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$188+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
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 March 3, 2025.

Round-trip from

$291
(American Airlines)

One-way from

$188
(Delta)

Popular in

June

Cheapest in

November

Average price

$690
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 ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 3, 2025.

This American Airlines deal was found by Cheapflights users on 3/2. 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 4/16:00 amCOS - SJU
2 stops15h 40mAmerican Airlines
Tue 4/86:04 pmSJU - COS
2 stops17h 48mAmerican Airlines
Deal found 3/2$291
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 4/17:30 amCOS - SJU
2 stops11h 08mUnited Airlines
Mon 4/71:05 amSJU - COS
2 stops11h 44mUnited Airlines
Deal found 3/2$381
This Delta deal was found by Cheapflights users on 3/2. 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.
Tue 4/16:00 amCOS - SJU
1 stop8h 06mDelta
Tue 4/87:15 amSJU - COS
1 stop12h 38mDelta
Deal found 3/2$429
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Mon 3/314:50 pmCOS - SDQ
2 stops18h 19mAmerican Airlines
Mon 4/74:20 pmSDQ - COS
2 stops19h 32mAmerican Airlines
Deal found 3/2$491
This Mytrip deal was found by Cheapflights users on 3/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/166:24 pmCOS - SJU
3 stops39h 25mMultiple Airlines
Tue 3/183:05 amSJU - COS
3 stops40h 34mMultiple Airlines
Deal found 3/2$497
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/13:30 pmCOS - PUJ
2 stops19h 10mUnited Airlines
Mon 4/72:20 pmPUJ - COS
2 stops20h 39mUnited Airlines
Deal found 3/1$499
This Southwest deal was found by Cheapflights users on 3/2. 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.
Thu 9/49:45 amCOS - SJU
2 stops11h 45mSouthwest
Sun 9/75:45 amSJU - COS
1 stop11h 35mSouthwest
Deal found 3/2$515
This American Airlines deal was found by Cheapflights users on 3/2. 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 6/145:01 pmCOS - AUA
2 stops21h 09mAmerican Airlines
Fri 6/204:50 pmAUA - COS
2 stops19h 10mAmerican Airlines
Deal found 3/2$516
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Wed 4/164:39 pmCOS - MBJ
2 stops20h 41mAmerican Airlines
Wed 4/2310:45 amMBJ - COS
1 stop14h 01mAmerican Airlines
Deal found 3/2$539
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Thu 5/14:39 pmCOS - PUJ
2 stops20h 21mAmerican Airlines
Wed 5/711:45 amPUJ - COS
2 stops14h 00mAmerican Airlines
Deal found 3/2$555
This United Airlines deal was found by Cheapflights users on 3/3. 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 3/246:35 pmCOS - SDQ
2 stops16h 05mUnited Airlines
Fri 3/285:00 amSDQ - COS
2 stops16h 58mUnited Airlines
Deal found 3/3$575
This American Airlines deal was found by Cheapflights users on 3/2. 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 6/178:22 amCOS - NAS
1 stop7h 20mAmerican Airlines
Sat 6/217:08 pmNAS - COS
1 stop16h 52mAmerican Airlines
Deal found 3/2$600

Find flights from Colorado Springs to Caribbean within your budget

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 March 3, 2025.

Fly from

Colorado Springs

Fly to

Caribbean

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 4/1

6:00 am-11:40 pm

2 stops15h 40m

San Juan Luis Munoz Marin Intl

Tue 4/8

6:04 pm-9:52 am

2 stops17h 48m

$291

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 4/1

7:30 am-8:38 pm

2 stops11h 08m

San Juan Luis Munoz Marin Intl

Mon 4/7

1:05 am-10:49 am

2 stops11h 44m

$381

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 4/1

6:00 am-4:06 pm

1 stop8h 06m

San Juan Luis Munoz Marin Intl

Tue 4/8

7:15 am-5:53 pm

1 stop12h 38m

$429

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Mon 3/31

4:50 pm-1:09 pm

2 stops18h 19m

Santo Domingo Las Americas

Mon 4/7

4:20 pm-9:52 am

2 stops19h 32m

$491

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sun 3/16

6:24 pm-11:49 am

3 stops39h 25m

San Juan Luis Munoz Marin Intl

Tue 3/18

3:05 am-5:39 pm

3 stops40h 34m

$497

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Tue 4/1

3:30 pm-12:40 pm

2 stops19h 10m

Punta Cana

Mon 4/7

2:20 pm-8:59 am

2 stops20h 39m

$499

Colorado SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Sat 6/14

5:01 pm-4:10 pm

2 stops21h 09m

Oranjestad Reina Beatrix

Fri 6/20

4:50 pm-10:00 am

2 stops19h 10m

$516

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 7/29

5:45 am-7:05 pm

2 stops11h 20m

San Juan Luis Munoz Marin Intl

Wed 8/6

7:20 am-5:25 pm

1 stop12h 05m

$539

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Wed 4/16

4:39 pm-2:20 pm

2 stops20h 41m

Montego Bay Sangster Intl

Wed 4/23

10:45 am-11:46 pm

1 stop14h 01m

$539

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Thu 5/1

4:39 pm-3:00 pm

2 stops20h 21m

Punta Cana

Wed 5/7

11:45 am-11:45 pm

2 stops14h 00m

$555

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 34 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.

Travel insights for flights from Colorado Springs to Caribbean

Get recent, data-driven insights about flights from Colorado Springs to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $353). 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 March 3, 2025.
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8.1
Very good
4,333 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8,068 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8,679 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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
8,829 reviews
Southwest
8.1
Very good
4,333 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.1

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 Delta ($188), American Airlines ($224), and Southwest ($258).

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

    Most travelers choose Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Nassau Intl or Colorado Springs - Punta Cana 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 March is currently the most expensive (average of $353). 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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Alternative routes for Colorado Springs to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$300Average$609FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$604FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$351Average$637FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$542FlexibilityNo cancel feeOn-time63%
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