$220 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 3/28. 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 Cana2 stops$653
Santo Domingo
Santo Domingo2 stops$623
Oranjestad
Oranjestad1 stop$698
Nassau
Nassau2 stops$497
George Town
George Town2 stops$624
Punta Cana
Punta Cana2 stops$653
Santo Domingo
Santo Domingo2 stops$623
Oranjestad
Oranjestad1 stop$698
Nassau
Nassau2 stops$497
George Town
George Town2 stops$624

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

Mon, Feb 23 - Wed, Mar 4
Delta Logo
3:05 pm - 4:50 pm
BZN
-
SJU
22h 45m2 stops
Delta Logo
6:15 am - 1:29 pm
SJU
-
BZN
10h 14m1 stop
$375Delta
Mon, Feb 23 - Thu, Mar 5
Delta Logo
3:05 pm - 4:50 pm
BZN
-
SJU
22h 45m2 stops
Delta Logo
7:30 am - 1:29 pm
SJU
-
BZN
8h 59m1 stop
$417Delta
Thu, Jan 29 - Sat, Jan 31
United Airlines Logo
12:05 pm - 12:36 am
BZN
-
SJU
9h 31m1 stop
United Airlines Logo
2:05 am - 10:04 am
SJU
-
BZN
10h 59m1 stop
$443United Airlines
Tue, Feb 24 - Mon, Mar 2
United Airlines Logo
6:20 am - 6:25 pm
BZN
-
SJU
9h 05m1 stop
United Airlines Logo
2:05 am - 10:39 am
SJU
-
BZN
11h 34m1 stop
$453United Airlines
Fri, May 8 - Mon, May 11
Southwest Logo
7:20 am - 11:25 pm
BZN
-
SJU
14h 05m2 stops
Southwest Logo
6:50 am - 3:40 pm
SJU
-
BZN
10h 50m2 stops
$460Southwest
Mon, Feb 23 - Mon, Mar 2
Southwest Logo
3:30 pm - 11:20 am
BZN
-
SJU
16h 50m2 stops
Southwest Logo
7:00 am - 2:45 pm
SJU
-
BZN
10h 45m2 stops
$474Southwest
Tue, Feb 24 - Fri, Feb 27
JetBlue Logo
11:44 am - 12:58 am
BZN
-
SJU
10h 14m1 stop
JetBlue Logo
5:10 am - 2:09 pm
SJU
-
BZN
11h 59m1 stop
$484JetBlue
Fri, Feb 13 - Fri, Feb 20
American Airlines Logo
3:36 pm - 2:45 pm
BZN
-
GCM
21h 09m2 stops
American Airlines Logo
8:45 am - 10:14 pm
GCM
-
BZN
15h 29m2 stops
$753American Airlines
Tue, Mar 31 - Sun, Apr 5
American Airlines Logo
1:47 pm - 10:35 am
BZN
-
PUJ
18h 48m2 stops
American Airlines Logo
4:36 pm - 12:57 pm
PUJ
-
BZN
22h 21m2 stops
$762American Airlines
Sat, Mar 21 - Sat, Mar 28
JetBlue Logo
1:05 pm - 12:16 am
BZN
-
SDQ
9h 11m1 stop
JetBlue Logo
2:38 pm - 12:11 pm
SDQ
-
BZN
23h 33m2 stops
$845JetBlue
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 $387, 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 February, when tickets cost $394 (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$220
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 9% 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 airline 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.
7.2
American AirlinesOverall score based on 11074 reviews
7.5Boarding
8.0Crew
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

8.0 ExcellentKim, Jan 2026
ORD - PHL
Read more American Airlines reviews

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The flight was very smooth and the meal in business class was great.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Better service. No food options, but we did get drinks and a cookie.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports