$249 Find Cheap Flights from Bozeman to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Bozeman to Caribbean Islands departing on 3/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bozeman to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bozeman to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Bozeman to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$605
Santo Domingo
Santo Domingo1 stop$594
Oranjestad
Oranjestad2 stops$822
Nassau
Nassau2 stops$488
George Town
George Town2 stops$582
Punta Cana
Punta Cana1 stop$605
Santo Domingo
Santo Domingo1 stop$594
Oranjestad
Oranjestad2 stops$822
Nassau
Nassau2 stops$488
George Town
George Town2 stops$582

Book Cheap Bozeman 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 Bozeman 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 Bozeman to Caribbean Islands

Tue, May 5 - Tue, May 12
Southwest Logo
11:20 am - 11:40 pm
BZN
-
SJU
10h 20m
2 stops
Southwest Logo
8:10 am - 10:00 pm
SJU
-
BZN
15h 50m
2 stops
$384Southwest
Tue, May 5 - Tue, May 12
United Airlines Logo
8:30 am - 8:34 pm
BZN
-
SJU
10h 04m
1 stop
United Airlines Logo
7:20 am - 9:37 pm
SJU
-
BZN
16h 17m
2 stops
$417United Airlines
Sat, May 2 - Tue, May 5
United Airlines Logo
8:30 am - 8:34 pm
BZN
-
SJU
10h 04m
1 stop
United Airlines Logo
1:00 am - 11:26 am
SJU
-
BZN
12h 26m
2 stops
$431United Airlines
Tue, Mar 17 - Sun, Mar 29
United Airlines Logo
11:49 am - 11:36 pm
BZN
-
SJU
9h 47m
1 stop
United Airlines Logo
1:00 am - 10:36 am
SJU
-
BZN
11h 36m
1 stop
$451United Airlines
Sat, Mar 14 - Sat, Mar 21
JetBlue Logo
12:39 pm - 11:12 pm
BZN
-
SJU
8h 33m
1 stop
JetBlue Logo
6:15 am - 1:35 pm
SJU
-
BZN
9h 20m
1 stop
$496JetBlue
Thu, Mar 12 - Wed, Mar 18
JetBlue Logo
11:44 am - 3:31 am
BZN
-
SDQ
13h 47m
1 stop
JetBlue Logo
5:20 pm - 10:34 am
SDQ
-
BZN
19h 14m
1 stop
$594JetBlue
Wed, Mar 11 - Wed, Mar 18
Delta Logo
11:39 am - 12:08 pm
BZN
-
PUJ
22h 29m
2 stops
Delta Logo
3:18 pm - 2:36 pm
PUJ
-
BZN
25h 18m
2 stops
$649Delta
Fri, May 8 - Mon, May 11
Delta Logo
3:40 pm - 6:18 pm
BZN
-
SDQ
24h 38m
2 stops
Delta Logo
7:45 pm - 2:36 pm
SDQ
-
BZN
20h 51m
2 stops
$688Delta
Fri, Mar 20 - Sat, Mar 28
American Airlines Logo
7:00 am - 10:53 pm
BZN
-
SDQ
13h 53m
2 stops
American Airlines Logo
4:03 pm - 12:57 pm
SDQ
-
BZN
22h 54m
2 stops
$833American Airlines
Fri, May 8 - Mon, May 11
American Airlines Logo
1:41 pm - 9:20 am
BZN
-
SDQ
17h 39m
2 stops
American Airlines Logo
5:55 pm - 12:51 pm
SDQ
-
BZN
20h 56m
3 stops
$2,770American Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Bozeman 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 Bozeman 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 $368, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Bozeman to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Bozeman to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Bozeman to Caribbean Islands is November, when tickets cost $411 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $880 and $748 respectively.

Good to know

Low seasonJune
Cheapest flight$249
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Bozeman to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Bozeman 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 Bozeman to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bozeman 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 Bozeman 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 Bozeman 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 Bozeman 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 Bozeman 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 airlines flying from Bozeman to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Bozeman 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 Bozeman 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 9210 reviews
6.6Food
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
Airline reviews

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

2.0 MediocreSonje’, Jan 2026
STL - EWR
Read more United Airlines reviews

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

The food was terrible this time. Otherwise pleasant, quiet, on-time.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports