Caribbean Islands

$222+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Dec 9 — Dec 161
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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 November 9, 2025.

Round-trip from

$363
(Southwest)

One-way from

$222
(Southwest)

Popular in

December

Cheapest in

January

Average price

$476
From Montana to Caribbean Islands
One-way flight from Montana to Caribbean Islands
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($34 potential savings vs. average RT price).
Average for round-trip flights in November 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 November 9, 2025.

This Mytrip deal was found by Cheapflights users on 11/9. 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.
Wed 12/105:18 pmMSO - SJU
3 stops27h 58mMultiple Airlines
Sun 12/141:27 pmSJU - MSO
2 stops23h 04mMultiple Airlines
Deal found 11/9$533
This Expedia deal was found by Cheapflights users on 11/8. 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.
Wed 12/3111:49 amBZN - SJU
1 stop10h 10mJetBlue
Sat 3/1412:59 amSJU - BZN
1 stop11h 08mJetBlue
Deal found 11/8$611
This American Airlines deal was found by Cheapflights users on 11/7. 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 11mAmerican Airlines
Mon 12/157:00 amSJU - BIL
1 stop17h 18mAmerican Airlines
Deal found 11/7$618
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/87:00 amBIL - SJU
1 stop8h 25mUnited Airlines
Thu 12/112:25 pmSJU - BIL
1 stop9h 56mUnited Airlines
Deal found 11/6$621
This Delta deal was found by Cheapflights users on 11/9. 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 11/196:34 pmBZN - SJU
2 stops19h 46mDelta
Wed 11/263:25 pmSJU - BZN
2 stops11h 09mDelta
Deal found 11/9$630
This Southwest deal was found by Cheapflights users on 11/8. 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.
Tue 11/185:30 amBZN - SJU
2 stops13h 00mSouthwest
Sat 11/221:40 pmSJU - BZN
2 stops13h 55mSouthwest
Deal found 11/8$639
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/81:58 pmBIL - SJU
2 stops20h 32mAmerican Airlines
Thu 12/116:00 amSJU - BIL
2 stops18h 15mAmerican Airlines
Deal found 11/6$641
This United Airlines deal was found by Cheapflights users on 11/9. 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 amMSO - SJU
2 stops13h 07mUnited Airlines
Sun 12/148:30 amSJU - MSO
2 stops15h 48mUnited Airlines
Deal found 11/9$674
This Delta deal was found by Cheapflights users on 11/8. 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 12/85:14 amBIL - AUA
2 stops29h 41mDelta
Thu 12/114:35 pmAUA - BIL
2 stops21h 32mDelta
Deal found 11/8$690
This United Airlines deal was found by Cheapflights users on 11/7. 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 11/196:35 amBZN - SJU
1 stop8h 50mUnited Airlines
Wed 11/262:25 pmSJU - BZN
1 stop10h 15mUnited Airlines
Deal found 11/7$720
This American Airlines deal was found by Cheapflights users on 11/9. 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
2 stops20h 32mAmerican Airlines
Mon 12/86:42 pmSJU - BIL
2 stops21h 46mAmerican Airlines
Deal found 11/9$737
This Delta deal was found by Cheapflights users on 11/8. 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.
Tue 11/186:34 pmBZN - SJU
2 stops16h 43mDelta
Sat 11/224:50 pmSJU - BZN
1 stop9h 44mDelta
Deal found 11/8$745

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 November 9, 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

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Fri 2/6

4:16 pm-6:11 am

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Tue 2/17

2:05 am-10:39 am

1 stop11h 34m

$434

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Fri 2/27

4:29 pm-6:11 am

2 stops10h 42m

San Juan Luis Munoz Marin Intl

Mon 3/2

2:05 am-10:39 am

1 stop11h 34m

$453

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Thu 3/12

11:17 am-1:47 am

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Mon 3/23

12:59 am-10:07 am

1 stop11h 08m

$460

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/10

6:30 am-9:22 pm

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Mon 3/23

1:05 am-10:40 am

1 stop11h 35m

$493

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/3

6:20 am-6:25 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:25 pm-9:24 pm

1 stop9h 59m

$493

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/10

11:30 am-11:36 pm

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Tue 3/17

1:05 am-10:40 am

1 stop11h 35m

$493

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/10

11:50 am-11:58 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Mon 3/23

12:59 am-10:07 am

1 stop11h 08m

$506

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Thu 1/8

6:05 pm-4:49 pm

2 stops19h 44m

San Juan Luis Munoz Marin Intl

Wed 1/21

7:30 am-8:14 pm

2 stops15h 44m

$527

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

7:07 am-8:45 pm

1 stop16h 38m

$531

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Tue 3/31

2:03 pm-3:55 am

1 stop11h 52m

San Juan Luis Munoz Marin Intl

Tue 4/7

3:50 pm-11:55 am

2 stops22h 05m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 55 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, February is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $216). Flying from Montana to Caribbean Islands in December is currently the most expensive (average of $562). 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 November 9, 2025.

When flying from Montana to Caribbean Islands, 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 40% versus a flight in the evening.

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 United Airlines, JetBlue, and Delta fly from Montana to Caribbean Islands in about 10h 55m. The time it takes to get you to your destination can typically vary by up to 8h 49m. The distance from Montana to Caribbean Islands is about 3184 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 Southwest. According to our data, you can fly for as low as $222. Users have also found prices from $262 and $404 on JetBlue and American 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, February is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $216). Flying from Montana to Caribbean Islands in December is currently the most expensive (average of $562). 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 November 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$208Average$699FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$235Average$712FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$352Average$766FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$479Average$546FlexibilityNo cancel feeOn-time63%

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