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Caribbean

$251+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Montana to Caribbean

Keep the following information in mind while searching for Montana to Caribbean flight deals. Data was last updated July 31, 2025.

Round-trip from

$515
(American Airlines)

One-way from

$251
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$655
From Montana to Caribbean
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One-way flight from Montana to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 10/164:54 pmBZN - SJU
1 stop19h 14mAmerican Airlines
Mon 10/205:00 pmSJU - BZN
2 stops21h 56mAmerican Airlines
Deal found 7/30$515
This Delta deal was found by Cheapflights users on 7/29. 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 11/26:10 pmFCA - SJU
2 stops15h 50mDelta
Fri 11/77:00 amSJU - FCA
2 stops19h 09mDelta
Deal found 7/29$515
This United Airlines deal was found by Cheapflights users on 7/30. 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 12/302:05 amSJU - BZN
1 stop11h 35mUnited Airlines
Deal found 7/30$555
This Delta deal was found by Cheapflights users on 7/29. 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 11/25:30 amMSO - SJU
2 stops14h 29mDelta
Fri 11/72:26 pmSJU - MSO
2 stops12h 51mDelta
Deal found 7/29$563
This American Airlines deal was found by Cheapflights users on 7/30. 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 12/62:04 pmBIL - SJU
2 stops19h 01mAmerican Airlines
Mon 12/158:09 amSJU - BIL
1 stop15h 42mAmerican Airlines
Deal found 7/30$563
This United Airlines deal was found by Cheapflights users on 7/30. 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 10/47:00 amBIL - SJU
2 stops14h 57mUnited Airlines
Tue 10/71:05 amSJU - BIL
2 stops14h 13mUnited Airlines
Deal found 7/30$595
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 11/25:25 amMSO - SJU
1 stop9h 00mUnited Airlines
Fri 11/78:10 amSJU - MSO
2 stops16h 37mUnited Airlines
Deal found 7/29$605
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 11/25:10 amFCA - SJU
1 stop9h 15mUnited Airlines
Fri 11/78:10 amSJU - FCA
2 stops16h 34mUnited Airlines
Deal found 7/29$605
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 11/27:00 amMSO - SJU
1 stop19h 30mAmerican Airlines
Fri 11/76:44 amSJU - MSO
1 stop16h 22mAmerican Airlines
Deal found 7/29$618
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/143:42 pmBZN - PUJ
3 stops20h 32mMultiple Airlines
Sun 9/2112:40 pmPUJ - BZN
2 stops25h 59mMultiple Airlines
Deal found 7/31$619
This United Airlines deal was found by Cheapflights users on 7/31. 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 11/256:35 amBZN - PUJ
1 stop8h 43mUnited Airlines
Thu 12/42:05 pmPUJ - BZN
1 stop10h 34mUnited Airlines
Deal found 7/31$625
This Southwest deal was found by Cheapflights users on 7/29. 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.
Thu 12/44:05 pmBZN - SJU
2 stops15h 20mSouthwest
Sun 12/146:10 amSJU - BZN
2 stops14h 00mSouthwest
Deal found 7/29$629

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 July 31, 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

Thu 10/16

4:54 pm-2:08 pm

1 stop19h 14m

San Juan Luis Munoz Marin Intl

Mon 10/20

5:00 pm-12:56 pm

2 stops21h 56m

$515

KalispellSan Juan

FCA - SJU

FCASJU

Kalispell Glacier Park

Sun 11/2

6:10 pm-1:00 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Fri 11/7

7:00 am-11:09 pm

2 stops19h 09m

$515

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 12/17

6:30 am-10:22 pm

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Tue 12/30

2:05 am-10:40 am

1 stop11h 35m

$555

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Thu 1/8

1:05 pm-1:30 pm

2 stops21h 25m

San Juan Luis Munoz Marin Intl

Wed 1/21

6:50 pm-12:25 pm

2 stops20h 35m

$563

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

2:04 pm-12:05 pm

2 stops19h 01m

San Juan Luis Munoz Marin Intl

Mon 12/15

8:09 am-8:51 pm

1 stop15h 42m

$563

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 10/4

7:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Tue 10/7

1:05 am-1:18 pm

2 stops14h 13m

$595

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Sun 11/2

5:25 am-5:25 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 am-9:47 pm

2 stops16h 37m

$605

KalispellSan Juan

FCA - SJU

FCASJU

Kalispell Glacier Park

Sun 11/2

5:10 am-5:25 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 am-9:44 pm

2 stops16h 34m

$605

BozemanPunta Cana

BZN - PUJ

BZNPUJ

Bozeman Gallatin Field

Sun 9/14

3:42 pm-2:14 pm

3 stops20h 32m

Punta Cana

Sun 9/21

12:40 pm-12:39 pm

2 stops25h 59m

$619

BozemanPunta Cana

BZN - PUJ

BZNPUJ

Bozeman Gallatin Field

Tue 11/25

4:35 pm-12:59 pm

2 stops17h 24m

Punta Cana

Thu 12/4

2:05 pm-9:39 pm

1 stop10h 34m

$625

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 31 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, September is the cheapest month in which you can book a flight from Montana to Caribbean (average of $254). Flying from Montana to Caribbean in June is currently the most expensive (average of $339). 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 July 31, 2025.

When flying from Montana to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Montana to Caribbean to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • What are the cheapest airlines to fly from Montana to Caribbean one-way?

    $251 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Alaska Airlines, with prices starting from $258 and $422, respectively.

  • 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, September is the cheapest month in which you can book a flight from Montana to Caribbean (average of $254). Flying from Montana to Caribbean in June is currently the most expensive (average of $339). 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

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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 5 airlines flying from Montana to Caribbean

Discover the top 5 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$235Average$712FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$352Average$757FlexibilityNo cancel feeOn-time69%
DeltaCheapest$374Average$727FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$479Average$529FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$484Average$815FlexibilityNo cancel feeOn-time71%

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