$218 Find Cheap Flights from Bozeman to Caribbean - 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 Bozeman to Caribbean departing on 10/2. 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 Bozeman to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$725
Santo Domingo
Santo Domingo2 stops$1,272
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$789
George Town
George Town2 stops$666
Punta Cana
Punta Cana2 stops$725
Santo Domingo
Santo Domingo2 stops$1,272
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$789
George Town
George Town2 stops$666

Book Cheap Bozeman 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 Bozeman 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 Bozeman to Caribbean

Thu, Oct 22 - Sun, Oct 25
Southwest Logo
11:15 am - 12:35 am
BZN
-
SJU
11h 20m
2 stops
Southwest Logo
5:30 am - 2:40 pm
SJU
-
BZN
11h 10m
2 stops
$475Southwest
Thu, Oct 22 - Sun, Oct 25
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:21 pm - 9:07 pm
SJU
-
BZN
9h 46m
1 stop
$496United Airlines
Fri, Sep 25 - Thu, Oct 1
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 10:25 am
SJU
-
BZN
11h 25m
1 stop
$501United Airlines
Fri, Oct 30 - Tue, Nov 10
Delta Logo
6:00 am - 11:56 pm
BZN
-
SJU
15h 56m
2 stops
Delta Logo
7:00 am - 1:16 pm
SJU
-
BZN
9h 16m
1 stop
$506Delta
Fri, Oct 30 - Tue, Nov 10
Delta Logo
6:00 am - 11:56 pm
BZN
-
SJU
15h 56m
2 stops
Delta Logo
7:00 am - 1:16 pm
SJU
-
BZN
9h 16m
1 stop
$514Delta
Thu, Oct 22 - Sat, Oct 24
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:05 am - 1:28 pm
SJU
-
BZN
14h 23m
2 stops
$541United Airlines
Fri, Sep 25 - Thu, Oct 1
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 3:28 pm
SJU
-
BZN
16h 28m
2 stops
$546United Airlines
Fri, Oct 30 - Tue, Nov 10
Delta Logo
3:34 pm - 11:56 am
BZN
-
SJU
18h 22m
2 stops
Delta Logo
2:05 pm - 11:58 pm
SJU
-
BZN
12h 53m
2 stops
$557Delta
Fri, Oct 16 - Thu, Oct 22
American Airlines Logo
1:47 pm - 2:15 pm
BZN
-
GCM
23h 28m
1 stop
American Airlines Logo
12:00 pm - 12:25 pm
GCM
-
BZN
25h 25m
2 stops
$848American Airlines
Sat, Dec 26 - Tue, Jan 5
American Airlines Logo
3:44 pm - 10:07 am
BZN
-
SDQ
15h 23m
2 stops
American Airlines Logo
6:51 pm - 12:53 pm
SDQ
-
BZN
21h 02m
2 stops
$1,272American Airlines
Booking Insights

KAYAK's insights & trends for Bozeman to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Bozeman to Caribbean, 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 is July, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $530 and $503 respectively.

Good to know

Low seasonNovember
Cheapest flight$218
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Bozeman to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bozeman 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 Bozeman 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 Bozeman 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 Bozeman 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 Bozeman to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Bozeman to Caribbean

 
Need help choosing which airline to fly with from Bozeman 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.
7.9
SouthwestOverall score based on 4247 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

The airplanes are getting where a small frame person is the only person that can sit in there seats on a full plane

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.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

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.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

We’ve had a year of delays with American, and this one was another flight to add to that list. It just reduced our vacation by a day! So frustrating. In-flight entertainment (TVs) weren’t working, There was no drinks service due to delivery issues.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

A little late at the start but all worked out well.

The flight from DFW to chs was delayed with multiple gate changes.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports