Caribbean

$79+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Feb 28 — Mar 71
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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 February 23, 2025.

Round-trip from

$153
(Mytrip)

One-way from

$79
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$494
From Pueblo to Caribbean
One-way flight from Pueblo to Caribbean
Highest demand for flights based on searches. 19% potential increase in price ($108 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 23, 2025.

This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1112:30 amDEN - SJU
1 stop30h 28mFrontier
Mon 5/1911:20 amSJU - DEN
1 stop23h 21mFrontier
Deal found 2/22$153
This Booking.com deal was found by Cheapflights users on 2/21. 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.
Tue 5/2711:45 pmDEN - SDQ
1 stop12h 05mFrontier
Tue 6/312:00 pmSDQ - DEN
1 stop22h 24mFrontier
Deal found 2/21$276
This Frontier deal was found by Cheapflights users on 2/22. 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.
Sat 3/810:06 pmDEN - PUJ
2 stops16h 31mFrontier
Mon 3/102:15 pmPUJ - DEN
2 stops20h 17mFrontier
Deal found 2/22$308
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 5/412:28 amDEN - MBJ
1 stop11h 33mFrontier
Thu 5/152:21 pmMBJ - DEN
1 stop9h 37mFrontier
Deal found 2/22$329
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/3112:05 amDEN - PUJ
1 stop10h 12mMultiple Airlines
Sat 4/511:33 amPUJ - DEN
2 stops22h 01mMultiple Airlines
Deal found 2/22$334
This JetBlue Airways deal was found by Cheapflights users on 2/23. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/112:14 pmDEN - SJU
1 stop11h 36mJetBlue
Mon 5/53:29 amSJU - DEN
1 stop9h 25mJetBlue
Deal found 2/23$338
This Priceline deal was found by Cheapflights users on 2/22. 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 5/1612:30 amDEN - SJU
1 stop30h 06mMultiple Airlines
Sun 5/254:15 pmSJU - DEN
1 stop27h 12mMultiple Airlines
Deal found 2/22$346
This Booking.com deal was found by Cheapflights users on 2/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/511:59 pmDEN - SXM
2 stops38h 16mFrontier
Mon 3/106:35 pmSXM - DEN
2 stops30h 29mFrontier
Deal found 2/23$347
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 5/53:42 pmDEN - MBJ
2 stops18h 13mMultiple Airlines
Thu 5/152:21 pmMBJ - DEN
1 stop9h 37mMultiple Airlines
Deal found 2/22$372
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/48:21 amDEN - STT
2 stops23h 19mMultiple Airlines
Sun 5/111:47 pmSTT - DEN
3 stops29h 40mMultiple Airlines
Deal found 2/22$409
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 4/111:50 pmDEN - SDQ
2 stops13h 49mMultiple Airlines
Mon 4/712:02 pmSDQ - DEN
1 stop22h 59mMultiple Airlines
Deal found 2/23$415
This JetBlue deal was found by Cheapflights users on 2/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/112:14 pmDEN - SDQ
1 stop10h 49mJetBlue
Wed 5/71:24 amSDQ - DEN
1 stop11h 30mJetBlue
Deal found 2/23$465

Find flights from Pueblo to Caribbean within your budget

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 February 23, 2025.

Fly from

Pueblo

Fly to

Caribbean

Route

Depart

Return

Price

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Sun 5/11

12:30 am-8:58 am

1 stop30h 28m

San Juan Luis Munoz Marin Intl

Mon 5/19

11:20 am-8:41 am

1 stop23h 21m

$153

DenverSanto Domingo

DEN - SDQ

DENSDQ

Denver Intl

Tue 5/27

11:45 pm-1:50 pm

1 stop12h 05m

Santo Domingo Las Americas

Tue 6/3

12:00 pm-8:24 am

1 stop22h 24m

$276

DenverPunta Cana

DEN - PUJ

DENPUJ

Denver Intl

Sat 3/8

10:06 pm-5:37 pm

2 stops16h 31m

Punta Cana

Mon 3/10

2:15 pm-8:32 am

2 stops20h 17m

$308

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Sun 5/4

12:28 am-1:01 pm

1 stop11h 33m

Montego Bay Sangster Intl

Thu 5/15

2:21 pm-10:58 pm

1 stop9h 37m

$329

DenverPunta Cana

DEN - PUJ

DENPUJ

Denver Intl

Mon 3/31

12:05 am-12:17 pm

1 stop10h 12m

Punta Cana

Sat 4/5

11:33 am-7:34 am

2 stops22h 01m

$334

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Thu 5/1

12:14 pm-1:50 am

1 stop11h 36m

San Juan Luis Munoz Marin Intl

Mon 5/5

3:29 am-10:54 am

1 stop9h 25m

$338

DenverSan Juan

DEN - SJU

DENSJU

Denver Intl

Fri 5/16

12:30 am-8:36 am

1 stop30h 06m

San Juan Luis Munoz Marin Intl

Sun 5/25

4:15 pm-5:27 pm

1 stop27h 12m

$346

DenverSimpson Bay

DEN - SXM

DENSXM

Denver Intl

Wed 3/5

11:59 pm-5:15 pm

2 stops38h 16m

Simpson Bay Princess Juliana

Mon 3/10

6:35 pm-11:04 pm

2 stops30h 29m

$347

DenverMontego Bay

DEN - MBJ

DENMBJ

Denver Intl

Mon 5/5

3:42 pm-10:55 am

2 stops18h 13m

Montego Bay Sangster Intl

Thu 5/15

2:21 pm-10:58 pm

1 stop9h 37m

$372

DenverSaint Thomas Island

DEN - STT

DENSTT

Denver Intl

Sun 5/4

8:21 am-9:40 am

2 stops23h 19m

Saint Thomas Island Cyril E King

Sun 5/11

1:47 pm-5:27 pm

3 stops29h 40m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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.

Travel insights for flights from Pueblo to Caribbean

Get recent, data-driven insights about flights from Pueblo to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 23, 2025.

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

8.0
Very good

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Entertainment

7.6

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $79. Users have also found prices from $136 and $169 on Sun Country Air and JetBlue, respectively.

  • What are the most popular routes 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 March is currently the most expensive (average of $363). 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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Alternative routes for Pueblo to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$300Average$645FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$602FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$603FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$542FlexibilityNo cancel feeOn-time63%
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