$504 Find Cheap Flights from Bozeman to Caribbean Islands - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Bozeman to Caribbean Islands departing on 10/30. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bozeman to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bozeman to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Bozeman to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$692
Santo Domingo
Santo Domingo3 stops$880
Oranjestad
Oranjestad2 stops$702
George Town
George Town2 stops$646
Punta Cana
Punta Cana1 stop$692
Santo Domingo
Santo Domingo3 stops$880
Oranjestad
Oranjestad2 stops$702
George Town
George Town2 stops$646

Book Cheap Bozeman to Caribbean Islands 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 Islands 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 Islands

Fri, Oct 30 - Tue, Nov 10
Delta Logo
6:00 am - 11:56 pm
BZN
-
SJU
15h 56m
2 stops
Delta Logo
2:05 pm - 11:58 pm
SJU
-
BZN
12h 53m
2 stops
$504Delta
Thu, Oct 1 - Mon, Oct 5
Delta Logo
3:54 pm - 12:13 pm
BZN
-
SJU
18h 19m
2 stops
Delta Logo
7:30 am - 12:05 am
SJU
-
BZN
18h 35m
2 stops
$585Delta
Sat, Sep 19 - Fri, Sep 25
United Airlines Logo
11:40 am - 11:50 pm
BZN
-
SJU
10h 10m
1 stop
United Airlines Logo
1:00 am - 10:05 am
SJU
-
BZN
11h 05m
1 stop
$594United Airlines
Tue, Sep 22 - Thu, Sep 24
United Airlines Logo
7:54 am - 11:50 pm
BZN
-
SJU
13h 56m
2 stops
United Airlines Logo
2:00 pm - 9:04 pm
SJU
-
BZN
9h 04m
1 stop
$630United Airlines
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
12:02 pm - 9:24 am
BZN
-
SJU
19h 22m
2 stops
American Airlines Logo
7:00 pm - 12:50 pm
SJU
-
BZN
19h 50m
2 stops
$636American Airlines
Fri, Aug 7 - Mon, Aug 17
American Airlines Logo
4:15 pm - 2:38 pm
BZN
-
SJU
20h 23m
2 stops
American Airlines Logo
12:55 am - 12:05 pm
SJU
-
BZN
13h 10m
1 stop
$642American Airlines
Fri, Nov 13 - Mon, Nov 23
Delta Logo
1:05 pm - 12:25 pm
BZN
-
GCM
21h 20m
2 stops
Delta Logo
1:50 pm - 11:58 pm
GCM
-
BZN
12h 08m
2 stops
$646Delta
Fri, Aug 28 - Sun, Sep 6
JetBlue Logo
12:37 pm - 10:06 am
BZN
-
PUJ
19h 29m
1 stop
JetBlue Logo
6:37 pm - 11:42 am
PUJ
-
BZN
19h 05m
1 stop
$692JetBlue
Fri, Aug 28 - Sat, Sep 5
JetBlue Logo
12:37 pm - 10:06 am
BZN
-
PUJ
19h 29m
1 stop
JetBlue Logo
11:06 am - 11:42 am
PUJ
-
BZN
26h 36m
1 stop
$707JetBlue
Mon, Jul 6 - Sun, Jul 12
Southwest Logo
7:15 pm - 11:35 am
BZN
-
PUJ
14h 20m
2 stops
Southwest Logo
3:45 pm - 9:35 am
PUJ
-
BZN
19h 50m
2 stops
$766Southwest
Booking Insights

KAYAK's insights & trends for Bozeman to Caribbean Islands flights

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

Can I save money by flying with a layover from Bozeman to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $404, prices are generally cheapest when you fly direct.

Good to know

Low seasonJune
Cheapest flight$504
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 Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bozeman to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Bozeman to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Bozeman to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Bozeman to Caribbean Islands? 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.
7.4
United AirlinesOverall score based on 9805 reviews
6.6Food
7.3Comfort
8.1Crew
7.1Entertainment
7.7Boarding
Airline reviews

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

2.0 MediocrePeter, Jun 2026
SAN - EWR
Read more United Airlines reviews

Over 2.5 hour maintenance delay on first morning flight with no acknowledgement, compensation or even gesture of good will. Aircraft had overnighted at airport so issue should have been addressed prior to boarding. Over 3.5 hours before first slow and deliberate beverage service.

United has maintenance issues and can then never recover. No operations ability and simple issues always turn into multiple hours long cascading delays. Worst airline on earth.

I paid for a confirmed upgraded aisle seat and was moved to a center seat in the back of the plane at the last minute.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Everything was the best it could be. Crew found me with pre- ordered food. Excellent experience!

Improve the food offerings and cabin seating. My wife would prefer to fly another airline, even with a connection for a more comfortable trip. A 737-8 should not be scheduled for a 6 hour segment, which turned into 7.5 hours due to the origin ground delay.

Packed flight, which makes it tough on crew and boarding staff (and the customers of course). But this was great boarding, clear instructions, etc. Traveling on the weekends are always fraught with danger as you have families and less frequent flyers thus more confusion. But this flight went as planned.

Destroyed my suitcase. Tired of talking about it. Cancelling my unite mileage plus account.

Read the fine print. This was my flight home. I booked my flight for the quickest way home. Had a carry-on and a personal item. Same as my outbound flight. Apparently I needed to pre-pay extra for my carry-on. When I checked in, I was told that I had to check it. I said I’ll pay for it, and was told that this wasn’t an option anymore. They said I still had to pay $50 to check my carry-on. I told them I’ll pay whatever to just carry it in as intended. I was not allowed, so eventually I paid $50 to check my carry-on under a plane that was half full, with overhead compartments that were even less full. My white carry-on suitcase was practically destroyed getting from Idaho falls to Denver to Orange County. The low price air fair was a bait and switch. Got me to the gate, made me pay extra, then didn’t even allow me to pay for a carry on. Not to mention that I paid the $8 for WiFi that didn’t work. All to get my suitcase destroyed. I don’t think I’m going to even keep my Untied mileage plus membership and card. Apparently, membership does not have its privileges for this one.

The flight was delayed, they didn’t even have water for the toilets or for drinks

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The gate experience at LAX was abysmal (same for the arrival experience two days prior). Despite the LAX -> SAT schedule of two flights daily, our departure gate was at a smaller hub that we had to be bussed to from Terminal 4. Fortunately, I arrived at LAX extra early and had time to spare, but if I had not known, I might have missed my flight. I looked at the LAX airport map in the AA app and there was no indication of the additional boarding process. Lastly the gate area we were bussed to was crowded with limited food and beverage options. On flight, the fight attendant was hospitable and attentive, the flight was smooth, and AA's free (and working) wifi for AA members were all on the positive side.

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight back to Dallas was delayed, which has happened to me several times with American Airlines. There was no announcement, no update sent out, no compensation offered for the inconvenience.

It wa sort of on time; the cab was left with some trash

Our flight from JFK to Madrid was delayed. We had to go from one side of the Madrid airport (Terminal 4s to the far end of terminal 4 - Gate K98) to our gate in less than 30 minutes. Put passport control and security/baggage check and that’s very hard unless you’re Usain Bolt. I called Iberia Airlines and the telephone customer service told me that I was going to have to pay to re-book. Luckily the help desk in the airport (who was dealing with dozens of people from the same JFK-Madrid flight) did not charge us extra to reschedule to a flight 8 hours later. They also gave us a voucher for breakfast and lunch. Glad the actual person at the airport had some actual sense.

As always, most AA flights that we fly are almost ALWAYS delayed and that too multiple times. Very frustrating

Boarding was smooth and seamless and the flight was without incident.

For an long range economy flight I feel more space and more meal options need to be offered for flights over 5 hours

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports