIL
2 stops18h 58m
American Airlines
Deal found 2/10$562
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 5/86:35 am
BIL
-
SJU
1 stop9h 03m
United Airlines
Fri 5/151:00 am
SJU
-
BIL
2 stops14h 23m
United Airlines
Deal found 2/10$600
This Orbitz deal was found by Cheapflights users on 2/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/72:35 pm
BIL
-
AUA
2 stops22h 35m
Air Canada
Tue 4/144:05 pm
AUA
-
BIL
2 stops23h 18m
Air Canada
Deal found 2/11$620
This Air Canada deal was found by Cheapflights users on 2/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:05 am
BIL
-
AUA
2 stops32h 05m
Air Canada
Thu 4/304:05 pm
AUA
-
BIL
2 stops43h 33m
Air Canada
Deal found 2/11$632
This United Airlines deal was found by Cheapflights users on 2/9. 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 5/156:35 am
BIL
-
SJU
1 stop9h 03m
United Airlines
Sat 5/237:20 am
SJU
-
BIL
2 stops15h 49m
United Airlines
Deal found 2/9$638
This American Airlines deal was found by Cheapflights users on 2/9. 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 stops17h 22m
American Airlines
Sun 5/106:45 am
SJU
-
BIL
1 stop17h 58m
American Airlines
Deal found 2/9$639
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/185:55 pm
BIL
-
PUJ
2 stops19h 19m
United Airlines
Tue 3/244:20 pm
PUJ
-
BIL
2 stops19h 33m
United Airlines
Deal found 2/10$663
This American Airlines deal was found by Cheapflights users on 2/9. 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 4/81:51 pm
BIL
-
SJU
1 stop12h 41m
American Airlines
Tue 4/146:45 am
SJU
-
BIL
1 stop17h 58m
American Airlines
Deal found 2/9$671
This American Airlines deal was found by Cheapflights users on 2/9. 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 8/197:00 am
BIL
-
SDQ
2 stops11h 30m
American Airlines
Tue 8/257:00 am
SDQ
-
BIL
2 stops16h 30m
American Airlines
Deal found 2/9$743
This American Airlines deal was found by Cheapflights users on 2/8. 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 4/181:51 pm
BIL
-
PUJ
2 stops20h 48m
American Airlines
Fri 4/245:25 pm
PUJ
-
BIL
2 stops21h 56m
American Airlines
Deal found 2/8$753
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 3/275:55 pm
BIL
-
PUJ
2 stops16h 54m
United Airlines
Fri 4/32:20 pm
PUJ
-
BIL
2 stops21h 18m
United Airlines
Deal found 2/10$762

Find flight deals from Billings to Caribbean

Keep the following information in mind while searching for Billings to Caribbean flight deals. Data was last updated February 11, 2026.

Round-trip from

$534
(United Airlines)

One-way from

$308
(American Airlines)
From Billings Logan Intl to Caribbean
Search Deals
One-way flight from Billings Logan Intl to Caribbean
Search Deals

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 February 11, 2026.
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

Sat 5/2

5:05 am-8:38 pm

2 stops13h 33m

San Juan Luis Munoz Marin Intl

Mon 5/11

1:00 am-1:23 pm

2 stops14h 23m

$534

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

Fri 5/8

6:35 am-5:38 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Fri 5/15

1:00 am-1:23 pm

2 stops14h 23m

$600

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Tue 4/7

2:35 pm-3:10 pm

2 stops22h 35m

Oranjestad Reina Beatrix

Tue 4/14

4:05 pm-1:23 pm

2 stops23h 18m

$620

BillingsOranjestad

BIL - AUA

BILAUA

Billings Logan Intl

Tue 4/28

5:05 am-3:10 pm

2 stops32h 05m

Oranjestad Reina Beatrix

Thu 4/30

4:05 pm-9:38 am

2 stops43h 33m

$632

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Fri 5/15

6:35 am-5:38 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Sat 5/23

7:20 am-9:09 pm

2 stops15h 49m

$638

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 4/28

1:51 pm-9:13 am

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Sun 5/10

5:45 am-10:43 pm

2 stops18h 58m

$639

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 4/8

1:51 pm-4:32 am

1 stop12h 41m

San Juan Luis Munoz Marin Intl

Tue 4/14

7:00 pm-1:21 pm

2 stops20h 21m

$639

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Wed 3/18

5:55 pm-3:14 pm

2 stops19h 19m

Punta Cana

Tue 3/24

4:20 pm-9:53 am

2 stops19h 33m

$663

BillingsPunta Cana

BIL - PUJ

BILPUJ

Billings Logan Intl

Sat 4/18

1:51 pm-12:39 pm

2 stops20h 48m

Punta Cana

Fri 4/24

5:25 pm-1:21 pm

2 stops21h 56m

$753

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 26 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 February 11, 2026.
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
9,276 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,276 reviews
United Airlines
7.4
Good
9,276 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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?

    United Airlines, American Airlines, and Air Canada can get you from Billings to Caribbean in just under 13h 33m. Your travel time can differ by up to 9h 02m. The distance from Billings to Caribbean 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?

    Most travelers choose Billings Logan Intl - San Juan Luis Munoz Marin Intl, Billings Logan Intl - Punta Cana or Billings Logan Intl - Santo Domingo Las Americas 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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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 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$495Average$655FlexibilityNo cancel feeOn-time69%

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