$226 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 8/29. 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$731
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$638
George Town
George Town2 stops$821
Punta Cana
Punta Cana2 stops$725
Santo Domingo
Santo Domingo2 stops$731
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$638
George Town
George Town2 stops$821

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

Sat, Sep 19 - Fri, Sep 25
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 10:05 am
SJU
-
BZN
11h 05m
1 stop
$514United Airlines
Fri, Oct 30 - Tue, Nov 10
United Airlines Logo
6:30 am - 5:25 pm
BZN
-
SJU
8h 55m
1 stop
United Airlines Logo
8:25 am - 9:30 pm
SJU
-
BZN
16h 05m
2 stops
$514United Airlines
Fri, Oct 30 - Tue, Nov 10
United Airlines Logo
6:30 am - 5:25 pm
BZN
-
SJU
8h 55m
1 stop
United Airlines Logo
2:21 pm - 9:30 pm
SJU
-
BZN
10h 09m
1 stop
$514United Airlines
Thu, Oct 1 - Sun, Oct 4
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 1:31 pm
SJU
-
BZN
14h 31m
2 stops
$514United Airlines
Wed, Jan 13 - Thu, Jan 21
Delta Logo
3:40 pm - 4:50 pm
BZN
-
SJU
22h 10m
2 stops
Delta Logo
5:15 pm - 11:58 pm
SJU
-
BZN
9h 43m
1 stop
$559Delta
Fri, Oct 30 - Tue, Nov 10
Delta Logo
6:30 pm - 11:40 am
BZN
-
SJU
15h 10m
2 stops
Delta Logo
3:10 pm - 12:09 am
SJU
-
BZN
11h 59m
2 stops
$559Delta
Sat, Sep 19 - Sat, Sep 26
Delta Logo
5:55 pm - 12:03 pm
BZN
-
SJU
16h 08m
2 stops
Delta Logo
7:00 am - 8:00 pm
SJU
-
BZN
15h 00m
2 stops
$559Delta
Sat, Dec 12 - Thu, Dec 17
Southwest Logo
2:15 pm - 10:30 am
BZN
-
SJU
17h 15m
2 stops
Southwest Logo
5:35 am - 3:25 pm
SJU
-
BZN
12h 50m
2 stops
$572Southwest
Thu, Sep 3 - Wed, Sep 9
Southwest Logo
3:30 pm - 9:10 am
BZN
-
SJU
15h 40m
2 stops
Southwest Logo
10:30 am - 8:05 pm
SJU
-
BZN
11h 35m
2 stops
$572Southwest
Fri, Aug 14 - Sun, Aug 16
Southwest Logo
5:05 pm - 10:50 am
BZN
-
SJU
15h 45m
2 stops
Southwest Logo
6:00 am - 5:05 pm
SJU
-
BZN
13h 05m
2 stops
$662Southwest
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 November, when tickets cost $411 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $842 and $817 respectively.

Good to know

Low season

June

Cheapest flight

$226
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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.
8.0
SouthwestOverall score based on 4222 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

6.0 GoodJeremy, Aug 2026
STL - PHL
Read more Southwest reviews

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

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

Staff and flight attendants were very polite. Flight was smooth. My seat on the plane was a bit broken so it would not stay in upright position but it was fine for the most part.

Flight staff and all was fine. Food always sucks on planes so nothing new.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

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.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

Nice ! I am gold member at United Airlnes probably I will shift at American Airlines and JAL ! Thank you ! Kindly maintain quality service I fly often! ❤️

Didn’t happe- would have missed connection so we rebooked

Both directions of our trip were befuddled by massive delays, one of which led to our connecting flight being grounded mid air due to storms that we’d have missed if we were on time. The other our originating flight was delayed repeatedly until it arrived at our connecting airport later than our final leg was even supposed to have arrived. American cannot seem to manage rebooking s for a family party… both directions we had to come up with a plan to get to Boston stay overnight only one night each direction was covered by the airline -and take a bus to or from our destination. Missed an entire leg of our trip, hotel cancellation fees, expensive stay in Boston and bus ticket expenses are unlikely to be comped and the meal vouchers are worthless.

The flight was delayed 4 hours, and when we finally boarded, they told us that the fuel was only just then checked. So, we waited even longer to take off.

With a 24 hour delay, the Flight stared off rough. They had a nationwide IT Outage but communications to Passengers was very bad. Ground Staff and Ticket Agents were extremely rude and unhelpful. Perhaps they should take ground training from DL or Qatar. The food was horrible. Seafood was mixed with Bacon. Those two don’t have any space for Jewish or Muslim Faith Customers. The Airline needs new management.

Great. Clean. Seats comfortable. Food was free. Had new release movies.

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