Caribbean

$218+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
dez 6 — dez 131
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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 novembro 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
qui 12/43:26 pmCOS - SJU
2 stops52h 59mMultiple Airlines
qui 12/117:00 amSJU - COS
1 stop29h 00mMultiple Airlines
Deal found 11/6$375
This American Airlines deal was found by Cheapflights users on 11/6. 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.
qui 12/44:34 pmCOS - SJU
1 stop9h 45mAmerican Airlines
qui 12/113:45 pmSJU - COS
1 stop11h 03mAmerican Airlines
Deal found 11/6$420
This American Airlines deal was found by Cheapflights users on 11/5. 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.
qua 12/1012:45 pmCOS - SJU
2 stops18h 24mAmerican Airlines
seg 12/2210:03 pmSJU - COS
2 stops15h 02mAmerican Airlines
Deal found 11/5$475
This American Airlines deal was found by Cheapflights users on 11/4. 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.
dom 12/75:33 amCOS - MBJ
1 stop7h 22mAmerican Airlines
qui 12/113:57 pmMBJ - COS
1 stop9h 51mAmerican Airlines
Deal found 11/4$503
This Delta deal was found by Cheapflights users on 11/4. 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.
dom 12/76:00 pmCOS - MBJ
2 stops16h 30mDelta
qui 12/111:55 pmMBJ - COS
2 stops24h 41mDelta
Deal found 11/4$508
This American Airlines deal was found by Cheapflights users on 11/5. 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.
sex 11/1412:45 pmCOS - SJU
2 stops18h 32mAmerican Airlines
ter 11/254:08 pmSJU - COS
1 stop10h 40mAmerican Airlines
Deal found 11/5$559
This American Airlines deal was found by Cheapflights users on 11/6. 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.
sex 12/1212:45 pmCOS - SJU
2 stops18h 24mAmerican Airlines
sáb 12/2010:03 pmSJU - COS
2 stops15h 02mAmerican Airlines
Deal found 11/6$581
This United Airlines deal was found by Cheapflights users on 11/6. 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.
sex 11/147:30 amCOS - SJU
1 stop10h 56mUnited Airlines
seg 11/242:05 amSJU - COS
2 stops15h 24mUnited Airlines
Deal found 11/6$649
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/1312:38 pmCOS - SJU
2 stops18h 31mAmerican Airlines
ter 12/3010:03 pmSJU - COS
2 stops15h 02mAmerican Airlines
Deal found 11/5$675
This Delta deal was found by Cheapflights users on 11/6. 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.
qui 11/206:00 amCOS - MBJ
1 stop8h 34mDelta
seg 11/242:17 pmMBJ - COS
1 stop8h 23mDelta
Deal found 11/6$677
This Delta deal was found by Cheapflights users on 11/6. 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.
qui 11/206:02 pmCOS - MBJ
2 stops16h 21mDelta
dom 11/232:17 pmMBJ - COS
1 stop8h 23mDelta
Deal found 11/6$682
This American Airlines deal was found by Cheapflights users on 11/6. 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.
qui 11/2012:45 pmCOS - MBJ
2 stops19h 32mAmerican Airlines
dom 11/234:28 pmMBJ - COS
2 stops21h 20mAmerican Airlines
Deal found 11/6$687

Cheap flight deals from Colorado Springs to Caribbean

Keep the following information in mind while searching for Colorado Springs to Caribbean flight deals. Data was last updated novembro 6, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$218
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$529
From Colorado Springs to Caribbean
One-way flight from Colorado Springs to Caribbean
Highest demand for flights based on searches. 15% potential increase in price ($87 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Cheapflights Fare Finder

 
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 novembro 6, 2025.
Use the filters below to find and compare flights from Colorado Springs to Caribbean that are best for you.

Fly from

Colorado Springs

Fly to

Caribbean

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

ter 3/10

6:27 am-8:36 am

2 stops24h 09m

San Juan Luis Munoz Marin Intl

qua 3/11

3:45 pm-11:30 am

2 stops21h 45m

$337

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

qui 12/4

4:34 pm-10:09 am

2 stops14h 35m

San Juan Luis Munoz Marin Intl

qui 12/11

11:00 am-11:48 pm

2 stops15h 48m

$420

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

dom 3/1

4:53 pm-4:29 pm

2 stops20h 36m

Punta Cana

qua 3/4

3:59 pm-10:10 pm

1 stop9h 11m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

qua 2/18

5:11 pm-4:29 pm

2 stops20h 18m

Punta Cana

ter 2/24

4:22 pm-10:01 am

2 stops20h 39m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

qua 2/25

5:11 pm-4:29 pm

2 stops20h 18m

Punta Cana

sáb 3/7

3:34 pm-8:06 am

2 stops19h 32m

$466

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

ter 3/10

7:00 am-9:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

qua 3/11

1:25 pm-10:02 pm

1 stop10h 37m

$474

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

qua 12/10

12:45 pm-10:09 am

2 stops18h 24m

San Juan Luis Munoz Marin Intl

seg 12/22

10:03 pm-10:05 am

2 stops15h 02m

$475

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

qua 2/18

6:55 pm-11:50 am

2 stops13h 55m

Punta Cana

ter 2/24

2:05 pm-9:04 pm

1 stop9h 59m

$500

Colorado SpringsWillemstad

COS - CUR

COSCUR

Colorado Springs

sex 1/9

1:06 pm-2:05 pm

2 stops21h 59m

Willemstad Hato Int.

sáb 1/17

5:49 pm-1:54 pm

2 stops23h 05m

$500

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

dom 12/7

5:33 am-2:55 pm

1 stop7h 22m

Montego Bay Sangster Intl

qui 12/11

3:57 pm-11:48 pm

1 stop9h 51m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 37 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.

Cheapflights Insights

Everything you need to know about your flight from Colorado Springs to Caribbean

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

Currently, April is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $130). Flying from Colorado Springs to Caribbean in June is currently the most expensive (average of $273). 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.

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 novembro 6, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Colorado Springs to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

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 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.

  • How long is the flight from Colorado Springs to Caribbean?

    Airlines like American Airlines, Delta, and United Airlines fly from Colorado Springs to Caribbean in about 16h 30m. The time it takes to get you to your destination can typically vary by up to 7h 39m. The distance between Colorado Springs and Caribbean is about 2130 mi. This flight may include one or multiple stops.

  • What are the most popular routes 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, April is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $130). Flying from Colorado Springs to Caribbean in June is currently the most expensive (average of $273). 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 Colorado Springs to Caribbean

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

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 novembro 6, 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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