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Caribbean

$87+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Frontier deal was found by Cheapflights users on 12/17. 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 12/3111:06 pmDEN - SJU
1 stop12h 10mFrontier
Wed 1/77:05 pmSJU - DEN
1 stop15h 55mFrontier
Deal found 12/17$237
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:00 amDEN - SJU
1 stop16h 24mFrontier
Wed 1/77:18 pmSJU - DEN
1 stop25h 04mFrontier
Deal found 12/16$253
This Frontier deal was found by Cheapflights users on 12/16. 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.
Tue 12/302:42 pmDEN - SJU
1 stop7h 52mFrontier
Sat 1/107:11 pmSJU - DEN
1 stop15h 49mFrontier
Deal found 12/16$254
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/216:00 amDEN - SJU
1 stop16h 24mFrontier
Wed 12/248:36 pmSJU - DEN
1 stop15h 20mFrontier
Deal found 12/16$261
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/216:00 amDEN - SJU
1 stop16h 24mFrontier
Thu 12/259:37 pmSJU - DEN
1 stop28h 27mFrontier
Deal found 12/16$266
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/2411:06 pmDEN - SJU
1 stop12h 10mFrontier
Thu 12/259:37 pmSJU - DEN
1 stop28h 27mFrontier
Deal found 12/16$271
This Booking.com deal was found by Cheapflights users on 12/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:25 pmDEN - SJU
1 stop24h 09mFrontier
Sun 12/213:55 amSJU - DEN
1 stop22h 09mFrontier
Deal found 12/16$277
This Priceline deal was found by Cheapflights users on 12/16. 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.
Thu 12/2511:59 pmDEN - SJU
1 stop21h 55mFrontier
Tue 12/309:37 pmSJU - DEN
1 stop13h 47mFrontier
Deal found 12/16$286
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:59 pmDEN - SJU
1 stop23h 51mFrontier
Sat 1/107:11 pmSJU - DEN
1 stop15h 49mFrontier
Deal found 12/16$289
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/205:49 pmDEN - SJU
1 stop28h 35mFrontier
Mon 12/2210:33 amSJU - DEN
1 stop15h 31mFrontier
Deal found 12/16$291
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:45 pmDEN - PUJ
1 stop14h 02mFrontier
Tue 1/62:32 pmPUJ - DEN
1 stop10h 17mFrontier
Deal found 12/16$375
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/255:00 amDEN - GCM
1 stop9h 00mUnited Airlines
Thu 1/12:50 pmGCM - DEN
1 stop10h 48mUnited Airlines
Deal found 12/17$430

Find flight deals from Pueblo to Caribbean

Keep the following information in mind while searching for Pueblo to Caribbean flight deals. Data was last updated December 18, 2025.

Round-trip from

$233
(Frontier)

One-way from

$87
(Frontier)

Popular in

December

Cheapest in

August

Average price

$695
From Pueblo to Caribbean
Search Deals
One-way flight from Pueblo to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Thu 1/8

9:44 am-11:26 pm

1 stop10h 42m

San Juan Luis Munoz Marin Intl

Mon 1/12

11:52 am-11:24 pm

2 stops14h 32m

$248

DenverOranjestad

DEN - AUA

DENAUA

Denver Intl

Fri 2/27

12:59 am-1:27 pm

1 stop9h 28m

Oranjestad Reina Beatrix

Sat 3/7

12:11 pm-10:44 pm

1 stop13h 33m

$305

DenverProvidenciales

DEN - PLS

DENPLS

Denver Intl

Fri 1/16

12:05 am-3:38 pm

1 stop13h 33m

Providenciales

Sat 1/24

4:50 pm-9:45 pm

1 stop30h 55m

$334

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Mon 4/20

10:44 pm-9:13 am

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Mon 4/27

10:55 am-9:38 pm

1 stop12h 43m

$348

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Fri 1/30

9:05 pm-1:30 pm

2 stops14h 25m

Montego Bay Sangster Intl

Sat 2/14

10:05 am-9:30 pm

1 stop13h 25m

$350

DenverGeorge Town

DEN - GCM

DENGCM

Denver Intl

Mon 1/12

11:59 pm-1:15 pm

1 stop11h 16m

George Town Owen Roberts Intl

Fri 1/16

2:25 pm-11:02 pm

1 stop10h 37m

$360

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Thu 4/2

2:31 pm-1:50 am

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Sat 4/4

3:55 am-1:28 pm

1 stop11h 33m

$361

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Tue 3/24

10:44 pm-10:40 am

1 stop9h 56m

Nassau Intl

Wed 3/25

1:42 pm-11:04 pm

1 stop11h 22m

$367

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Mon 3/23

11:59 pm-12:37 pm

1 stop10h 38m

Nassau Intl

Mon 3/30

11:55 am-9:44 pm

1 stop11h 49m

$367

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Tue 3/24

10:44 pm-10:40 am

1 stop9h 56m

Nassau Intl

Mon 3/30

4:21 pm-11:04 pm

1 stop8h 43m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, August is the cheapest month in which you can book a flight from Pueblo to Caribbean (average of $200). Flying from Pueblo to Caribbean in June is currently the most expensive (average of $534). 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 PU5 to CB?

Find hourly flight availability from Pueblo 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 December 18, 2025.

It’s optimal to fly from Pueblo to Caribbean in the morning. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight at noon.

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 December 18, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Pueblo 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.
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Pueblo to Caribbean?

    A quick flight from Pueblo to Caribbean can take about 8h 29m. Frontier provides one of the quickest options available for as low as $348. The distance between Pueblo and Caribbean is about 2730 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 Pueblo to Caribbean one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $83. Users have also found prices from $114 and $166 on American Airlines and United Airlines, respectively.

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

    While some choose either Denver Intl - Punta Cana or Denver Intl - Nassau Intl, 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, August is the cheapest month in which you can book a flight from Pueblo to Caribbean (average of $200). Flying from Pueblo to Caribbean in June is currently the most expensive (average of $534). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$463FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$748FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$600FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$406Average$539FlexibilityNo cancel feeOn-time63%

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