$320 Find Cheap Flights from Bozeman to Caribbean Islands

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 Islands departing on 5/23. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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 Cana2 stops$738
Oranjestad
Oranjestad2 stops$731
Nassau
Nassau2 stops$494
George Town
George Town2 stops$640
Punta Cana
Punta Cana2 stops$738
Oranjestad
Oranjestad2 stops$731
Nassau
Nassau2 stops$494
George Town
George Town2 stops$640

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

Sat, May 2 - Sat, May 9
Delta Logo
5:50 am - 10:54 pm
BZN
-
SJU
15h 04m
2 stops
Delta Logo
4:15 pm - 11:53 pm
SJU
-
BZN
9h 38m
1 stop
$376Delta
Sat, May 2 - Fri, May 8
United Airlines Logo
8:30 am - 11:50 pm
BZN
-
SJU
13h 20m
2 stops
United Airlines Logo
1:00 am - 1:28 pm
SJU
-
BZN
14h 28m
2 stops
$386United Airlines
Mon, May 4 - Sat, May 9
Delta Logo
6:40 pm - 11:46 am
BZN
-
SJU
15h 06m
2 stops
Delta Logo
4:15 pm - 11:53 pm
SJU
-
BZN
9h 38m
1 stop
$400Delta
Wed, May 6 - Wed, May 13
United Airlines Logo
8:30 am - 8:34 pm
BZN
-
SJU
10h 04m
1 stop
United Airlines Logo
7:20 am - 9:07 pm
SJU
-
BZN
15h 47m
2 stops
$413United Airlines
Fri, May 1 - Sat, May 9
Delta Logo
6:40 pm - 1:14 pm
BZN
-
SJU
16h 34m
2 stops
Delta Logo
4:15 pm - 11:53 pm
SJU
-
BZN
9h 38m
1 stop
$417Delta
Sat, Feb 21 - Fri, Feb 27
United Airlines Logo
4:29 pm - 6:11 am
BZN
-
SJU
10h 42m
2 stops
United Airlines Logo
2:05 am - 10:39 am
SJU
-
BZN
11h 34m
1 stop
$428United Airlines
Wed, Feb 25 - Wed, Mar 11
Southwest Logo
3:50 pm - 9:55 am
BZN
-
SJU
15h 05m
2 stops
Southwest Logo
10:10 am - 9:55 pm
SJU
-
BZN
13h 45m
2 stops
$450Southwest
Sat, May 2 - Fri, May 8
Delta Logo
5:50 am - 10:54 pm
BZN
-
SJU
15h 04m
2 stops
Delta Logo
6:15 am - 1:10 pm
SJU
-
BZN
8h 55m
1 stop
$458Delta
Sat, Feb 21 - Fri, Feb 27
American Airlines Logo
7:00 am - 8:15 pm
BZN
-
GCM
11h 15m
2 stops
American Airlines Logo
3:45 pm - 12:57 pm
GCM
-
BZN
23h 12m
2 stops
$740American Airlines
Fri, Jan 30 - Sat, Feb 7
American Airlines Logo
1:42 pm - 3:50 pm
BZN
-
AUA
23h 08m
1 stop
American Airlines Logo
5:59 pm - 12:50 pm
AUA
-
BZN
21h 51m
1 stop
$854American Airlines
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 $384, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Bozeman to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Bozeman to Caribbean Islands, 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 Islands is November, when tickets cost $411 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $880 and $748 respectively.

Good to know

Low seasonJune
Cheapest flight$320
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 17% 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 9149 reviews
8.1Crew
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
Airline reviews

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

6.0 GoodKyle, Jan 2026
IAD - MUC
Read more United Airlines reviews

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Little warm on the plane and delayed for an hour

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

Bags took over and hour to come out. Delays due to wind caused rebooking.

The flight was good. We had to spend almost an hour on the tarmac when we arrived in Dallas. Waiting for a gate. What’s the point of arriving early if you have no gate to park at?

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports