Caribbean Islands

$232+ Cheap flights from Montana to Caribbean Islands

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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Oct 22 — Oct 291
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Cheap flight deals from Montana to Caribbean Islands

Keep the following information in mind while searching for Montana to Caribbean Islands flight deals. Data was last updated September 22, 2025.

Round-trip from

$531
(American Airlines)

One-way from

$232
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$520
From Montana to Caribbean Islands
One-way flight from Montana to Caribbean Islands
Highest demand for flights based on searches. 11% potential increase in price ($69 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Montana to Caribbean Islands

Cheapest flights from Montana to Caribbean Islands
Explore the most affordable flight options available from Montana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.

This Delta deal was found by Cheapflights users on 9/21. 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 41mDelta
Thu 12/111:57 pmSJU - MSO
2 stops13h 38mDelta
Deal found 9/21$531
This American Airlines deal was found by Cheapflights users on 9/22. 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 12/31:46 pmBZN - SJU
2 stops17h 21mAmerican Airlines
Mon 12/85:10 pmSJU - BZN
2 stops22h 44mAmerican Airlines
Deal found 9/22$531
This American Airlines deal was found by Cheapflights users on 9/22. 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 stops17h 09mAmerican Airlines
Mon 12/156:00 amSJU - BIL
2 stops18h 18mAmerican Airlines
Deal found 9/22$570
This Delta deal was found by Cheapflights users on 9/21. 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 11/52:01 pmBZN - GCM
2 stops20h 43mDelta
Wed 11/121:50 pmGCM - BZN
2 stops12h 20mDelta
Deal found 9/21$616
This Delta deal was found by Cheapflights users on 9/21. 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 10/195:45 amHLN - PUJ
2 stops28h 43mDelta
Thu 11/64:56 pmPUJ - HLN
2 stops32h 20mDelta
Deal found 9/21$631
This United Airlines deal was found by Cheapflights users on 9/21. 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 12/62:42 pmBZN - GCM
2 stops20h 33mUnited Airlines
Sat 12/135:30 pmGCM - BZN
2 stops18h 31mUnited Airlines
Deal found 9/21$638
This American Airlines deal was found by Cheapflights users on 9/19. 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 9/19$641
This American Airlines deal was found by Cheapflights users on 9/20. 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 12/41:58 pmBIL - SJU
1 stop12h 21mAmerican Airlines
Mon 12/86:42 pmSJU - BIL
2 stops21h 46mAmerican Airlines
Deal found 9/20$653
This American Airlines deal was found by Cheapflights users on 9/20. 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 50mAmerican Airlines
Wed 12/3110:03 pmSJU - BZN
2 stops17h 41mAmerican Airlines
Deal found 9/20$667
This Delta deal was found by Cheapflights users on 9/21. 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 10/195:45 amHLN - PUJ
2 stops28h 43mDelta
Tue 11/44:56 pmPUJ - HLN
2 stops22h 24mDelta
Deal found 9/21$671
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Mon 12/86:15 amMSO - SJU
1 stop9h 10mUnited Airlines
Thu 12/112:25 pmSJU - MSO
1 stop9h 53mUnited Airlines
Deal found 9/21$688
This Delta deal was found by Cheapflights users on 9/21. 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 10/2711:40 amBZN - AUA
2 stops23h 15mDelta
Mon 11/104:35 pmAUA - BZN
2 stops21h 10mDelta
Deal found 9/21$694

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montana to Caribbean Islands 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 22, 2025.
Use the filters below to find and compare flights from Montana to Caribbean Islands that are best for you.

Fly from

Montana

Fly to

Caribbean Islands

Route

Depart

Return

Price

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Thu 1/8

7:00 am-10:14 pm

1 stop12h 14m

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-12:57 pm

2 stops15h 41m

San Juan Luis Munoz Marin Intl

Thu 12/11

1:57 pm-12:35 am

2 stops13h 38m

$531

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Thu 2/5

3:55 pm-12:00 pm

2 stops17h 05m

San Juan Luis Munoz Marin Intl

Sun 2/8

7:20 am-10:04 pm

1 stop17h 44m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 3/17

7:00 am-5:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Tue 3/24

1:25 pm-8:51 pm

1 stop9h 26m

$548

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 12/6

1:58 pm-11:59 am

2 stops19h 01m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:42 pm-1:28 pm

2 stops21h 46m

$570

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Thu 12/4

1:58 pm-1:30 pm

2 stops20h 32m

San Juan Luis Munoz Marin Intl

Mon 12/8

6:42 pm-1:28 pm

2 stops21h 46m

$570

BozemanGeorge Town

BZN - GCM

BZNGCM

Bozeman Gallatin Field

Wed 11/5

2:01 pm-12:44 pm

2 stops20h 43m

George Town Owen Roberts Intl

Wed 11/12

1:50 pm-12:10 am

2 stops12h 20m

$616

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Sat 2/7

4:13 pm-6:11 am

2 stops10h 58m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:45 am-5:17 pm

2 stops12h 32m

$621

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Sat 2/21

2:27 pm-6:11 am

2 stops12h 44m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-1:27 pm

2 stops14h 22m

$631

HelenaPunta Cana

HLN - PUJ

HLNPUJ

Helena

Sun 10/19

1:00 pm-12:28 pm

2 stops21h 28m

Punta Cana

Wed 11/5

3:49 pm-12:20 pm

2 stops23h 31m

$631

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/20

Showing 1-10 of 42 results
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Best time to book a flight from Montana to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $254). Flying from Montana to Caribbean Islands 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 EPX?

Find hourly flight availability from Montana to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2025.

When flying from Montana to Caribbean Islands, 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 Islands. 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 Islands?

    Airlines like American Airlines, Delta, and United Airlines fly from Montana to Caribbean Islands in about 8h 25m. The time it takes to get you to your destination can typically vary by up to 7h 16m. The distance from Montana to Caribbean Islands is about 3068 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $253. Users have also found prices from $266 and $267 on American Airlines and United Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Montana to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $254). Flying from Montana to Caribbean Islands 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 Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Montana to Caribbean Islands

Discover the top 4 airlines that operate flights from Montana to Caribbean Islands. 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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$235Average$712FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$352Average$734FlexibilityNo cancel feeOn-time69%
DeltaCheapest$374Average$699FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$479Average$546FlexibilityNo cancel feeOn-time63%

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