HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$249+ Cheap flights from Montana to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Montana to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Montana to Caribbean

Cheapest flights from Montana to Caribbean
Explore the most affordable flight options available from Montana to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:49 am
BZN
-
SJU
1 stop9h 47m
United Airlines
Sun 3/291:00 am
SJU
-
BZN
1 stop11h 36m
United Airlines
Deal found 1/26$451
This Faresmojo deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1412:39 pm
BZN
-
SJU
1 stop8h 33m
JetBlue
Sat 3/216:15 am
SJU
-
BZN
1 stop9h 20m
JetBlue
Deal found 1/26$496
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:40 am
BZN
-
SJU
2 stops12h 30m
Southwest
Wed 3/410:20 am
SJU
-
BZN
2 stops14h 55m
Southwest
Deal found 1/27$507
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:50 am
BZN
-
SJU
2 stops10h 45m
Southwest
Thu 3/125:30 am
SJU
-
BZN
2 stops15h 00m
Southwest
Deal found 1/26$519
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:40 pm
BZN
-
SJU
2 stops17h 56m
Delta
Wed 10/217:30 am
SJU
-
BZN
2 stops16h 51m
Delta
Deal found 1/27$535
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:29 pm
MSO
-
SJU
2 stops21h 11m
American Airlines
Sat 9/194:10 pm
SJU
-
MSO
2 stops22h 20m
American Airlines
Deal found 1/25$552
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:00 am
BZN
-
SJU
1 stop19h 24m
American Airlines
Tue 3/34:40 pm
SJU
-
BZN
2 stops23h 17m
American Airlines
Deal found 1/28$552
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:07 am
BIL
-
SJU
1 stop14h 54m
American Airlines
Sat 5/95:45 am
SJU
-
BIL
2 stops18h 58m
American Airlines
Deal found 1/27$552
This JetBlue deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:44 am
BZN
-
SJU
1 stop11h 58m
JetBlue
Sat 3/284:10 am
SJU
-
BZN
1 stop9h 24m
JetBlue
Deal found 1/26$561
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1411:30 am
BZN
-
SJU
1 stop10h 27m
United Airlines
Wed 10/212:00 pm
SJU
-
BZN
1 stop9h 07m
United Airlines
Deal found 1/27$573
This JetBlue deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1811:44 am
BZN
-
SJU
1 stop11h 58m
JetBlue
Sat 3/284:10 am
SJU
-
BZN
1 stop9h 24m
JetBlue
Deal found 1/26$578
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
BZN
-
SJU
2 stops14h 58m
Delta
Wed 3/46:15 am
SJU
-
BZN
1 stop10h 14m
Delta
Deal found 1/27$590

Find flight deals from Montana to Caribbean

Keep the following information in mind while searching for Montana to Caribbean flight deals. Data was last updated January 28, 2026.

Round-trip from

$451
(United Airlines)

One-way from

$249
(Southwest)

Popular in

December

Cheapest in

November

Average price

$617
From Montana to Caribbean
Search Deals
One-way flight from Montana to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montana to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 28, 2026.
Use the filters below to find and compare flights from Montana to Caribbean that are best for you.

Fly from

Montana

Fly to

Caribbean

Route

Depart

Return

Price

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/17

11:49 am-11:36 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Sun 3/29

1:00 am-10:36 am

1 stop11h 36m

$451

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 2/25

7:40 am-11:10 pm

2 stops12h 30m

San Juan Luis Munoz Marin Intl

Wed 3/4

10:20 am-10:15 pm

2 stops14h 55m

$507

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Mon 3/9

10:50 am-11:35 pm

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:30 am-6:30 pm

2 stops15h 00m

$519

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Fri 2/27

7:00 am-5:24 am

1 stop19h 24m

San Juan Luis Munoz Marin Intl

Tue 3/3

4:40 pm-12:57 pm

2 stops23h 17m

$552

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 3/11

1:36 pm-4:24 am

1 stop12h 48m

San Juan Luis Munoz Marin Intl

Thu 3/19

7:40 am-9:38 pm

2 stops15h 58m

$552

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 4/29

6:07 am-11:01 pm

1 stop14h 54m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:45 am-10:43 pm

2 stops18h 58m

$552

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/17

11:44 am-1:42 am

1 stop11h 58m

San Juan Luis Munoz Marin Intl

Sat 3/28

4:10 am-11:34 am

1 stop9h 24m

$561

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 3/18

11:44 am-1:42 am

1 stop11h 58m

San Juan Luis Munoz Marin Intl

Sat 3/28

4:10 am-11:34 am

1 stop9h 24m

$578

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 2/25

6:00 am-11:58 pm

2 stops14h 58m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-1:29 pm

1 stop10h 14m

$590

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 2/25

1:36 pm-5:24 am

1 stop12h 48m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:33 am-2:46 pm

1 stop10h 13m

$591

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 50 results
1
2
3
...
5

Best time to book a flight from Montana to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Montana with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Montana to Caribbean

What is the cheapest month to book a flight from Montana to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Montana to Caribbean (average of $247). Flying from Montana to Caribbean in December is currently the most expensive (average of $554). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Montana to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Montana to Caribbean?

    Airlines like United Airlines, Southwest, and American Airlines fly from Montana to Caribbean in about 9h 47m. The time it takes to get you to your destination can typically vary by up to 9h 37m. The distance between Montana and Caribbean is about 3184 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Montana to Caribbean that include hotel bookings?

    Yes. In addition to deals on Montana to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Montana to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Montana to Caribbean.

  • Can I find deals for business class flights from Montana to Caribbean?

    Yes. Cheapflights offers flight deals from Montana to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Montana to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Montana to Caribbean (average of $247). Flying from Montana to Caribbean in December is currently the most expensive (average of $554). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Montana to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
John F Kennedy Intl to Cancún flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Las Vegas flights
Newark to West Palm Beach flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Newark to Las Vegas flights
O'Hare Intl to Cancún flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to Sky Harbor Intl flights
Los Angeles to John F Kennedy Intl flights
Newark to Orlando flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Seattle to Los Angeles flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
Los Angeles to Haneda flights
Seattle to Las Vegas flights
John F Kennedy Intl to Mexico City flights
Dulles Intl to Miami flights
Los Angeles to Seattle flights
Newark to Tampa flights
LaGuardia to Tampa flights
John F Kennedy Intl to Heathrow flights
John F Kennedy Intl to San Francisco flights
San Francisco to John F Kennedy Intl flights
John F Kennedy Intl to Charles de Gaulle flights
Boston to San Francisco flights
Dallas/Fort Worth to Cancún flights
Newark to Mexico City flights
Detroit to Fort Lauderdale flights
O'Hare Intl to Dallas/Fort Worth flights
San Francisco to Las Vegas flights
John F Kennedy Intl to Haneda flights
Miami to John F Kennedy Intl flights
Minneapolis to Orlando flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Sky Harbor Intl flights
Los Angeles to Narita flights
Boston to Fort Lauderdale flights
Seattle to Sky Harbor Intl flights

Top 4 airlines flying from Montana to Caribbean

Discover the top 4 airlines that operate flights from Montana to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$235Average$521FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$363Average$546FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$385Average$771FlexibilityNo cancel feeOn-time69%
DeltaCheapest$704Average$1,004FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights