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$216+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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 12/1210:37 amCOS - SJU
1 stop7h 48mAmerican Airlines
Sat 12/2010:03 pmSJU - COS
2 stops15h 02mAmerican Airlines
Deal found 12/11$495
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/134:59 pmCOS - SJU
2 stops14h 10mAmerican Airlines
Tue 12/307:00 amSJU - COS
1 stop11h 54mAmerican Airlines
Deal found 12/10$640
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/218:50 pmCOS - GCM
2 stops17h 45mUnited Airlines
Fri 12/265:45 pmGCM - COS
2 stops27h 10mUnited Airlines
Deal found 12/10$851
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/266:00 amCOS - SJU
1 stop14h 22mAmerican Airlines
Tue 12/307:00 amSJU - COS
1 stop11h 54mAmerican Airlines
Deal found 12/11$905
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/216:00 amCOS - GCM
1 stop7h 25mAmerican Airlines
Fri 12/263:35 pmGCM - COS
1 stop22h 17mAmerican Airlines
Deal found 12/10$916
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/263:38 pmCOS - STT
2 stops19h 52mUnited Airlines
Tue 12/305:20 pmSTT - COS
2 stops21h 52mUnited Airlines
Deal found 12/11$1,029
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Mon 12/224:46 pmCOS - SJU
2 stops16h 11mAmerican Airlines
Sat 12/271:30 amSJU - COS
1 stop13h 17mAmerican Airlines
Deal found 12/11$1,100
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/225:45 amCOS - SJU
2 stops11h 24mUnited Airlines
Sun 12/285:50 pmSJU - COS
2 stops31h 00mUnited Airlines
Deal found 12/10$1,249
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/2610:22 amCOS - SJU
2 stops11h 14mUnited Airlines
Tue 12/303:46 pmSJU - COS
2 stops11h 13mUnited Airlines
Deal found 12/11$1,264

Find 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 December 12, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$216
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$711
From Colorado Springs to Caribbean
Search Deals
One-way flight from Colorado Springs to Caribbean
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 12, 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

Wed 1/21

6:12 am-10:26 pm

1 stop13h 14m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:00 am-2:09 pm

2 stops11h 09m

$265

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 2/21

5:11 pm-1:36 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Wed 2/25

12:45 pm-10:08 pm

2 stops12h 23m

$265

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 1/20

3:17 pm-10:48 am

2 stops16h 31m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-5:41 pm

2 stops14h 41m

$265

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 2/17

6:00 am-11:32 pm

1 stop14h 32m

San Juan Luis Munoz Marin Intl

Tue 2/24

4:03 pm-10:08 pm

1 stop9h 05m

$420

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Mon 1/12

6:12 am-3:16 pm

1 stop7h 04m

Montego Bay Sangster Intl

Fri 1/23

1:58 pm-9:51 am

2 stops21h 53m

$450

Colorado SpringsNassau

COS - NAS

COSNAS

Colorado Springs

Wed 4/22

4:05 pm-1:15 pm

2 stops19h 10m

Nassau Intl

Tue 4/28

8:45 am-8:15 pm

2 stops13h 30m

$461

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 2/25

6:00 am-4:31 pm

1 stop7h 31m

Punta Cana

Sat 3/7

4:17 pm-10:08 pm

1 stop8h 51m

$462

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-10:08 pm

1 stop9h 09m

$466

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Wed 2/18

6:00 am-2:59 pm

1 stop6h 59m

Montego Bay Sangster Intl

Mon 2/23

4:00 pm-10:08 pm

1 stop8h 08m

$474

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 3/24

5:07 pm-9:00 am

2 stops13h 53m

San Juan Luis Munoz Marin Intl

Sat 3/28

1:30 am-4:02 pm

1 stop16h 32m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 December 12, 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
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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, Southwest, and United Airlines fly from Colorado Springs to Caribbean in about 13h 14m. The time it takes to get you to your destination can typically vary by up to 5h 56m. The distance between Colorado Springs and Caribbean is about 2705 mi. This flight may include one or multiple stops.

  • 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 United Airlines ($132), American Airlines ($146), and Southwest ($150).

  • 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 - Nassau Intl 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$463FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$746FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$603FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$406Average$539FlexibilityNo cancel feeOn-time63%

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