$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 8/27. 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 Domingo3 stops$891
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$638
George Town
George Town2 stops$836
Punta Cana
Punta Cana2 stops$725
Santo Domingo
Santo Domingo3 stops$891
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau2 stops$638
George Town
George Town2 stops$836

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

Wed, Jan 13 - Thu, Jan 21
Southwest Logo
8:40 am - 9:15 pm
BZN
-
SJU
9h 35m
2 stops
Southwest Logo
5:45 am - 2:45 pm
SJU
-
BZN
12h 00m
2 stops
$507Southwest
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
$526United Airlines
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 - 11:45 am
SJU
-
BZN
12h 45m
2 stops
$526United Airlines
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
$536United 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
$536United Airlines
Thu, Sep 3 - Mon, Sep 7
JetBlue Logo
11:07 am - 12:13 am
BZN
-
SJU
11h 06m
1 stop
JetBlue Logo
6:27 pm - 11:41 am
SJU
-
BZN
19h 14m
2 stops
$547JetBlue
Fri, Oct 30 - Tue, Nov 10
Delta Logo
5:30 am - 10:18 pm
BZN
-
SJU
14h 48m
2 stops
Delta Logo
3:35 pm - 12:09 am
SJU
-
BZN
11h 34m
2 stops
$559Delta
Wed, Jan 13 - Thu, Jan 21
Delta Logo
6:00 am - 11:55 pm
BZN
-
SJU
14h 55m
2 stops
Delta Logo
3:20 pm - 11:58 pm
SJU
-
BZN
11h 38m
1 stop
$562Delta
Thu, Sep 3 - Mon, Sep 7
Southwest Logo
3:30 pm - 9:10 am
BZN
-
SJU
15h 40m
2 stops
Southwest Logo
6:00 am - 4:30 pm
SJU
-
BZN
12h 30m
2 stops
$594Southwest
Sat, Jan 2 - Mon, Jan 11
Southwest Logo
8:00 am - 11:30 pm
BZN
-
SJU
12h 30m
2 stops
Southwest Logo
6:15 am - 2:45 pm
SJU
-
BZN
11h 30m
2 stops
$1,149Southwest
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 4227 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

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

8.0 ExcellentSean, Jul 2026
HOU - LGB
Read more Southwest reviews

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.

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

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

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

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

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.

The ground closures and flight delays were unwelcome. I think the captain did what he could to manage expectations for the delays, but the stress level increasing in the cabin was palpable with every announcement. It may be obvious to those who fly frequently, but if the ground is closed for us to get to a gate, it's also closed for connecting flights to leave. Other passengers were so stressed they were rude. A bit further explanation could have helped.

Horrible. No AC. No Air inside the plane. We had to deplane twice! It is late almost 5 hrs in total. I almost passed out and about to call 911. I asked the crew to be honest and open the door. The lady next to me was lay down in the floor due to heat and no air inside the plane. I got headaches, can’t wait the replacement flight about midnight Dallas time. I end it up rebook for next day flight and stay overnight using my own pocket in a hotel nearby due to headaches and can’t breath. I still have a headache this morning. Still not decided yes how to file this issue to AA and/or FAA.

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Flight was delayed for 5 hours in ten minute increments. Bizarre and frustrating

Patrons with larger bags were asked to check the bags when boarding. Seems like the most effective, and least costly way, way to successfully use the cramped space.

Like all planes recently, entertainment is achieved by giving the patron free WiFi and letting them stream shows via the screen on a phone or tablet.

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.

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