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$157+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$301
(American Airlines)

One-way from

$157
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$501
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. 19% potential increase in price ($106 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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 9/265:16 pmCOS - SJU
2 stops19h 37mAmerican Airlines
Sun 9/287:05 pmSJU - COS
2 stops17h 06mAmerican Airlines
Deal found 6/12$301
This United Airlines deal was found by Cheapflights users on 6/9. 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 10/207:00 amCOS - SJU
1 stop8h 30mUnited Airlines
Sat 10/252:00 pmSJU - COS
1 stop9h 54mUnited Airlines
Deal found 6/9$391
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/215:08 pmCOS - MBJ
2 stops18h 47mAmerican Airlines
Tue 10/283:05 pmMBJ - COS
2 stops19h 20mAmerican Airlines
Deal found 6/12$419
This Southwest deal was found by Cheapflights users on 6/12. 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 7/111:20 amCOS - SJU
2 stops10h 45mSouthwest
Wed 7/306:30 amSJU - COS
1 stop9h 40mSouthwest
Deal found 6/12$457
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/265:00 amCOS - PUJ
1 stop9h 09mAmerican Airlines
Sat 8/25:10 pmPUJ - COS
1 stop8h 42mAmerican Airlines
Deal found 6/11$487
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/65:16 pmCOS - POP
2 stops17h 20mAmerican Airlines
Sat 9/131:26 pmPOP - COS
2 stops22h 44mAmerican Airlines
Deal found 6/11$493
This Delta deal was found by Cheapflights users on 6/9. 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.
Mon 7/286:00 amCOS - MBJ
1 stop8h 34mDelta
Wed 8/201:20 pmMBJ - COS
1 stop8h 21mDelta
Deal found 6/9$503
This Mytrip deal was found by Cheapflights users on 6/10. 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 8/15:09 pmCOS - SJU
3 stops40h 23mMultiple Airlines
Sat 8/91:37 amSJU - COS
3 stops33h 18mMultiple Airlines
Deal found 6/10$527
This American Airlines deal was found by Cheapflights users on 6/10. 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 12/1612:13 pmCOS - UVF
2 stops21h 47mAmerican Airlines
Tue 12/234:55 pmUVF - COS
2 stops21h 34mAmerican Airlines
Deal found 6/10$556
This Southwest deal was found by Cheapflights users on 6/11. 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 7/314:00 pmCOS - MBJ
2 stops17h 20mSouthwest
Fri 8/112:45 pmMBJ - COS
2 stops11h 30mSouthwest
Deal found 6/11$594
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/215:03 pmCOS - STT
2 stops20h 57mAmerican Airlines
Sun 9/285:10 pmSTT - COS
2 stops19h 01mAmerican Airlines
Deal found 6/9$599
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 6/197:30 amCOS - MBJ
1 stop29h 00mUnited Airlines
Tue 6/242:40 pmMBJ - COS
2 stops26h 56mUnited Airlines
Deal found 6/9$652

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 June 12, 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

Fri 9/26

5:16 pm-2:53 pm

2 stops19h 37m

San Juan Luis Munoz Marin Intl

Sun 9/28

7:05 pm-10:11 am

2 stops17h 06m

$301

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 10/20

7:00 am-5:30 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 am-10:40 am

2 stops11h 35m

$391

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Tue 10/21

5:08 pm-12:55 pm

2 stops18h 47m

Montego Bay Sangster Intl

Tue 10/28

3:05 pm-11:04 am

2 stops20h 59m

$419

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 7/1

11:20 am-12:05 am

2 stops10h 45m

San Juan Luis Munoz Marin Intl

Wed 7/30

6:30 am-2:10 pm

1 stop9h 40m

$457

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sat 7/26

5:00 am-4:09 pm

1 stop9h 09m

Punta Cana

Sat 8/2

5:10 pm-11:52 pm

1 stop8h 42m

$487

Colorado SpringsPuerto Plata

COS - POP

COSPOP

Colorado Springs

Sat 9/6

5:16 pm-12:36 pm

2 stops17h 20m

Puerto Plata La Union

Sat 9/13

1:26 pm-10:10 am

2 stops22h 44m

$493

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Mon 7/28

6:00 am-3:34 pm

1 stop8h 34m

Montego Bay Sangster Intl

Wed 8/20

1:20 pm-8:41 pm

1 stop8h 21m

$503

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 8/1

5:09 pm-11:32 am

3 stops40h 23m

San Juan Luis Munoz Marin Intl

Sat 8/9

1:37 am-8:55 am

3 stops33h 18m

$527

Colorado SpringsCastries

COS - UVF

COSUVF

Colorado Springs

Tue 9/9

5:16 pm-2:17 pm

2 stops19h 01m

Castries Hewanorra

Tue 9/16

3:17 pm-10:11 am

2 stops20h 54m

$556

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Thu 7/31

4:00 pm-10:20 am

2 stops17h 20m

Montego Bay Sangster Intl

Fri 8/1

12:45 pm-11:15 pm

2 stops11h 30m

$594

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 25 results
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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 June is currently the most expensive (average of $339). 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 June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($157), United Airlines ($196), and Delta ($228).

  • 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 - Castries Hewanorra 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 June is currently the most expensive (average of $339). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$362Average$626FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$393Average$548FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$430Average$538FlexibilityNo cancel feeOn-time63%

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