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$238+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$391
(United Airlines)

One-way from

$238
(American Airlines)

Popular in

March

Cheapest in

November

Average price

$511
From Colorado Springs to Caribbean
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One-way flight from Colorado Springs to Caribbean
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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 May 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 May 1, 2025.

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 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 - SJU
2 stops19h 57mAmerican Airlines
Tue 6/1712:59 amSJU - COS
1 stop11h 01mAmerican Airlines
Deal found 4/29$482
This American Airlines deal was found by Cheapflights users on 4/30. 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 4/30$505
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/22:35 pmCOS - SJU
2 stops12h 55mUnited Airlines
Wed 6/41:05 amSJU - COS
2 stops12h 03mUnited Airlines
Deal found 4/29$508
This Delta deal was found by Cheapflights users on 4/30. 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 4/30$525
This Southwest deal was found by Cheapflights users on 4/30. 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 5/15:55 amCOS - SJU
2 stops13h 10mSouthwest
Tue 5/65:20 amSJU - COS
2 stops13h 05mSouthwest
Deal found 4/30$539
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/282:43 pmCOS - BGI
2 stops21h 42mAmerican Airlines
Wed 6/47:00 amBGI - COS
2 stops18h 45mAmerican Airlines
Deal found 4/30$552
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 11/1112:13 pmCOS - UVF
2 stops21h 47mAmerican Airlines
Sun 11/165:15 pmUVF - COS
2 stops21h 16mAmerican Airlines
Deal found 4/29$561
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/285:01 pmCOS - SXM
2 stops18h 14mAmerican Airlines
Sun 7/64:25 pmSXM - COS
2 stops25h 40mAmerican Airlines
Deal found 4/30$583
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 United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/296:35 pmCOS - AUA
2 stops18h 45mUnited Airlines
Thu 7/33:10 pmAUA - COS
1 stop22h 10mUnited Airlines
Deal found 4/28$616
This Delta deal was found by Cheapflights users on 4/30. 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 6/66:00 amCOS - SJU
1 stop11h 48mDelta
Fri 6/132:40 pmSJU - COS
1 stop8h 17mDelta
Deal found 4/30$665

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 May 1, 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

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 SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Wed 6/4

6:00 am-8:47 pm

2 stops12h 47m

Santo Domingo Las Americas

Tue 8/5

7:20 pm-10:01 am

2 stops16h 41m

$491

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Tue 6/3

6:00 am-12:19 am

2 stops16h 19m

Santo Domingo Las Americas

Fri 7/25

6:00 am-9:23 pm

2 stops17h 23m

$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 SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Sun 6/29

5:01 pm-4:10 pm

2 stops21h 09m

Oranjestad Reina Beatrix

Thu 7/3

2:45 pm-10:00 am

2 stops21h 15m

$516

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 SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 8/1

11:30 am-11:05 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Tue 8/5

8:00 am-4:10 pm

2 stops10h 10m

$545

Colorado SpringsBridgetown

COS - BGI

COSBGI

Colorado Springs

Wed 5/28

2:43 pm-2:25 pm

2 stops21h 42m

Bridgetown Grantley Adams Intl

Wed 6/4

7:00 am-11:45 pm

2 stops18h 45m

$552

Colorado SpringsSimpson Bay

COS - SXM

COSSXM

Colorado Springs

Sat 6/28

5:01 pm-1:15 pm

2 stops18h 14m

Simpson Bay Princess Juliana

Sun 7/6

4:25 pm-4:05 pm

2 stops25h 40m

$583

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 26 results
1
2
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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, 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 May 1, 2025.
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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!
Air Canada
7.0
Good
9,245 reviews
Southwest
8.0
Very good
4,294 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

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. 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 ($238), Delta ($333), and United Airlines ($346).

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

    Most travelers choose Colorado Springs - San Juan Luis Munoz Marin Intl, Colorado Springs - Montego Bay Sangster Intl 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, 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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Alternative routes for Colorado Springs to Caribbean

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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 May 1, 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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