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$154+ Cheap flights from Pueblo, CO 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Pueblo to Caribbean

Keep the following information in mind while searching for Pueblo to Caribbean flight deals. Data was last updated June 16, 2025.

Round-trip from

$251
(Priceline)

One-way from

$154
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$496
From Pueblo to Caribbean
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One-way flight from Pueblo to Caribbean
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Highest demand for flights based on searches. 19% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Pueblo to Caribbean

Cheapest flights from Pueblo to Caribbean
Explore the most affordable flight options available from Pueblo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Priceline deal was found by Cheapflights users on 6/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/512:23 amDEN - SJU
1 stop21h 03mFrontier
Fri 7/119:44 pmSJU - DEN
1 stop12h 44mFrontier
Deal found 6/14$251
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1412:59 amDEN - SJU
2 stops22h 36mMultiple Airlines
Tue 7/224:43 pmSJU - DEN
1 stop18h 19mMultiple Airlines
Deal found 6/15$355
This Frontier deal was found by Cheapflights users on 6/14. 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.
Sun 7/611:58 pmDEN - SDQ
1 stop7h 11mFrontier
Tue 7/151:48 amSDQ - DEN
1 stop9h 14mFrontier
Deal found 6/14$365
This Frontier deal was found by Cheapflights users on 6/14. 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.
Wed 7/98:31 pmDEN - PUJ
1 stop13h 54mFrontier
Mon 7/149:04 pmPUJ - DEN
1 stop13h 17mFrontier
Deal found 6/14$365
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 9/712:34 amDEN - PUJ
1 stop18h 55mMultiple Airlines
Thu 9/189:38 amPUJ - DEN
1 stop24h 55mMultiple Airlines
Deal found 6/15$379
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 10/155:05 amDEN - SJU
1 stop13h 40mSouthwest
Wed 10/2210:50 amSJU - DEN
2 stops11h 25mSouthwest
Deal found 6/15$397
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1112:23 amDEN - STT
1 stop10h 07mMultiple Airlines
Wed 7/161:25 pmSTT - DEN
1 stop11h 46mMultiple Airlines
Deal found 6/15$397
This JetBlue deal was found by Cheapflights users on 6/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2611:59 pmDEN - SJU
1 stop10h 41mJetBlue
Fri 2/61:59 amSJU - DEN
1 stop9h 46mJetBlue
Deal found 6/14$399
This Priceline deal was found by Cheapflights users on 6/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1111:30 pmDEN - MBJ
1 stop10h 19mFrontier
Thu 7/179:10 amMBJ - DEN
1 stop13h 07mFrontier
Deal found 6/14$417
This JetBlue deal was found by Cheapflights users on 6/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:44 pmDEN - NAS
1 stop8h 33mJetBlue
Thu 11/610:17 amNAS - DEN
1 stop13h 32mJetBlue
Deal found 6/14$459
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 7/1412:34 amDEN - SDQ
1 stop19h 11mMultiple Airlines
Mon 7/2110:55 amSDQ - DEN
2 stops24h 07mMultiple Airlines
Deal found 6/14$459
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 9/1112:34 amDEN - NAS
1 stop8h 26mMultiple Airlines
Thu 9/185:30 pmNAS - DEN
1 stop17h 03mMultiple Airlines
Deal found 6/15$461

Cheapflights Fare Finder

Customize your flight search to find flights from Pueblo 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 June 16, 2025.
Use the filters below to find and compare flights from Pueblo to Caribbean that are best for you.

Fly from

Pueblo

Fly to

Caribbean

Route

Depart

Return

Price

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Sat 7/5

12:23 am-11:26 pm

1 stop21h 03m

San Juan Luis Munoz Marin Intl

Fri 7/11

9:44 pm-8:28 am

1 stop12h 44m

$251

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Mon 7/14

12:59 am-2:45 pm

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Mon 7/21

1:37 am-9:02 am

2 stops33h 25m

$323

DenverSanto Domingo

DEN - SDQ

DENSDQ

Denver Intl

Sun 7/6

11:58 pm-9:09 am

1 stop7h 11m

Santo Domingo Las Americas

Tue 7/15

1:48 am-9:02 am

1 stop9h 14m

$365

DenverPunta Cana

DEN - PUJ

DENPUJ

Denver Intl

Wed 7/9

8:31 pm-12:25 pm

1 stop13h 54m

Punta Cana

Mon 7/14

9:04 pm-8:21 am

1 stop13h 17m

$365

DenverPunta Cana

DEN - PUJ

DENPUJ

Denver Intl

Sun 9/7

12:34 am-9:29 pm

1 stop18h 55m

Punta Cana

Thu 9/18

9:38 am-8:33 am

1 stop24h 55m

$379

DenverSaint Thomas Island

DEN - STT

DENSTT

Denver Intl

Fri 7/11

12:23 am-12:30 pm

1 stop10h 07m

Saint Thomas Island Cyril E King

Wed 7/16

1:25 pm-11:11 pm

1 stop11h 46m

$397

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Fri 7/11

11:30 pm-10:49 am

1 stop10h 19m

Montego Bay Sangster Intl

Thu 7/17

9:10 am-9:17 pm

1 stop13h 07m

$417

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Tue 9/9

11:40 pm-12:45 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Wed 9/17

8:00 am-4:05 pm

2 stops10h 05m

$439

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Mon 10/27

10:44 pm-2:37 pm

1 stop13h 53m

Nassau Intl

Mon 11/3

10:17 am-9:49 pm

1 stop13h 32m

$459

DenverSanto Domingo

DEN - SDQ

DENSDQ

Denver Intl

Mon 7/14

12:34 am-9:45 pm

1 stop19h 11m

Santo Domingo Las Americas

Mon 7/21

10:55 am-9:02 am

2 stops24h 07m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 60 results
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Best time to book a flight from Pueblo to Caribbean

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

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

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

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 16, 2025.
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,452 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,711 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Pueblo to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $154. Users have also found prices from $212 and $227 on JetBlue and Southwest, respectively.

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

    While some choose either Denver Intl - Punta Cana or Denver Intl - Santiago de los Caballeros, Denver Intl - San Juan Luis Munoz Marin Intl is the most popular route from Pueblo to Caribbean.

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

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

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

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

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

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

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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Pueblo to Caribbean

Discover the top 4 airlines that operate flights from Pueblo 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$362Average$626FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$551FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$539FlexibilityNo cancel feeOn-time63%

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