$282 Find Cheap Flights from Billings to Caribbean Islands - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Billings to Caribbean Islands departing on 8/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Billings to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$755
Oranjestad
Oranjestad2 stops$656
Kingston
Kingston2 stops$999
Punta Cana
Punta Cana2 stops$755
Oranjestad
Oranjestad2 stops$656
Kingston
Kingston2 stops$999

Book Cheap Billings to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Billings to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Billings to Caribbean Islands

Thu, Sep 10 - Mon, Sep 14
Delta Logo
6:20 am - 10:19 pm
BIL
-
SJU
13h 59m
2 stops
Delta Logo
7:00 am - 11:15 pm
SJU
-
BIL
18h 15m
2 stops
$624Delta
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
12:28 pm - 9:24 am
BIL
-
SJU
18h 56m
2 stops
American Airlines Logo
4:38 pm - 11:57 am
SJU
-
BIL
21h 19m
2 stops
$642American Airlines
Wed, Sep 9 - Sat, Sep 19
American Airlines Logo
1:13 pm - 11:00 am
BIL
-
SJU
19h 47m
2 stops
American Airlines Logo
4:38 pm - 11:57 am
SJU
-
BIL
21h 19m
2 stops
$647American Airlines
Mon, Aug 31 - Wed, Sep 9
Delta Logo
11:51 am - 12:40 pm
BIL
-
AUA
22h 49m
2 stops
Delta Logo
1:55 pm - 5:53 pm
AUA
-
BIL
29h 58m
2 stops
$656Delta
Wed, Sep 9 - Fri, Sep 18
United Airlines Logo
7:00 am - 11:50 pm
BIL
-
SJU
14h 50m
2 stops
United Airlines Logo
7:00 am - 5:16 pm
SJU
-
BIL
12h 16m
2 stops
$666United Airlines
Tue, Aug 11 - Mon, Aug 17
American Airlines Logo
12:22 pm - 11:15 pm
BIL
-
SJU
8h 53m
1 stop
American Airlines Logo
12:55 am - 11:50 am
SJU
-
BIL
12h 55m
1 stop
$674American Airlines
Sat, Sep 12 - Fri, Sep 18
United Airlines Logo
7:00 am - 5:38 pm
BIL
-
SJU
8h 38m
1 stop
United Airlines Logo
7:00 am - 5:16 pm
SJU
-
BIL
12h 16m
2 stops
$686United Airlines
Tue, Aug 11 - Mon, Aug 17
American Airlines Logo
12:22 pm - 11:15 pm
BIL
-
SJU
8h 53m
1 stop
American Airlines Logo
12:55 am - 11:50 am
SJU
-
BIL
12h 55m
1 stop
$694American Airlines
Wed, Sep 9 - Thu, Sep 17
United Airlines Logo
5:00 am - 8:38 pm
BIL
-
SJU
13h 38m
2 stops
United Airlines Logo
7:00 am - 9:00 pm
SJU
-
BIL
16h 00m
3 stops
$707United Airlines
Thu, Aug 13 - Thu, Aug 20
United Airlines Logo
2:29 pm - 12:40 pm
BIL
-
PUJ
20h 11m
2 stops
United Airlines Logo
1:50 pm - 9:41 am
PUJ
-
BIL
21h 51m
2 stops
$755United Airlines
Booking Insights

KAYAK's insights & trends for Billings to Caribbean Islands flights

Get data-powered insights and trends into flights from Billings to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Billings to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $302, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$282
Flight from Billings to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Billings to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Billings to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Billings to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Billings to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Billings to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Billings to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Billings to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Billings to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Billings to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Billings to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Billings to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9927 reviews
7.7Boarding
7.3Comfort
8.1Crew
6.7Food
7.1Entertainment
Airline reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

6.0 GoodMatthew, Jul 2026
ORD - SEA
Read more United Airlines reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

No complaints other than luggage carousel was incorrectly guiding passengers to the wrong carousel on the screen.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

It was a good flight. Nothing comes to mind about how it could have been better. It was a newer plane, seemed like a great upgrade from your older ones. Staff was very good as well.

The amount of seating is ridiculously small. Three points to consider Point One: Your in flight magazine needs to be smaller. Do you realize I can't even hold it in a reading position because of the limited space in front of me? It's a hangover from the past and if you want anyone to read it, it must be smaller. Point two: It is very uncomfortable for a lady to be sitting next to a strange man and constantly rubbing upper arms even when both of our elbows are within the arm rests. And larger men (whom I pity in this confined predicament) also tend to spread their legs into my leg space which requires me to hold my legs into a smaller position. Point three: The seats seem to position one's body in an unusually upright manner and the head rests push the head farther forward. I gave a small effort to see if the headrest could be removed but didn't want to break it or cause a scene with my efforts. I finally put my jacket behind my back to place my body more forward to match the head rest. The service was fine and I noticed ALL staff worked at smiling and greeting passengers. That was nice. No one likes to fly anymore as it is an endurance rather than a pleasure.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports