Caribbean

$87+ Cheap flights from Denver (DEN) 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — SJU
May 28 — Jun 41
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Cheap flight deals from Denver to Caribbean

Cheapest flights from Denver to Caribbean
Explore the most affordable flight options available from Denver to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:00 am
DEN
-
SJU
1 stop7h 43m
Frontier
Tue 6/26:41 pm
SJU
-
DEN
2 stops23h 24m
Frontier
Deal found 4/26$259
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
DEN
-
SJU
1 stop15h 29m
Frontier
Mon 8/34:05 pm
SJU
-
DEN
1 stop8h 55m
Frontier
Deal found 4/27$260
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:15 am
DEN
-
SJU
1 stop14h 42m
Frontier
Wed 5/2712:00 pm
SJU
-
DEN
2 stops12h 24m
Frontier
Deal found 4/27$261
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/283:32 pm
DEN
-
SJU
1 stop8h 29m
Frontier
Tue 5/56:41 pm
SJU
-
DEN
1 stop16h 16m
Frontier
Deal found 4/23$262
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:40 pm
DEN
-
SJU
1 stop22h 48m
Frontier
Mon 8/34:05 pm
SJU
-
DEN
1 stop8h 55m
Frontier
Deal found 4/27$263
This Frontier deal was found by Cheapflights users on 4/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:59 pm
DEN
-
SJU
1 stop12h 38m
Frontier
Wed 5/62:47 pm
SJU
-
DEN
1 stop10h 17m
Frontier
Deal found 4/24$264
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/111:49 pm
DEN
-
SJU
1 stop21h 40m
Frontier
Thu 7/304:05 pm
SJU
-
DEN
1 stop8h 55m
Frontier
Deal found 4/24$265
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:54 pm
DEN
-
SJU
1 stop11h 30m
Frontier
Tue 6/27:00 am
SJU
-
DEN
2 stops28h 05m
Frontier
Deal found 4/27$266
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:45 am
DEN
-
SJU
2 stops32h 29m
Frontier
Thu 5/143:12 pm
SJU
-
DEN
1 stop9h 52m
Frontier
Deal found 4/23$267
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:59 pm
DEN
-
SJU
1 stop12h 38m
Frontier
Mon 5/411:30 am
SJU
-
DEN
1 stop23h 27m
Frontier
Deal found 4/26$268
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:59 pm
DEN
-
SJU
1 stop21h 30m
Frontier
Sat 5/96:30 am
SJU
-
DEN
1 stop18h 34m
Frontier
Deal found 4/28$269
This Frontier deal was found by Cheapflights users on 4/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1811:59 pm
DEN
-
SJU
1 stop12h 02m
Frontier
Wed 5/203:33 pm
SJU
-
DEN
1 stop9h 38m
Frontier
Deal found 4/27$271

Find flight deals from Denver to Caribbean

Keep the following information in mind while searching for Denver to Caribbean flight deals. Data was last updated April 28, 2026.

Round-trip from

$259
(Kiwi.com)

One-way from

$87
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$434

Good round-trip deal

$622 or less

Good one-way deal

$348 or less
From Denver Intl to Caribbean
One-way flight from Denver Intl to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($73 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Denver Intl to Caribbean.
Price to beat on a one-way flight from Denver Intl to Caribbean.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Denver 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 April 28, 2026.
Use the filters below to find and compare flights from Denver to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Tue 5/12

11:54 pm-12:11 pm

1 stop11h 17m

Montego Bay Sangster Intl

Fri 5/15

1:16 pm-10:24 pm

1 stop10h 08m

$284

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Wed 5/6

4:54 pm-12:11 pm

2 stops42h 17m

Montego Bay Sangster Intl

Tue 5/12

1:16 pm-10:24 pm

1 stop10h 08m

$364

DenverOranjestad

DEN - AUA

DENAUA

Denver Intl

Fri 5/29

11:50 pm-12:40 pm

1 stop10h 50m

Oranjestad Reina Beatrix

Fri 6/5

1:55 pm-10:40 pm

1 stop10h 45m

$399

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Tue 8/25

6:35 am-6:10 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Tue 9/1

6:00 am-2:50 pm

2 stops10h 50m

$426

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Mon 6/1

11:54 pm-12:11 pm

1 stop11h 17m

Montego Bay Sangster Intl

Thu 6/4

1:16 pm-10:24 pm

1 stop10h 08m

$452

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Fri 6/5

11:54 pm-12:11 pm

1 stop11h 17m

Montego Bay Sangster Intl

Fri 6/26

1:26 pm-10:16 pm

1 stop9h 50m

$452

DenverCastries

DEN - UVF

DENUVF

Denver Intl

Thu 5/28

6:10 pm-2:05 pm

1 stop17h 55m

Castries Hewanorra

Tue 6/2

3:05 pm-7:00 pm

2 stops29h 55m

$501

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Thu 9/3

5:00 am-4:55 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Mon 9/7

6:00 am-1:05 pm

2 stops9h 05m

$501

DenverSaint Thomas Island

DEN - STT

DENSTT

Denver Intl

Sun 8/23

11:55 pm-1:50 pm

1 stop11h 55m

Saint Thomas Island Cyril E King

Sun 8/30

2:10 pm-11:40 pm

2 stops11h 30m

$504

DenverGeorge Town

DEN - GCM

DENGCM

Denver Intl

Fri 5/15

11:59 pm-1:10 pm

2 stops12h 11m

George Town Owen Roberts Intl

Thu 5/21

2:42 pm-11:55 pm

1 stop10h 13m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Denver to Caribbean

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

How far ahead should I book a flight from Denver to Caribbean?

To ensure you get the cheapest price possible for a flight from Denver to Caribbean, you should look to book at least 2 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Denver to Caribbean (average of $149). Flying from Denver to Caribbean in October is currently the most expensive (average of $1,505). 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 DEN to CB?

Find hourly flight availability from Denver 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 April 28, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Denver to Caribbean as you normally would.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated April 28, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Denver to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Denver to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Denver to Caribbean?

    Denver Intl (DEN), located 18.5 mi from the city center, is the airport you fly out of when you book flights from Denver to Caribbean.

  • How long is the flight from Denver to Caribbean?

    Airlines like Frontier, Southwest, and Air Canada fly from Denver to Caribbean in about 9h 35m. The time it takes to get you to your destination can typically vary by up to 8h 20m. Denver and Caribbean are separated by a distance of 2730 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $98. However, be on the lookout for offers from Frontier and JetBlue, as they are both options that can get you from Denver to Caribbean for a low price.

  • What are the most popular routes from Denver to Caribbean?

  • What are the cheapest flights from Denver to Caribbean?

    Looking at all options, your cheapest flight can be booked for $348. While the most popular route (Denver Intl - San Juan Luis Munoz Marin Intl) can be booked for $241 on average, our data indicates $562 when flying from Denver to Caribbean.

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

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

  • How can I find direct flights from Denver to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Denver 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 Denver to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Denver to Caribbean (average of $149). Flying from Denver to Caribbean in October is currently the most expensive (average of $1,505). 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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Top 6 airlines flying from Denver to Caribbean

Discover the top 6 airlines that operate flights from Denver 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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$186Average$405FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$218Average$524FlexibilityNo cancel feeOn-time62%
DeltaCheapest$353Average$702FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$376Average$666FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$413Average$658FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$487Average$751FlexibilityNo cancel feeOn-time69%

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