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$194+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$426
(Delta)

One-way from

$194
(Delta)

Popular in

July

Cheapest in

January

Average price

$520
From Montana to Caribbean
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One-way flight from Montana to Caribbean
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Highest demand for flights based on searches. 11% potential increase in price ($69 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 September 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 September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:00 amBZN - SJU
2 stops12h 25mSouthwest
Thu 11/63:30 pmSJU - BZN
2 stops11h 45mSouthwest
Deal found 9/14$479
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/306:35 amBZN - SJU
1 stop8h 50mUnited Airlines
Thu 11/68:10 amSJU - BZN
2 stops16h 30mUnited Airlines
Deal found 9/14$500
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 12/86:16 pmMSO - SJU
2 stops15h 28mDelta
Thu 12/113:20 pmSJU - MSO
2 stops12h 15mDelta
Deal found 9/14$531
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:00 amBZN - SJU
2 stops13h 55mSouthwest
Sun 11/25:40 amSJU - BZN
2 stops14h 25mSouthwest
Deal found 9/14$531
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/257:00 amBIL - SJU
2 stops14h 57mUnited Airlines
Fri 10/311:05 amSJU - BIL
2 stops14h 18mUnited Airlines
Deal found 9/12$531
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 12/61:58 pmBIL - SJU
2 stops19h 01mAmerican Airlines
Mon 12/156:00 amSJU - BIL
2 stops18h 18mAmerican Airlines
Deal found 9/13$570
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/306:35 amBZN - SJU
1 stop8h 50mUnited Airlines
Sun 11/28:30 amSJU - BZN
2 stops16h 10mUnited Airlines
Deal found 9/14$578
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/106:15 amFCA - SJU
1 stop9h 10mUnited Airlines
Sat 12/138:30 amSJU - FCA
2 stops16h 16mUnited Airlines
Deal found 9/14$621
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/47:00 amBIL - SJU
2 stops14h 57mUnited Airlines
Wed 10/82:00 pmSJU - BIL
1 stop10h 46mUnited Airlines
Deal found 9/13$621
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 12/87:00 amMSO - SJU
2 stops27h 30mAmerican Airlines
Thu 12/117:00 amSJU - MSO
1 stop16h 33mAmerican Airlines
Deal found 9/13$641
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:45 pmBZN - GCM
2 stops15h 50mSouthwest
Fri 12/51:30 pmGCM - BZN
2 stops11h 15mSouthwest
Deal found 9/15$654
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/131:54 pmBIL - SJU
2 stops19h 12mAmerican Airlines
Mon 10/207:00 pmSJU - BIL
2 stops18h 50mAmerican Airlines
Deal found 9/15$657

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 September 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

Thu 10/30

5:00 am-7:25 pm

2 stops12h 25m

San Juan Luis Munoz Marin Intl

Thu 11/6

3:30 pm-12:15 am

2 stops11h 45m

$479

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Thu 1/29

11:30 am-12:36 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Tue 2/3

8:35 am-9:33 pm

2 stops15h 58m

$493

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Thu 1/8

1:05 pm-11:45 am

2 stops19h 40m

San Juan Luis Munoz Marin Intl

Wed 1/21

6:45 am-9:41 pm

1 stop17h 56m

$531

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Mon 12/8

6:16 pm-12:44 pm

2 stops15h 28m

San Juan Luis Munoz Marin Intl

Thu 12/11

3:20 pm-12:35 am

2 stops12h 15m

$531

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Thu 2/5

12:52 pm-12:00 pm

2 stops20h 08m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:50 pm-12:06 pm

2 stops20h 16m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 10/25

7:00 am-11:57 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Sat 11/1

6:45 am-5:13 pm

2 stops12h 28m

$531

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Wed 12/3

1:46 pm-11:59 am

2 stops19h 13m

San Juan Luis Munoz Marin Intl

Mon 12/8

6:42 pm-12:54 pm

2 stops21h 12m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

1:58 pm-1:30 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:42 pm-1:28 pm

2 stops21h 46m

$570

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 1/13

11:30 am-12:36 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Tue 1/20

2:25 pm-9:33 pm

1 stop10h 08m

$594

HelenaGeorge Town

HLN - GCM

HLNGCM

Helena

Wed 2/18

12:50 pm-12:35 pm

2 stops21h 45m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-12:27 pm

2 stops24h 27m

$616

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 48 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 September 15, 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.

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, United Airlines, and American Airlines fly from Montana to Caribbean in about 10h 06m. The time it takes to get you to your destination can typically vary by up to 9h 34m. The distance between Montana and Caribbean is about 3184 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $194 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $239 and $266, 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

Browse thousands of different options on Cheapflights for your next trip

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$235Average$712FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$352Average$740FlexibilityNo cancel feeOn-time69%
DeltaCheapest$374Average$699FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$479Average$546FlexibilityNo cancel feeOn-time63%

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