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$133+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/135:33 amCOS - AUA
1 stop8h 17mAmerican Airlines
Sat 12/201:30 pmAUA - COS
1 stop13h 17mAmerican Airlines
Deal found 10/29$512
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/254:46 pmCOS - MBJ
2 stops17h 39mAmerican Airlines
Tue 12/306:05 pmMBJ - COS
2 stops19h 42mAmerican Airlines
Deal found 10/30$533
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/85:45 amCOS - SJU
1 stop12h 50mAmerican Airlines
Sat 11/226:00 amSJU - COS
2 stops17h 27mAmerican Airlines
Deal found 10/30$537
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:00 amCOS - SJU
2 stops12h 00mUnited Airlines
Fri 11/142:25 pmSJU - COS
1 stop8h 40mUnited Airlines
Deal found 10/29$559
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:00 pmCOS - NAS
1 stop5h 44mDelta
Tue 1/64:28 pmNAS - COS
2 stops21h 56mDelta
Deal found 10/29$559
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/1412:45 pmCOS - SJU
2 stops18h 32mAmerican Airlines
Tue 11/256:00 amSJU - COS
2 stops17h 27mAmerican Airlines
Deal found 10/29$567
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 11/177:30 amCOS - GCM
1 stop7h 00mUnited Airlines
Sat 11/222:50 pmGCM - COS
1 stop8h 57mUnited Airlines
Deal found 10/30$568
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sun 12/144:34 pmCOS - SJU
1 stop9h 45mAmerican Airlines
Sun 12/287:00 amSJU - COS
1 stop11h 54mAmerican Airlines
Deal found 10/30$575
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:10 amCOS - SJU
1 stop11h 35mSouthwest
Sun 11/166:40 amSJU - COS
2 stops12h 55mSouthwest
Deal found 10/29$576
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 11/25:00 amCOS - SJU
2 stops12h 26mUnited Airlines
Sun 11/92:05 amSJU - COS
2 stops11h 48mUnited Airlines
Deal found 10/27$591
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/39:22 amCOS - SJU
1 stop8h 38mUnited Airlines
Fri 11/72:05 amSJU - COS
2 stops13h 08mUnited Airlines
Deal found 10/27$599
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/255:45 amCOS - SJU
2 stops15h 59mAmerican Airlines
Tue 12/26:42 pmSJU - COS
2 stops18h 05mAmerican Airlines
Deal found 10/28$600

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 October 30, 2025.

Round-trip from

$337
(American Airlines)

One-way from

$133
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$486
From Colorado Springs to Caribbean
Search Deals
One-way flight from Colorado Springs to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 30, 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 SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sun 3/1

4:53 pm-3:42 pm

2 stops19h 49m

Punta Cana

Wed 3/4

3:59 pm-10:10 pm

1 stop9h 11m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 1/29

1:20 pm-1:30 pm

2 stops21h 10m

Punta Cana

Tue 2/3

5:46 pm-12:23 pm

2 stops21h 37m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 2/18

5:11 pm-4:29 pm

2 stops20h 18m

Punta Cana

Tue 2/24

5:57 pm-10:01 am

2 stops19h 04m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 1/29

3:17 pm-5:02 pm

1 stop22h 45m

Punta Cana

Tue 2/3

2:51 pm-9:51 am

2 stops22h 00m

$474

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 2/18

6:55 pm-1:49 pm

2 stops15h 54m

Punta Cana

Tue 2/24

2:05 pm-10:02 pm

1 stop10h 57m

$500

Colorado SpringsWillemstad

COS - CUR

COSCUR

Colorado Springs

Fri 1/9

3:17 pm-2:05 pm

2 stops19h 48m

Willemstad Hato Int.

Sat 1/17

5:05 pm-2:09 pm

2 stops24h 04m

$500

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 1/9

1:06 pm-10:48 am

2 stops18h 42m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:00 am-5:41 pm

2 stops14h 41m

$505

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Sun 1/11

3:30 pm-12:07 pm

2 stops18h 37m

Montego Bay Sangster Intl

Sat 1/17

5:14 pm-10:57 am

2 stops19h 43m

$508

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Mon 1/12

3:30 pm-12:07 pm

2 stops18h 37m

Montego Bay Sangster Intl

Sat 1/17

5:14 pm-11:02 am

2 stops19h 48m

$508

Colorado SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Sat 12/13

5:33 am-4:50 pm

1 stop8h 17m

Oranjestad Reina Beatrix

Sat 12/20

1:30 pm-11:47 pm

1 stop13h 17m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 October 30, 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.
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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 18h 37m. The time it takes to get you to your destination can typically vary by up to 2h 33m. 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?

    Most travelers choose Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Punta Cana or Colorado Springs - Saint Thomas Island Cyril E King 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, 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$526FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$782FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$608FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$540FlexibilityNo cancel feeOn-time63%

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