$531 Find Cheap Flights from Billings to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Billings to Caribbean departing on 1/25. 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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$781
Oranjestad
Oranjestad2 stops$698
Kingston
Kingston2 stops$908
Punta Cana
Punta Cana2 stops$781
Oranjestad
Oranjestad2 stops$698
Kingston
Kingston2 stops$908

Book Cheap Billings to Caribbean 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 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

Sun, Jan 25 - Thu, Jan 29
United Airlines Logo
6:30 am - 9:00 pm
BIL
-
SJU
11h 30m2 stops
United Airlines Logo
8:35 am - 9:23 pm
SJU
-
BIL
15h 48m2 stops
$531United Airlines
Sat, Feb 7 - Sat, Feb 14
American Airlines Logo
2:15 pm - 10:48 am
BIL
-
SJU
17h 33m2 stops
American Airlines Logo
7:30 am - 9:35 pm
SJU
-
BIL
17h 05m1 stop
$570American Airlines
Wed, Mar 18 - Tue, Mar 24
American Airlines Logo
1:51 pm - 5:28 am
BIL
-
SJU
13h 37m1 stop
American Airlines Logo
6:00 am - 9:50 pm
SJU
-
BIL
17h 50m2 stops
$618American Airlines
Sun, Jan 25 - Thu, Jan 29
United Airlines Logo
6:30 am - 6:25 pm
BIL
-
SJU
8h 55m1 stop
United Airlines Logo
8:35 am - 9:23 pm
SJU
-
BIL
15h 48m2 stops
$621United Airlines
Sat, Feb 7 - Sat, Feb 14
American Airlines Logo
2:15 pm - 12:27 pm
BIL
-
SJU
19h 12m2 stops
American Airlines Logo
7:00 am - 9:35 pm
SJU
-
BIL
17h 35m2 stops
$643American Airlines
Tue, Feb 24 - Mon, Mar 2
American Airlines Logo
1:53 pm - 10:07 am
BIL
-
SJU
17h 14m2 stops
American Airlines Logo
7:30 am - 9:35 pm
SJU
-
BIL
17h 05m1 stop
$653American Airlines
Thu, Jun 4 - Tue, Jun 9
United Airlines Logo
2:40 pm - 5:30 am
BIL
-
SJU
12h 50m2 stops
United Airlines Logo
1:05 am - 1:13 pm
SJU
-
BIL
14h 08m2 stops
$672United Airlines
Mon, Jan 26 - Thu, Jan 29
Air Canada Logo
2:45 pm - 3:00 pm
BIL
-
AUA
21h 15m2 stops
Air Canada Logo
4:05 pm - 1:24 pm
AUA
-
BIL
24h 19m2 stops
$765Air Canada
Mon, Jan 26 - Thu, Jan 29
Air Canada Logo
2:45 pm - 3:00 pm
BIL
-
AUA
21h 15m2 stops
Air Canada Logo
4:05 pm - 3:22 pm
AUA
-
BIL
26h 17m2 stops
$780Air Canada
Thu, Jan 29 - Thu, Feb 5
Delta Logo
11:47 am - 3:05 pm
BIL
-
UVF
24h 18m2 stops
Delta Logo
4:25 pm - 7:24 pm
UVF
-
BIL
29h 59m2 stops
$787Delta
Booking Insights

KAYAK's insights & trends for Billings to Caribbean flights

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

What’s the cheapest day of the week to fly from Billings to Caribbean?

The average price of all round-trip flights from Billings to Caribbean clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Billings to Caribbean, look for departures on Mondays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Caribbean, Sunday is the cheapest day to fly and Friday is the most expensive.

Good to know

Cheapest flight$531
Most popular time to fly with an average 29% increase in price.
Flight from Billings to San Juan

FAQs - booking Caribbean flights

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Billings to Caribbean 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?

    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 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?

    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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $735 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $811.

Reviews of the top airline flying from Billings to Caribbean

 
Need help choosing which airline to fly with from Billings to Caribbean? 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 9091 reviews
8.1Crew
6.6Food
7.7Boarding
7.1Entertainment
7.3Comfort
Airline reviews

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

10.0 ExcellentRoger, Dec 2025
CAE - ORD
Read more United Airlines reviews

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports