Caribbean Islands

$228+ Cheap flights from Colorado Springs (COS) to Caribbean Islands

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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Nov 6 — Nov 131
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Colorado Springs to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Colorado Springs to Caribbean Islands

Keep the following information in mind while searching for Colorado Springs to Caribbean Islands flight deals. Data was last updated October 7, 2025.

Round-trip from

$265
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$486
From Colorado Springs to Caribbean Islands
Highest demand for flights based on searches. 15% potential increase in price ($88 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Find flight deals from Colorado Springs to Caribbean Islands

Cheapest flights from Colorado Springs to Caribbean Islands
Explore the most affordable flight options available from Colorado Springs to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 7, 2025.

This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/299:29 amCOS - SJU
1 stop8h 31mUnited Airlines
Sat 11/16:45 amSJU - COS
2 stops11h 43mUnited Airlines
Deal found 10/5$265
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/1412:36 pmCOS - SJU
2 stops18h 41mAmerican Airlines
Tue 11/257:15 amSJU - COS
1 stop19h 33mAmerican Airlines
Deal found 10/7$350
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Mon 11/244:57 pmCOS - SJU
2 stops14h 13mAmerican Airlines
Sat 12/67:00 amSJU - COS
1 stop11h 45mAmerican Airlines
Deal found 10/6$420
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Fri 12/54:59 pmCOS - SJU
2 stops14h 10mAmerican Airlines
Sat 12/136:42 pmSJU - COS
2 stops20h 06mAmerican Airlines
Deal found 10/5$435
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Fri 11/1410:41 amCOS - SJU
2 stops37h 52mMultiple Airlines
Sun 11/236:52 pmSJU - COS
1 stop17h 18mMultiple Airlines
Deal found 10/7$447
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 12/114:34 pmCOS - PUJ
2 stops20h 14mAmerican Airlines
Tue 12/163:34 pmPUJ - COS
2 stops21h 20mAmerican Airlines
Deal found 10/5$466
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 12/412:36 pmCOS - PUJ
1 stop24h 51mAmerican Airlines
Tue 12/95:30 pmPUJ - COS
2 stops21h 16mAmerican Airlines
Deal found 10/5$475
This Southwest deal was found by Cheapflights users on 10/7. 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 11/1311:05 amCOS - SJU
2 stops11h 20mSouthwest
Sat 11/226:35 amSJU - COS
2 stops15h 20mSouthwest
Deal found 10/7$486
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:20 pmCOS - PUJ
2 stops15h 39mUnited Airlines
Wed 11/2612:56 pmPUJ - COS
2 stops14h 03mUnited Airlines
Deal found 10/5$549
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 11/24:37 pmCOS - PUJ
2 stops20h 47mAmerican Airlines
Sat 11/85:30 pmPUJ - COS
2 stops21h 18mAmerican Airlines
Deal found 10/6$570
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Thu 11/2012:45 pmCOS - MBJ
2 stops19h 23mAmerican Airlines
Thu 11/274:28 pmMBJ - COS
2 stops21h 38mAmerican Airlines
Deal found 10/6$572
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 11/210:34 amCOS - PUJ
1 stop28h 44mUnited Airlines
Sat 11/83:28 pmPUJ - COS
1 stop9h 10mUnited Airlines
Deal found 10/6$577

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Caribbean Islands 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 7, 2025.
Use the filters below to find and compare flights from Colorado Springs to Caribbean Islands that are best for you.

Fly from

Colorado Springs

Fly to

Caribbean Islands

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Wed 10/29

9:29 am-8:00 pm

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Sat 11/1

6:45 am-4:28 pm

2 stops11h 43m

$265

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 3/10

8:30 am-8:36 am

2 stops22h 06m

San Juan Luis Munoz Marin Intl

Wed 3/11

3:45 pm-11:30 am

2 stops21h 45m

$337

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 3/10

7:30 am-5:25 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:35 am-5:24 pm

2 stops11h 49m

$355

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 11/14

12:45 pm-10:17 am

2 stops18h 32m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:00 am-8:27 pm

2 stops17h 27m

$375

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 11/24

5:45 am-9:23 pm

1 stop12h 38m

San Juan Luis Munoz Marin Intl

Sat 12/6

7:00 am-3:45 pm

1 stop11h 45m

$420

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 12/4

4:45 pm-11:50 am

2 stops16h 05m

Punta Cana

Tue 12/9

12:56 pm-9:00 pm

2 stops11h 04m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sun 3/1

5:06 pm-1:35 pm

2 stops17h 29m

Punta Cana

Wed 3/4

2:10 pm-11:31 pm

1 stop12h 21m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 11/19

6:00 am-6:18 pm

1 stop9h 18m

Punta Cana

Wed 11/26

12:56 pm-11:59 pm

2 stops14h 03m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 2/26

5:06 pm-3:30 pm

2 stops19h 24m

Punta Cana

Fri 3/6

4:00 pm-9:13 am

2 stops20h 13m

$466

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 12/11

4:34 pm-3:48 pm

2 stops20h 14m

Punta Cana

Tue 12/16

3:34 pm-9:54 am

2 stops21h 20m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/7

Showing 1-10 of 35 results
1
2
3
4

Best time to book a flight from Colorado Springs to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

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

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated October 7, 2025.
Read through reviews of airlines operating flights from Colorado Springs to Caribbean Islands, such as Delta and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

    Most people fly from Colorado Springs (COS) if they book a flight from Colorado Springs to Caribbean Islands. Colorado Springs is conveniently located just 6.7 mi from Colorado Springs’s city center.

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

    There are many flights that can get you from Colorado Springs to Caribbean Islands in 8h 31m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. The distance between Colorado Springs and Caribbean Islands is about 2705 mi. This flight may include one or multiple stops.

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

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

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

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

    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 Islands.

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

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

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Colorado Springs to Caribbean Islands

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

Top 4 airlines flying from Colorado Springs to Caribbean Islands

Discover the top 4 airlines that operate flights from Colorado Springs to Caribbean Islands. 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 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$585FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$375Average$785FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$616FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$540FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.