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Caribbean Islands

$255+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — SJU
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap 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 February 5, 2026.

This Southwest deal was found by Cheapflights users on 2/1. 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 4/143:20 pm
BZN
-
SJU
2 stops17h 15m
Southwest
Wed 4/228:10 am
SJU
-
BZN
2 stops18h 05m
Southwest
Deal found 2/1$384
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/146:34 am
BZN
-
SJU
1 stop9h 04m
United Airlines
Wed 4/221:40 pm
SJU
-
BZN
1 stop9h 52m
United Airlines
Deal found 2/1$479
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/108:00 am
BZN
-
SJU
2 stops11h 22m
United Airlines
Mon 3/231:05 am
SJU
-
BZN
1 stop11h 34m
United Airlines
Deal found 2/3$493
This Faresmojo deal was found by Cheapflights users on 2/2. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1412:29 pm
BZN
-
SJU
1 stop9h 41m
JetBlue
Sat 3/214:10 am
SJU
-
BZN
1 stop9h 24m
JetBlue
Deal found 2/2$506
This Delta deal was found by Cheapflights users on 2/3. 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 3/105:58 am
BZN
-
SJU
2 stops15h 17m
Delta
Tue 3/246:15 am
SJU
-
BZN
2 stops15h 59m
Delta
Deal found 2/3$535
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/246:15 am
MSO
-
SJU
1 stop9h 10m
United Airlines
Tue 3/32:25 pm
SJU
-
MSO
1 stop10h 32m
United Airlines
Deal found 2/2$552
This American Airlines deal was found by Cheapflights users on 2/2. 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 9/104:57 pm
FCA
-
SJU
2 stops19h 48m
American Airlines
Mon 9/147:05 pm
SJU
-
FCA
2 stops22h 51m
American Airlines
Deal found 2/2$552
This American Airlines deal was found by Cheapflights users on 2/3. 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 10/17:41 am
BZN
-
SJU
2 stops14h 18m
American Airlines
Mon 10/55:50 pm
SJU
-
BZN
2 stops20h 25m
American Airlines
Deal found 2/3$552
This Southwest deal was found by Cheapflights users on 2/2. 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.
Mon 2/233:30 pm
BZN
-
SJU
2 stops16h 50m
Southwest
Sat 2/282:10 pm
SJU
-
BZN
2 stops11h 40m
Southwest
Deal found 2/2$570
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 5/16:00 am
FCA
-
SJU
1 stop9h 38m
United Airlines
Fri 5/87:20 am
SJU
-
FCA
2 stops16h 37m
United Airlines
Deal found 2/4$571
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/296:00 am
BIL
-
SJU
1 stop15h 02m
American Airlines
Sat 5/95:45 am
SJU
-
BIL
2 stops18h 58m
American Airlines
Deal found 2/3$584
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/221:08 pm
MSO
-
SJU
2 stops19h 40m
American Airlines
Mon 4/276:45 am
SJU
-
MSO
1 stop17h 00m
American Airlines
Deal found 2/4$591

Find 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 February 5, 2026.

Round-trip from

$384
(United Airlines)

One-way from

$255
(Priceline)

Popular in

December

Cheapest in

November

Average price

$582
From Montana to Caribbean Islands
Search Deals
One-way flight from Montana to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 5, 2026.
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

Tue 4/14

3:20 pm-10:35 am

2 stops17h 15m

San Juan Luis Munoz Marin Intl

Wed 4/22

8:10 am-12:15 am

2 stops18h 05m

$384

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 4/14

6:34 am-5:38 pm

1 stop9h 04m

San Juan Luis Munoz Marin Intl

Wed 4/22

1:40 pm-9:32 pm

1 stop9h 52m

$479

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Sat 3/14

12:29 pm-12:10 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Sat 3/21

4:10 am-11:34 am

1 stop9h 24m

$506

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Tue 2/24

6:15 am-6:25 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:25 pm-9:57 pm

1 stop10h 32m

$552

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Mon 2/23

3:30 pm-11:20 am

2 stops16h 50m

San Juan Luis Munoz Marin Intl

Sat 2/28

2:10 pm-10:50 pm

2 stops11h 40m

$570

KalispellSan Juan

FCA - SJU

FCASJU

Kalispell Glacier Park

Fri 5/1

6:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Fri 5/8

7:20 am-9:57 pm

2 stops16h 37m

$571

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 4/29

6:07 am-11:01 pm

1 stop14h 54m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:45 am-10:43 pm

2 stops18h 58m

$584

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Tue 3/10

11:49 am-11:36 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Mon 3/23

1:05 am-10:39 am

1 stop11h 34m

$588

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Mon 5/4

1:08 pm-12:29 pm

2 stops21h 21m

San Juan Luis Munoz Marin Intl

Fri 5/8

5:45 am-9:45 pm

2 stops18h 00m

$591

MissoulaSan Juan

MSO - SJU

MSOSJU

Missoula Johnson-Bell Field

Wed 4/22

1:08 pm-10:48 am

2 stops19h 40m

San Juan Luis Munoz Marin Intl

Mon 4/27

6:45 am-9:45 pm

1 stop17h 00m

$591

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 50 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, March is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $247). Flying from Montana to Caribbean Islands 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.

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 Southwest, United Airlines, and JetBlue fly from Montana to Caribbean Islands in about 9h 04m. The time it takes to get you to your destination can typically vary by up to 8h 11m. 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.

  • 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, March is the cheapest month in which you can book a flight from Montana to Caribbean Islands (average of $247). Flying from Montana to Caribbean Islands 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 Islands

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 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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$235Average$594FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$363Average$546FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$385Average$771FlexibilityNo cancel feeOn-time69%
DeltaCheapest$685Average$1,004FlexibilityNo cancel feeOn-timeN/A

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