$248 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 9/22. 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$710
Santo Domingo
Santo Domingo2 stops$831
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$654
George Town
George Town2 stops$1,091
Punta Cana
Punta Cana2 stops$710
Santo Domingo
Santo Domingo2 stops$831
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$654
George Town
George Town2 stops$1,091

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 - 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
$506Delta
Mon, Aug 31 - Tue, Sep 8
Southwest Logo
5:05 pm - 11:00 am
BZN
-
SJU
15h 55m
2 stops
Southwest Logo
1:20 pm - 10:25 pm
SJU
-
BZN
11h 05m
2 stops
$512Southwest
Mon, Oct 5 - Wed, Oct 7
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
2:00 pm - 9:04 pm
SJU
-
BZN
9h 04m
1 stop
$526United Airlines
Sat, Aug 29 - Tue, Sep 8
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 10:27 am
SJU
-
BZN
11h 27m
1 stop
$529United Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
6:30 am - 5:38 pm
BZN
-
SJU
9h 08m
1 stop
United Airlines Logo
1:00 am - 10:27 am
SJU
-
BZN
11h 27m
1 stop
$532United Airlines
Tue, Sep 1 - Sat, Sep 5
JetBlue Logo
11:22 am - 12:13 am
BZN
-
SJU
10h 51m
1 stop
JetBlue Logo
5:01 am - 12:53 pm
SJU
-
BZN
9h 52m
1 stop
$537JetBlue
Wed, Nov 4 - Fri, Nov 13
United Airlines Logo
7:00 am - 6:25 pm
BZN
-
SJU
8h 25m
1 stop
United Airlines Logo
2:05 am - 1:28 pm
SJU
-
BZN
14h 23m
2 stops
$541United Airlines
Tue, Sep 1 - Mon, Sep 7
JetBlue Logo
11:22 am - 10:59 pm
BZN
-
SJU
9h 37m
1 stop
JetBlue Logo
5:01 am - 10:27 am
SJU
-
BZN
31h 26m
1 stop
$559JetBlue
Thu, Aug 13 - Thu, Aug 20
American Airlines Logo
6:26 am - 9:07 pm
BZN
-
STI
12h 41m
2 stops
American Airlines Logo
3:35 pm - 11:05 am
STI
-
BZN
21h 30m
2 stops
$825American Airlines
Sun, Nov 1 - Sun, Nov 8
American Airlines Logo
1:52 pm - 11:55 am
BZN
-
PUJ
19h 03m
2 stops
American Airlines Logo
5:33 pm - 1:01 pm
PUJ
-
BZN
22h 28m
2 stops
$840American 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 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

$248
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 4241 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

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

10.0 ExcellentTamara, Jul 2026
MCO - DEN
Read more Southwest reviews

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.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

I think Southwest is the number one airline that anyone can fly I have flown for the first time Frontier and what a joke and their customer service United was a very strange experience I'm only sticking to Southwest from here on out for sure

Great job! My family doesnt fly often but we felt safe 100%

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

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

We flew business fares. Was amazing. However, the check in didn't offer business fares preboarding which is less hectic. 8/10 due to this. Staff compared to Canadian carriers go above and beyond. Would gladly fly United again.

It was extremely hot in the cabin the entire flight, vent air was worn

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

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.

Not one thing to like. Three flights all with “mechanical” delays. Never got to where I was going and spent additional $500 for a hotel room. American Airlines is the worst in the industry!

the seat was not padded at all - uncomfortable after a 3 hour flight

This flight was of course delayed because American cannot have flights that are not delayed.

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

I sat at the airport all night from 8 pm until midnight. The airline kept delaying the flight. They also kept moving us to different gates - 4 times. Then they told us we didn’t have a pilot so we had to wait. Then they cancelled the flight at midnight! I ended up having to rent a car to drive home. So i ended up not even being able to fly on the flight i paid for. Ridiculous, and no agents could help at all. I will not ever book this flight.

Not great. I understand delays happen due to weather and crew issues, but it was unacceptable that no agents were available at the counters inside the airport for customer service or help getting on a standby list. The app was not helpful either. I stood in line for an hour waiting for someone to show up at the gate to help me get on a standby flight. Customer care does not seem to be a priority.

Mechanical delay > Crew Time out. No communication to passengers. Crew time out was positioned as a surprise (even though it must have been know at the time of boarding that the crew would time out.

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