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$192+ Cheap flights from Colorado Springs (COS) 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
feb. 3 — feb. 101
lun. 2/3
lun. 2/10
1 adult, Economy
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Cheap flight deals from Colorado Springs to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 29, 2025.

Round-trip from

$383
(Delta)

One-way from

$192
(Delta)

Popular in

March

Cheapest in

April

Average price

$612
From Colorado Springs to Caribbean
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One-way flight from Colorado Springs to Caribbean
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Colorado Springs to Caribbean

Cheapest flights from Colorado Springs to Caribbean
Explore the most affordable flight options available from Colorado Springs to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 29, 2025.

This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/256:00 amCOS - SJU
1 stop12h 06mDelta
mar. 3/117:45 amSJU - COS
2 stops13h 16mDelta
Deal found 1/28$383
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/34:50 pmCOS - SJU
2 stops17h 55mAmerican Airlines
mar. 3/111:42 pmSJU - COS
2 stops12h 05mAmerican Airlines
Deal found 1/27$408
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/910:45 amCOS - SJU
2 stops11h 10mSouthwest
vie. 4/256:05 amSJU - COS
1 stop9h 20mSouthwest
Deal found 1/28$423
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/257:30 amCOS - SJU
1 stop7h 55mUnited Airlines
mar. 4/11:05 amSJU - COS
2 stops12h 30mUnited Airlines
Deal found 1/28$473
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/1112:35 pmCOS - CUR
2 stops22h 35mAmerican Airlines
mar. 3/184:32 pmCUR - COS
2 stops19h 20mAmerican Airlines
Deal found 1/28$499
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/36:39 pmCOS - PUJ
2 stops18h 46mUnited Airlines
jue. 4/172:20 pmPUJ - COS
2 stops20h 39mUnited Airlines
Deal found 1/27$521
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/1912:36 pmCOS - STT
2 stops20h 51mAmerican Airlines
mar. 2/256:35 pmSTT - COS
2 stops18h 20mAmerican Airlines
Deal found 1/29$535
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/14:50 pmCOS - SDQ
2 stops18h 17mAmerican Airlines
sáb. 3/84:58 pmSDQ - COS
2 stops18h 58mAmerican Airlines
Deal found 1/29$539
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/154:43 pmCOS - MBJ
2 stops19h 58mAmerican Airlines
lun. 5/192:40 pmMBJ - COS
2 stops20h 04mAmerican Airlines
Deal found 1/28$555
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/64:44 pmCOS - SXM
2 stops19h 36mAmerican Airlines
mié. 3/261:45 pmSXM - COS
2 stops22h 11mAmerican Airlines
Deal found 1/29$558
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/185:08 pmCOS - NAS
2 stops16h 12mAmerican Airlines
sáb. 10/2512:56 pmNAS - COS
2 stops12h 32mAmerican Airlines
Deal found 1/28$564
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/186:00 amCOS - NAS
1 stop7h 25mDelta
sáb. 10/254:50 pmNAS - COS
1 stop6h 24mDelta
Deal found 1/28$585

Find flights from Colorado Springs to Caribbean within your budget

Customize your flight search to find flights from Colorado Springs 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 enero 29, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

mar. 2/25

6:00 am-9:06 pm

1 stop12h 06m

San Juan Luis Munoz Marin Intl

mar. 3/11

7:45 am-7:01 pm

2 stops13h 16m

$383

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

lun. 3/3

4:50 pm-1:45 pm

2 stops17h 55m

San Juan Luis Munoz Marin Intl

mar. 3/11

1:42 pm-11:47 pm

2 stops12h 05m

$408

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

mié. 4/9

10:45 am-11:55 pm

2 stops11h 10m

San Juan Luis Munoz Marin Intl

vie. 4/25

6:05 am-1:25 pm

1 stop9h 20m

$423

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

mar. 3/25

8:20 am-9:22 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

mar. 4/1

1:05 am-11:35 am

2 stops12h 30m

$473

Colorado SpringsWillemstad

COS - CUR

COSCUR

Colorado Springs

mar. 3/11

12:35 pm-1:10 pm

2 stops22h 35m

Willemstad Hato Int.

mar. 3/18

4:32 pm-9:52 am

2 stops19h 20m

$499

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

jue. 4/3

6:39 pm-3:25 pm

2 stops18h 46m

Punta Cana

jue. 4/17

2:20 pm-8:59 am

2 stops20h 39m

$521

Colorado SpringsSaint Thomas Island

COS - STT

COSSTT

Colorado Springs

mié. 2/19

12:36 pm-12:27 pm

2 stops20h 51m

Saint Thomas Island Cyril E King

mar. 2/25

6:35 pm-9:55 am

2 stops18h 20m

$535

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

sáb. 3/1

4:50 pm-2:07 pm

2 stops18h 17m

Santo Domingo Las Americas

sáb. 3/8

4:58 pm-8:56 am

2 stops18h 58m

$539

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

jue. 5/15

4:43 pm-1:41 pm

2 stops19h 58m

Montego Bay Sangster Intl

lun. 5/19

2:40 pm-9:44 am

2 stops20h 04m

$555

Colorado SpringsSimpson Bay

COS - SXM

COSSXM

Colorado Springs

jue. 3/6

4:44 pm-3:20 pm

2 stops19h 36m

Simpson Bay Princess Juliana

mié. 3/26

1:45 pm-9:56 am

2 stops22h 11m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 35 results
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Best time to book a flight from Colorado Springs to Caribbean

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

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

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

Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $254). Flying from Colorado Springs to Caribbean in March is currently the most expensive (average of $372). 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 enero 29, 2025.
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,592 reviews
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,456 reviews
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,916 reviews
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Air Canada
7.0
Good
8,638 reviews
Southwest
8.1
Very good
4,592 reviews

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Colorado Springs 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 Colorado Springs to Caribbean?

    Colorado Springs (COS) is the airport you will fly out of if you book a flight from Colorado Springs to Caribbean. It is only a 6.7 mi journey to Colorado Springs (COS) from Colorado Springs’s city center.

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

    The cheapest airlines for a one-way flight from Colorado Springs to Caribbean are Delta ($192), United Airlines ($237), and American Airlines ($286).

  • What are the most popular routes from Colorado Springs to Caribbean?

    Most travelers choose Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Simpson Bay Princess Juliana or Colorado Springs - Punta Cana when deciding on the best route from Colorado Springs to Caribbean.

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

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

  • How can I find direct flights from Colorado Springs to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Colorado Springs 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 Colorado Springs to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $254). Flying from Colorado Springs to Caribbean in March is currently the most expensive (average of $372). 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 Colorado Springs 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 Colorado Springs to Caribbean

Discover the top 4 airlines that operate flights from Colorado Springs 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 enero 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$300Average$605FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$626FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$627FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$447Average$604FlexibilityNo cancel feeOn-time63%
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