Cheap flights from Montana to Caribbean from $239

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montana to Caribbean departing on 4/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:34 am - 5:38 pm
BZN
-
SJU
9h 04m
1 stop
United Airlines Logo
1:00 am - 11:29 am
SJU
-
BZN
12h 29m
2 stops
$524United Airlines
Tue, Apr 14 - Thu, Apr 16
American Airlines Logo
1:51 pm - 10:53 am
BIL
-
SJU
19h 02m
2 stops
American Airlines Logo
7:00 pm - 1:21 pm
SJU
-
BIL
20h 21m
2 stops
$524American Airlines
Mon, Apr 13 - Mon, Apr 27
American Airlines Logo
1:51 pm - 10:53 am
BIL
-
SJU
19h 02m
2 stops
American Airlines Logo
6:45 am - 10:43 pm
SJU
-
BIL
17h 58m
1 stop
$534American Airlines
Wed, Apr 29 - Sat, May 9
JetBlue Logo
12:39 pm - 11:16 pm
BZN
-
SJU
8h 37m
1 stop
JetBlue Logo
6:15 am - 1:35 pm
SJU
-
BZN
9h 20m
1 stop
$544JetBlue
Sat, Mar 14 - Sat, Mar 21
Southwest Logo
7:10 am - 9:55 pm
BZN
-
SJU
12h 45m
2 stops
Southwest Logo
5:00 am - 1:35 pm
SJU
-
BZN
10h 35m
2 stops
$546Southwest
Sat, Aug 22 - Sun, Aug 30
Southwest Logo
7:20 am - 11:25 pm
BZN
-
SJU
14h 05m
2 stops
Southwest Logo
9:25 pm - 11:30 am
SJU
-
BZN
16h 05m
2 stops
$641Southwest
Mon, May 25 - Sat, Jun 13
Air Canada Logo
5:05 am - 3:10 pm
BIL
-
UVF
32h 05m
2 stops
Air Canada Logo
4:15 pm - 9:40 am
UVF
-
BIL
43h 25m
2 stops
$726Air Canada
Sat, Apr 25 - Thu, Apr 30
Air Canada Logo
7:00 am - 3:20 pm
BIL
-
UVF
30h 20m
2 stops
Air Canada Logo
4:15 pm - 9:40 am
UVF
-
BIL
43h 25m
2 stops
$729Air Canada
Sun, Apr 26 - Thu, Apr 30
Delta Logo
11:35 am - 2:08 pm
BIL
-
UVF
24h 33m
2 stops
Delta Logo
3:28 pm - 11:00 am
UVF
-
BIL
21h 32m
2 stops
$753Delta
Wed, Aug 12 - Wed, Aug 26
Delta Logo
11:35 am - 1:12 pm
BIL
-
SDQ
23h 37m
2 stops
Delta Logo
6:00 am - 10:27 pm
SDQ
-
BIL
18h 27m
2 stops
$763Delta
Wed, Aug 19 - Tue, Aug 25

Delta flights from Montana to Caribbean

Our best Delta deals on Montana to Caribbean flight tickets
Delta
Apr 27
BIL6:24 amBillings Logan Intl
14h 49m
2 stops
SJU11:13 pmSan Juan Luis Munoz Marin Intl
May 10
SJU2:25 pmSan Juan Luis Munoz Marin Intl
10h 41m
2 stops
BIL11:06 pmBillings Logan Intl
$716
Delta
Aug 12
BIL11:35 amBillings Logan Intl
24h 33m
2 stops
UVF2:08 pmCastries Hewanorra
Aug 26
UVF3:28 pmCastries Hewanorra
21h 32m
2 stops
BIL11:00 amBillings Logan Intl
$753
Delta
Aug 19
BIL11:35 amBillings Logan Intl
23h 37m
2 stops
SDQ1:12 pmSanto Domingo Las Americas
Aug 25
SDQ6:00 amSanto Domingo Las Americas
18h 27m
2 stops
BIL10:27 pmBillings Logan Intl
$763

American Airlines flights from Montana to Caribbean

Our best American Airlines deals on Montana to Caribbean flight tickets
American Airlines
Apr 13
BIL1:51 pmBillings Logan Intl
19h 02m
2 stops
SJU10:53 amSan Juan Luis Munoz Marin Intl
Apr 27
SJU7:00 pmSan Juan Luis Munoz Marin Intl
20h 21m
2 stops
BIL1:21 pmBillings Logan Intl
$524
American Airlines
Apr 27
MSO6:45 amMissoula Johnson-Bell Field
14h 17m
1 stop
SJU11:02 pmSan Juan Luis Munoz Marin Intl
Apr 30
SJU6:45 amSan Juan Luis Munoz Marin Intl
17h 00m
1 stop
MSO9:45 pmMissoula Johnson-Bell Field
$526
American Airlines
Apr 29
BIL1:51 pmBillings Logan Intl
19h 02m
2 stops
SJU10:53 amSan Juan Luis Munoz Marin Intl
May 9
SJU6:45 amSan Juan Luis Munoz Marin Intl
17h 58m
1 stop
BIL10:43 pmBillings Logan Intl
$534

momondo 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, momondo users made 832,500 searches. Data last updated March 4, 2026.
Use the filters below to find and compare flights from Montana to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

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

Thu 4/16

1:00 am-11:29 am

2 stops12h 29m

$524

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Mon 4/13

1:51 pm-10:53 am

2 stops19h 02m

San Juan Luis Munoz Marin Intl

Mon 4/27

7:00 pm-1:21 pm

2 stops20h 21m

$524

BillingsSan Juan

BIL - SJU

BILSJU

Billings Logan Intl

Wed 4/29

1:51 pm-10:53 am

2 stops19h 02m

San Juan Luis Munoz Marin Intl

Sat 5/9

6:45 am-10:43 pm

1 stop17h 58m

$534

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Sat 3/14

12:39 pm-11:16 pm

1 stop8h 37m

San Juan Luis Munoz Marin Intl

Sat 3/21

6:15 am-1:35 pm

1 stop9h 20m

$544

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Sat 8/22

7:10 am-9:55 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Sun 8/30

5:00 am-1:35 pm

2 stops10h 35m

$546

BozemanSan Juan

BZN - SJU

BZNSJU

Bozeman Gallatin Field

Mon 5/25

7:20 am-11:25 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Sat 6/13

9:25 pm-11:30 am

2 stops16h 05m

$641

BillingsCastries

BIL - UVF

BILUVF

Billings Logan Intl

Sat 4/25

5:05 am-3:10 pm

2 stops32h 05m

Castries Hewanorra

Thu 4/30

4:15 pm-9:40 am

2 stops43h 25m

$726

BillingsCastries

BIL - UVF

BILUVF

Billings Logan Intl

Sun 4/26

7:00 am-3:20 pm

2 stops30h 20m

Castries Hewanorra

Thu 4/30

4:15 pm-9:40 am

2 stops43h 25m

$729

BillingsCastries

BIL - UVF

BILUVF

Billings Logan Intl

Wed 8/12

11:35 am-2:08 pm

2 stops24h 33m

Castries Hewanorra

Wed 8/26

3:28 pm-11:00 am

2 stops21h 32m

$753

BillingsSanto Domingo

BIL - SDQ

BILSDQ

Billings Logan Intl

Wed 8/19

11:35 am-1:12 pm

2 stops23h 37m

Santo Domingo Las Americas

Tue 8/25

6:00 am-10:27 pm

2 stops18h 27m

$763

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Montana to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean?

In general, November is the cheapest month to fly from Montana to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $411. If you don’t want to visit Caribbean in November, then you should wait until September to fly from Montana, when ticket prices are also cheap, with an average price of $482.

Can stopping save me money on Montana to Caribbean flights?

You could potentially save up to 3% on your flight if you consider stops on a Montana to Caribbean flight.

Cheap Montana to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montana to Caribbean

Fastest flight time

8h 18m

Direct flights

None
The fastest flight from Montana to Caribbean takes 8h 18m
There are no direct flights from Montana to Caribbean. There are no popular flight routes from Montana to Caribbean.
  • When did momondo last update prices for flights from Montana to Caribbean?

    Prices for flights from Montana to Caribbean are refreshed on a daily basis.

  • How many operators does momondo search for flights from Montana to Caribbean?

  • How old do you have to be to fly from Montana to Caribbean?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Montana to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Montana to Caribbean

Compare and see reviews for airlines that fly from Montana to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $363Free CancellationRating
8.0
4,307 reviews
Search Southwest flights
United AirlinesPriceFrom $392Free CancellationRating
7.4
9,388 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Montana to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Montana to Caribbean for you.

Can I find flights from Montana to Caribbean with flexible booking policies on momondo?

Flights from Montana to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Montana to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Montana.

I’m not ready to book a flight from Montana to Caribbean right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Montana to Caribbean now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean and let you know when they change.

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1 adult
Fri 4/3
Fri 4/10

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Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo