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$261+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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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 December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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 12/312:38 pmMSO - SJU
2 stops12h 33mUnited Airlines
Tue 1/138:10 amSJU - MSO
2 stops16h 41mUnited Airlines
Deal found 12/15$693
This Delta deal was found by Cheapflights users on 12/15. 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 12/176:33 pmBZN - SJU
2 stops19h 47mDelta
Wed 12/314:45 pmSJU - BZN
1 stop10h 01mDelta
Deal found 12/15$700
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/176:30 amBZN - SJU
1 stop8h 55mUnited Airlines
Tue 12/302:05 amSJU - BZN
1 stop11h 22mUnited Airlines
Deal found 12/15$780
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/171:46 pmBZN - SJU
2 stops19h 11mAmerican Airlines
Wed 12/316:57 pmSJU - BZN
2 stops19h 12mAmerican Airlines
Deal found 12/15$785
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/276:15 amBZN - PUJ
1 stop9h 03mUnited Airlines
Tue 12/302:05 pmPUJ - BZN
1 stop10h 03mUnited Airlines
Deal found 12/13$833
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/312:38 pmMSO - SJU
2 stops12h 33mUnited Airlines
Thu 1/82:05 amSJU - MSO
2 stops22h 46mUnited Airlines
Deal found 12/15$843
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:32 amBZN - PUJ
1 stop25h 58mJetBlue
Wed 12/313:38 pmPUJ - BZN
1 stop21h 43mJetBlue
Deal found 12/14$864
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/311:34 pmBZN - SJU
2 stops19h 23mAmerican Airlines
Sun 1/410:03 pmSJU - BZN
2 stops17h 43mAmerican Airlines
Deal found 12/14$875
This Delta deal was found by Cheapflights users on 12/14. 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.
Sun 12/285:30 pmBZN - PUJ
2 stops18h 51mDelta
Wed 12/311:53 pmPUJ - BZN
2 stops12h 53mDelta
Deal found 12/14$880
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/171:46 pmBZN - SJU
2 stops16h 49mAmerican Airlines
Tue 12/3010:03 pmSJU - BZN
2 stops17h 41mAmerican Airlines
Deal found 12/13$915
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/176:30 amBZN - SJU
2 stops12h 52mUnited Airlines
Tue 12/308:10 amSJU - BZN
1 stop17h 19mUnited Airlines
Deal found 12/14$970
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/317:00 amMSO - SJU
1 stop13h 27mAmerican Airlines
Thu 1/87:07 amSJU - MSO
1 stop16h 38mAmerican Airlines
Deal found 12/15$1,020

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 December 15, 2025.

Round-trip from

$462
(Southwest)

One-way from

$261
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$880
From Montana to Caribbean
Search Deals
One-way flight from Montana to Caribbean
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 15, 2025.
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

Wed 4/15

3:20 pm-9:10 am

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Sun 4/19

6:25 am-10:45 pm

2 stops18h 20m

$462

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Thu 1/8

1:21 pm-10:48 am

2 stops18h 27m

San Juan Luis Munoz Marin Intl

Wed 1/21

5:51 pm-12:50 pm

2 stops21h 59m

$531

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Fri 1/30

1:42 pm-10:48 am

2 stops18h 06m

San Juan Luis Munoz Marin Intl

Fri 2/6

6:00 am-10:02 pm

1 stop19h 02m

$531

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Fri 2/27

1:36 pm-10:07 am

2 stops17h 31m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:00 am-12:39 pm

1 stop9h 39m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 2/7

2:15 pm-3:59 pm

2 stops22h 44m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:30 am-9:35 pm

1 stop17h 05m

$570

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Sat 1/10

6:45 am-11:00 pm

2 stops13h 15m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:10 am-10:15 pm

2 stops19h 05m

$573

BozemanGeorge Town

BZN - GCM

BZNGCM

Bozeman Gallatin Field

Tue 4/28

2:43 pm-12:30 pm

3 stops20h 47m

George Town Owen Roberts Intl

Thu 4/30

1:35 pm-9:47 am

2 stops21h 12m

$579

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 4/28

7:00 am-9:24 pm

2 stops12h 24m

San Juan Luis Munoz Marin Intl

Thu 5/7

7:20 am-8:51 pm

2 stops15h 31m

$585

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 4/28

7:00 am-5:38 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Fri 5/8

7:20 am-8:51 pm

2 stops15h 31m

$585

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sun 4/26

7:00 am-5:38 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Wed 5/13

1:40 pm-8:51 pm

1 stop9h 11m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 43 results
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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, February is the cheapest month in which you can book a flight from Montana to Caribbean (average of $216). 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.

What is the cheapest time of day to fly from MT to CB?

Find hourly flight availability from Montana to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

When flying from Montana to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 39% versus a flight in the evening.

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 Southwest, American Airlines, and United Airlines fly from Montana to Caribbean in about 15h 50m. The time it takes to get you to your destination can typically vary by up to 4h 57m. 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, February is the cheapest month in which you can book a flight from Montana to Caribbean (average of $216). 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

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Alternative routes for Montana to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$208Average$699FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$235Average$712FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$382Average$776FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$460Average$529FlexibilityNo cancel feeOn-time63%

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