$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 10/1. 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 Cana1 stop$710
Santo Domingo
Santo Domingo2 stops$891
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$461
George Town
George Town2 stops$1,904
Punta Cana
Punta Cana1 stop$710
Santo Domingo
Santo Domingo2 stops$891
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$461
George Town
George Town2 stops$1,904

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

Sun, Nov 1 - Mon, Nov 2
Southwest Logo
11:05 am - 12:55 am
BZN
-
SJU
10h 50m
2 stops
Southwest Logo
5:35 am - 3:25 pm
SJU
-
BZN
12h 50m
2 stops
$431Southwest
Mon, Oct 19 - Sat, Oct 24
United Airlines Logo
11:38 am - 11:50 pm
BZN
-
SJU
10h 12m
1 stop
United Airlines Logo
1:05 am - 1:28 pm
SJU
-
BZN
14h 23m
2 stops
$436United Airlines
Thu, Aug 27 - Sat, Sep 5
Southwest Logo
11:25 am - 11:50 pm
BZN
-
SJU
10h 25m
2 stops
Southwest Logo
6:25 am - 8:05 pm
SJU
-
BZN
15h 40m
2 stops
$439Southwest
Tue, Jan 12 - Tue, Jan 19
Southwest Logo
8:40 am - 10:00 pm
BZN
-
SJU
10h 20m
2 stops
Southwest Logo
6:15 am - 2:45 pm
SJU
-
BZN
11h 30m
2 stops
$479Southwest
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
$506Delta
Mon, Oct 19 - 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
$511United Airlines
Fri, Oct 30 - Tue, Nov 10
United Airlines Logo
7:00 am - 5:25 pm
BZN
-
SJU
8h 25m
1 stop
United Airlines Logo
8:25 am - 9:07 pm
SJU
-
BZN
15h 42m
2 stops
$526United Airlines
Mon, Aug 31 - Wed, Sep 9
Delta Logo
3:14 pm - 12:40 pm
BZN
-
AUA
19h 26m
2 stops
Delta Logo
1:55 pm - 5:51 pm
AUA
-
BZN
29h 56m
2 stops
$666Delta
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
1:42 pm - 4:08 pm
BZN
-
STI
23h 26m
3 stops
American Airlines Logo
5:08 pm - 12:52 pm
STI
-
BZN
22h 44m
3 stops
$1,854American Airlines
Sat, Nov 21 - Sat, Nov 28
American Airlines Logo
1:42 pm - 2:46 pm
BZN
-
GCM
23h 04m
2 stops
American Airlines Logo
2:00 pm - 1:02 pm
GCM
-
BZN
25h 02m
2 stops
$1,904American 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

$218
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 4238 reviews
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
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

The international portion was good. Food and beverage options were good. The sustainable wooden eatery was less than desirable. Your Star Alliance partner ANA provided real silverware. I'm 6'3" & 198 lbs and felt cramped in the exit row. How can that be? Flight attendant all had a pleasant disposition which is always good.

Flight was late to take off Plane broke down Had to move everyone to another plane Told we weren’t going to LGA but Newark Also told we would be taken to NY But United lied and we ended up at Newark at 2 in the morning Horrible experience. And the experience of trying to get compensation from United is just as bad. They could not care less about their passengers Never again!

Flight was late, the only reason I almost missed my flight was that my connection was also late.

Staff on the plane was incredible. Check-in was very complicated with no staff to help at the airport. I was charged for a second bag even though my ticket says 2 bags are free

Flight be on time would be a good start. Then train your flight attendants to be attentive and friendly. This time they completely forgot my row for the measly snack! United, do better!

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

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.

Worst communication. Delayed boarding for two hours without a single announcement until hour 1 had passed - on time status showing until our flight was supposed to takeoff and the crew had already walked away. No one was boarding. Disgusting part of DFW overcrowded with no AC on a 97 degree day. Then the first app update is that we’d take off in 15 mins… but again no one had boarded a full flight. No announcement in the terminal so everyone is just crowded around a disgusting place with no info for over an hour which turned into two. This was an overfill flight and a disgrace to passenger decency all while likely just trying to fix their own issue of overbooking. The worst airline at the worst airport.

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

The flight was delayed almost three hours. I understand delays happen from time to time, but this flight was delayed no less than 10 times. I wish the amount of time of the delay was more accurate, versus delaying in 10 or 20 minute increments many, many times.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I’ve been on 8 flights with American Airlines in the last 2 months and 4 have been delayed.

The flight was ok, i understand Houston-Dallas is a short distance. The plane is really small: no TV, no snacks, but other than that, all was good. We had a bid delay but luckily it did not affect my connection

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

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