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Caribbean

$68+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1911:15 pmDEN - SJU
1 stop9h 12mMultiple Airlines
Mon 11/247:10 amSJU - DEN
2 stops15h 03mMultiple Airlines
Deal found 11/2$285
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:15 pmDEN - SJU
1 stop18h 34mFrontier
Thu 11/276:05 amSJU - DEN
1 stop16h 26mFrontier
Deal found 11/1$286
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:15 pmDEN - SJU
1 stop18h 34mFrontier
Sun 12/71:59 amSJU - DEN
2 stops14h 17mFrontier
Deal found 11/1$287
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:16 amDEN - SJU
1 stop8h 03mFrontier
Sat 11/157:30 amSJU - DEN
1 stop28h 13mFrontier
Deal found 11/2$289
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/811:59 pmDEN - SJU
1 stop21h 50mFrontier
Tue 12/163:55 amSJU - DEN
2 stops13h 58mFrontier
Deal found 11/2$290
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:59 pmDEN - SJU
1 stop11h 43mFrontier
Sun 11/163:59 amSJU - DEN
1 stop22h 17mFrontier
Deal found 11/2$291
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/811:59 pmDEN - SJU
1 stop21h 50mMultiple Airlines
Wed 12/175:00 pmSJU - DEN
2 stops27h 47mMultiple Airlines
Deal found 11/2$292
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:00 amDEN - SJU
1 stop13h 56mMultiple Airlines
Fri 12/192:52 pmSJU - DEN
1 stop20h 10mMultiple Airlines
Deal found 11/2$293
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmDEN - SJU
1 stop17h 25mMultiple Airlines
Sun 12/712:00 pmSJU - DEN
2 stops23h 27mMultiple Airlines
Deal found 11/1$294
This Priceline deal was found by Cheapflights users on 11/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:00 amDEN - SJU
1 stop13h 56mFrontier
Sun 12/211:59 amSJU - DEN
1 stop24h 00mFrontier
Deal found 11/2$297
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmDEN - SJU
1 stop17h 25mMultiple Airlines
Wed 12/105:00 pmSJU - DEN
2 stops25h 25mMultiple Airlines
Deal found 11/1$299
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:45 pmDEN - STT
2 stops35h 46mMultiple Airlines
Wed 1/73:23 pmSTT - DEN
1 stop10h 41mMultiple Airlines
Deal found 11/2$361

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 November 3, 2025.

Round-trip from

$285
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$529
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 ($87 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 November 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 November 3, 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

Wed 11/12

12:16 am-11:19 am

1 stop8h 03m

San Juan Luis Munoz Marin Intl

Sun 11/16

10:39 pm-11:16 pm

1 stop27h 37m

$354

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Wed 1/21

12:59 am-2:22 pm

1 stop11h 23m

Montego Bay Sangster Intl

Tue 1/27

1:12 pm-10:20 am

2 stops23h 08m

$380

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Thu 11/13

12:34 am-4:10 pm

1 stop12h 36m

San Juan Luis Munoz Marin Intl

Mon 11/17

6:17 pm-1:45 pm

2 stops22h 28m

$387

DenverSaint Thomas Island

DEN - STT

DENSTT

Denver Intl

Mon 12/1

11:59 pm-2:30 pm

1 stop11h 31m

Saint Thomas Island Cyril E King

Fri 12/5

1:01 pm-9:02 am

2 stops23h 01m

$389

DenverSaint Thomas Island

DEN - STT

DENSTT

Denver Intl

Fri 2/20

11:59 pm-3:11 pm

1 stop12h 12m

Saint Thomas Island Cyril E King

Thu 2/26

4:06 pm-7:50 am

1 stop18h 44m

$395

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Tue 3/10

11:13 pm-10:55 am

1 stop9h 42m

Nassau Intl

Mon 3/16

2:25 pm-9:49 pm

1 stop9h 24m

$435

DenverNassau

DEN - NAS

DENNAS

Denver Intl

Tue 1/6

11:20 pm-12:35 pm

1 stop11h 15m

Nassau Intl

Tue 1/13

1:40 pm-10:25 pm

1 stop10h 45m

$435

DenverGeorge Town

DEN - GCM

DENGCM

Denver Intl

Tue 12/9

11:25 pm-4:05 pm

1 stop14h 40m

George Town Owen Roberts Intl

Mon 12/15

4:45 pm-8:43 am

1 stop17h 58m

$452

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Mon 1/5

6:00 am-1:24 am

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Fri 1/9

3:55 am-9:50 am

1 stop8h 55m

$454

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Fri 12/5

1:42 pm-3:51 pm

1 stop24h 09m

Montego Bay Sangster Intl

Tue 12/9

2:50 pm-10:18 am

2 stops21h 28m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 November 3, 2025.

It’s optimal to fly from Pueblo to Caribbean in the afternoon. By choosing this option you can save up to 43% 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 November 3, 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
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,034 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,118 reviews
Southwest
8.0
Very good
4,240 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6h 35m. Frontier provides one of the quickest options available for as low as $468. The distance between Pueblo and Caribbean is about 1982 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 $157. Users have also found prices from $176 and $182 on JetBlue 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 - Oranjestad Reina Beatrix, 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$526FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$740FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$608FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$540FlexibilityNo cancel feeOn-time63%

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