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$146+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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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 April 3, 2025.

Round-trip from

$291
(American Airlines)

One-way from

$146
(American Airlines)

Popular in

June

Cheapest in

November

Average price

$505
From Colorado Springs to Caribbean
Search Deals
One-way flight from Colorado Springs to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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 4/296:00 amCOS - SJU
2 stops12h 20mAmerican Airlines
Tue 5/65:30 pmSJU - COS
2 stops18h 10mAmerican Airlines
Deal found 4/2$291
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Tue 10/145:30 amCOS - SJU
1 stop10h 00mUnited Airlines
Tue 10/212:00 pmSJU - COS
1 stop9h 58mUnited Airlines
Deal found 4/1$371
This Delta deal was found by Cheapflights users on 3/31. 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.
Fri 7/116:00 amCOS - SJU
1 stop8h 50mDelta
Sat 8/212:56 pmSJU - COS
1 stop9h 33mDelta
Deal found 3/31$455
This American Airlines deal was found by Cheapflights users on 4/2. 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 9/65:08 pmCOS - POP
2 stops19h 07mAmerican Airlines
Sat 9/133:45 pmPOP - COS
2 stops19h 38mAmerican Airlines
Deal found 4/2$493
This Delta deal was found by Cheapflights users on 4/2. 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.
Fri 4/256:00 amCOS - STI
2 stops16h 27mDelta
Fri 5/26:10 amSTI - COS
2 stops16h 55mDelta
Deal found 4/2$516
This American Airlines deal was found by Cheapflights users on 4/2. 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 8/311:06 pmCOS - AUA
2 stops22h 14mAmerican Airlines
Sun 9/74:45 pmAUA - COS
2 stops18h 38mAmerican Airlines
Deal found 4/2$519
This Southwest deal was found by Cheapflights users on 4/2. 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.
Sat 5/316:35 amCOS - SJU
1 stop7h 55mSouthwest
Sat 6/75:30 amSJU - COS
1 stop13h 45mSouthwest
Deal found 4/2$533
This United Airlines deal was found by Cheapflights users on 4/2. 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 4/186:39 pmCOS - PUJ
2 stops18h 46mUnited Airlines
Fri 5/22:20 pmPUJ - COS
2 stops20h 24mUnited Airlines
Deal found 4/2$535
This American Airlines deal was found by Cheapflights users on 4/2. 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 10/115:08 pmCOS - PLS
2 stops18h 52mAmerican Airlines
Sat 10/1811:15 amPLS - COS
2 stops14h 13mAmerican Airlines
Deal found 4/2$548
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/264:39 pmCOS - STI
2 stops19h 47mAmerican Airlines
Tue 5/63:50 pmSTI - COS
2 stops19h 50mAmerican Airlines
Deal found 4/2$555
This American Airlines deal was found by Cheapflights users on 4/1. 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 10/216:22 amCOS - MBJ
1 stop6h 25mAmerican Airlines
Tue 10/283:18 pmMBJ - COS
1 stop9h 10mAmerican Airlines
Deal found 4/1$561
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/186:00 amCOS - PUJ
1 stop7h 40mAmerican Airlines
Fri 5/212:18 pmPUJ - COS
1 stop13h 28mAmerican Airlines
Deal found 4/2$581

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 April 3, 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

Tue 4/29

6:00 am-8:20 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Tue 5/6

5:30 pm-9:40 am

2 stops18h 10m

$291

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 5/3

12:55 pm-11:54 pm

1 stop8h 59m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-10:49 am

2 stops11h 44m

$381

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 7/11

6:00 am-4:50 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Sat 8/2

12:56 pm-8:29 pm

1 stop9h 33m

$455

Colorado SpringsPuerto Plata

COS - POP

COSPOP

Colorado Springs

Sat 9/6

5:08 pm-2:15 pm

2 stops19h 07m

Puerto Plata La Union

Sat 9/13

3:45 pm-9:23 am

2 stops19h 38m

$493

Colorado SpringsSantiago de los Caballeros

COS - STI

COSSTI

Colorado Springs

Fri 4/25

6:00 am-12:27 am

2 stops16h 27m

Santiago de los Caballeros

Fri 5/2

6:10 am-9:05 pm

2 stops16h 55m

$516

Colorado SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Sun 8/31

1:06 pm-1:20 pm

2 stops22h 14m

Oranjestad Reina Beatrix

Sun 9/7

4:45 pm-9:23 am

2 stops18h 38m

$519

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 5/31

6:35 am-4:30 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Sat 6/7

5:30 am-5:15 pm

1 stop13h 45m

$533

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Fri 4/18

6:39 pm-3:25 pm

2 stops18h 46m

Punta Cana

Fri 5/2

2:20 pm-8:44 am

2 stops20h 24m

$535

Colorado SpringsSantiago de los Caballeros

COS - STI

COSSTI

Colorado Springs

Sat 4/26

4:39 pm-2:26 pm

2 stops19h 47m

Santiago de los Caballeros

Tue 5/6

3:50 pm-9:40 am

2 stops19h 50m

$555

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Fri 4/18

6:00 am-3:40 pm

1 stop7h 40m

Punta Cana

Fri 5/2

12:18 pm-11:46 pm

1 stop13h 28m

$581

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 26 results
1
2
3

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, 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 December is currently the most expensive (average of $336). 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 April 3, 2025.
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Air Canada
7.0
Good
9,029 reviews
Southwest
8.0
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 American Airlines ($146), Delta ($232), and United Airlines ($297).

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

    Most travelers choose Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Saint Thomas Island Cyril E King or Colorado Springs - Montego Bay Sangster 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, 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 December is currently the most expensive (average of $336). 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$300Average$608FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$362Average$629FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$608FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$529FlexibilityNo cancel feeOn-time63%

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