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Caribbean Islands

$238+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Round-trip from

$480
(American Airlines)

One-way from

$238
(American Airlines)

Popular in

March

Cheapest in

November

Average price

$504
From Colorado Springs to Caribbean Islands
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One-way flight from Colorado Springs to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 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 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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 6/24:43 pmCOS - SJU
2 stops19h 57mAmerican Airlines
Tue 6/1712:59 amSJU - COS
1 stop11h 01mAmerican Airlines
Deal found 4/28$455
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/94:43 pmCOS - AUA
2 stops19h 02mAmerican Airlines
Fri 5/162:45 pmAUA - COS
2 stops20h 57mAmerican Airlines
Deal found 4/29$480
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Wed 7/97:30 amCOS - SJU
1 stop8h 00mUnited Airlines
Mon 7/142:05 amSJU - COS
2 stops13h 09mUnited Airlines
Deal found 4/27$489
This American Airlines deal was found by Cheapflights users on 4/29. 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 9/65:08 pmCOS - POP
2 stops19h 07mAmerican Airlines
Sat 9/133:45 pmPOP - COS
2 stops19h 38mAmerican Airlines
Deal found 4/29$499
This Delta deal was found by Cheapflights users on 4/29. 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 6/36:00 amCOS - SDQ
2 stops16h 19mDelta
Thu 7/242:47 pmSDQ - COS
1 stop8h 16mDelta
Deal found 4/29$501
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 10/216:22 amCOS - MBJ
1 stop6h 25mAmerican Airlines
Tue 10/283:18 pmMBJ - COS
1 stop9h 10mAmerican Airlines
Deal found 4/29$505
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 7/236:00 amCOS - MBJ
1 stop8h 34mDelta
Wed 7/301:09 pmMBJ - COS
1 stop8h 54mDelta
Deal found 4/29$525
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/296:30 amCOS - SJU
2 stops11h 45mSouthwest
Tue 5/66:05 amSJU - COS
1 stop9h 00mSouthwest
Deal found 4/27$529
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 6/24:43 pmCOS - SDQ
2 stops16h 32mAmerican Airlines
Mon 7/287:20 pmSDQ - COS
2 stops16h 33mAmerican Airlines
Deal found 4/29$565
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3010:15 amCOS - SJU
3 stops30h 52mMultiple Airlines
Sun 6/88:12 pmSJU - COS
3 stops22h 48mMultiple Airlines
Deal found 4/29$599
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 amCOS - SJU
1 stop11h 48mDelta
Mon 6/22:31 pmSJU - COS
1 stop8h 29mDelta
Deal found 4/27$605
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/36:00 amCOS - NAS
2 stops11h 15mAmerican Airlines
Tue 6/106:25 pmNAS - COS
1 stop7h 30mAmerican Airlines
Deal found 4/28$609

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 April 29, 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 SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Fri 5/9

4:43 pm-1:45 pm

2 stops19h 02m

Oranjestad Reina Beatrix

Fri 5/16

2:45 pm-9:42 am

2 stops20h 57m

$480

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 6/2

4:43 pm-2:40 pm

2 stops19h 57m

San Juan Luis Munoz Marin Intl

Tue 6/17

12:59 am-10:00 am

1 stop11h 01m

$482

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

$499

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Tue 6/3

6:00 am-12:19 am

2 stops16h 19m

Santo Domingo Las Americas

Thu 7/24

2:47 pm-9:03 pm

1 stop8h 16m

$501

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Tue 10/21

6:22 am-1:47 pm

1 stop6h 25m

Montego Bay Sangster Intl

Tue 10/28

3:18 pm-11:28 pm

1 stop9h 10m

$505

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 6/2

2:35 pm-5:30 am

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Wed 6/4

1:05 am-11:08 am

2 stops12h 03m

$508

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Wed 7/23

6:00 am-3:34 pm

1 stop8h 34m

Montego Bay Sangster Intl

Wed 7/30

1:09 pm-9:03 pm

1 stop8h 54m

$525

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Mon 6/2

4:43 pm-11:15 am

2 stops16h 32m

Santo Domingo Las Americas

Mon 7/28

7:20 pm-9:53 am

2 stops16h 33m

$565

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 5/2

5:55 am-5:45 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sun 5/4

2:25 pm-11:15 pm

2 stops10h 50m

$579

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 5/30

10:15 am-7:07 pm

3 stops30h 52m

San Juan Luis Munoz Marin Intl

Sun 6/8

8:12 pm-5:00 pm

3 stops22h 48m

$599

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 24 results
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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, September is the cheapest month in which you can book a flight from Colorado Springs to Caribbean Islands (average of $254). Flying from Colorado Springs to Caribbean Islands 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 Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 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 April 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Colorado Springs to Caribbean Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Colorado Springs to Caribbean Islands one-way?

    $238 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $245 and $265, respectively.

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

    The most popular flight routes from Colorado Springs to Caribbean Islands are Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Montego Bay Sangster Intl and Colorado Springs - Nassau Intl.

  • 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, September is the cheapest month in which you can book a flight from Colorado Springs to Caribbean Islands (average of $254). Flying from Colorado Springs to Caribbean Islands 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 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$300Average$606FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$362Average$627FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$626FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$532FlexibilityNo cancel feeOn-time63%

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