HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$146+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Colorado Springs to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 2, 2025.

Round-trip from

$356
(American Airlines)

One-way from

$146
(American Airlines)

Popular in

June

Cheapest in

November

Average price

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

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 2, 2025.

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 10/147:30 amCOS - SJU
1 stop8h 00mUnited Airlines
Tue 10/211:25 pmSJU - COS
2 stops12h 34mUnited Airlines
Deal found 4/1$291
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 4/296:00 amCOS - SJU
2 stops12h 20mAmerican Airlines
Tue 5/65:30 pmSJU - COS
2 stops18h 10mAmerican Airlines
Deal found 4/1$356
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 4/1. 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 6/175:01 pmCOS - SDQ
2 stops18h 34mAmerican Airlines
Fri 6/2010:13 amSDQ - COS
2 stops15h 42mAmerican Airlines
Deal found 4/1$491
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.
Sat 9/61:50 pmCOS - PUJ
2 stops20h 50mUnited Airlines
Thu 9/114:35 pmPUJ - COS
2 stops18h 50mUnited Airlines
Deal found 4/1$493
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.
Fri 5/166:39 pmCOS - NAS
2 stops17h 11mUnited Airlines
Fri 5/235:00 pmNAS - COS
2 stops17h 51mUnited Airlines
Deal found 4/1$497
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:55 pmCOS - PUJ
2 stops16h 23mDelta
Thu 9/112:42 pmPUJ - COS
1 stop8h 38mDelta
Deal found 4/1$529
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.
Sat 6/145:01 pmCOS - AUA
2 stops20h 49mAmerican Airlines
Fri 6/205:10 pmAUA - COS
2 stops18h 50mAmerican Airlines
Deal found 4/1$556
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.
Thu 11/65:09 pmCOS - UVF
2 stops16h 51mAmerican Airlines
Tue 11/114:35 pmUVF - COS
2 stops19h 35mAmerican Airlines
Deal found 4/1$556
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 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/44:43 pmCOS - STT
2 stops18h 06mAmerican Airlines
Sun 6/83:42 pmSTT - COS
1 stop8h 45mAmerican Airlines
Deal found 3/31$569
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:15 amCOS - PUJ
1 stop7h 20mAmerican Airlines
Tue 12/92:05 pmPUJ - COS
1 stop22h 09mAmerican Airlines
Deal found 3/31$579

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 2, 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 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

$356

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 5/3

9:00 am-11:57 pm

2 stops12h 57m

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 SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Tue 6/17

5:01 pm-1:35 pm

2 stops18h 34m

Santo Domingo Las Americas

Fri 6/20

10:13 am-11:55 pm

2 stops15h 42m

$491

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sat 9/6

1:50 pm-12:40 pm

2 stops20h 50m

Punta Cana

Thu 9/11

4:35 pm-9:25 am

2 stops18h 50m

$493

Colorado SpringsNassau

COS - NAS

COSNAS

Colorado Springs

Fri 5/16

6:39 pm-1:50 pm

2 stops17h 11m

Nassau Intl

Fri 5/23

5:00 pm-8:51 am

2 stops17h 51m

$497

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sat 9/6

5:55 pm-12:18 pm

2 stops16h 23m

Punta Cana

Thu 9/11

2:42 pm-9:20 pm

1 stop8h 38m

$529

Colorado SpringsOranjestad

COS - AUA

COSAUA

Colorado Springs

Sat 6/14

5:01 pm-3:50 pm

2 stops20h 49m

Oranjestad Reina Beatrix

Fri 6/20

5:10 pm-10:00 am

2 stops18h 50m

$556

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Tue 7/29

4:55 pm-1:25 pm

2 stops19h 30m

Montego Bay Sangster Intl

Fri 8/8

3:10 pm-9:22 am

2 stops19h 12m

$565

Colorado SpringsSaint Thomas Island

COS - STT

COSSTT

Colorado Springs

Wed 6/4

4:43 pm-12:49 pm

2 stops18h 06m

Saint Thomas Island Cyril E King

Sun 6/8

3:42 pm-10:27 pm

1 stop8h 45m

$569

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 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 2, 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
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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
7,898 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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
8,615 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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
9,022 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

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 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?

    $146 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 Southwest, with prices starting from $297 and $303, 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 - Saint Thomas Island Cyril E King.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Colorado Springs to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Denver to Las Vegas flights
Denver to John F Kennedy Intl flights
Denver to Newark flights
Denver to Seattle flights
Denver to Cancún flights
Denver to O'Hare Intl flights
Denver to LaGuardia flights
Denver to Dallas/Fort Worth flights
Denver to Hobby flights
Denver to Orlando flights
Denver to Sky Harbor Intl flights
Denver to Reagan-National flights
Denver to Dulles Intl flights
Denver to San Diego flights
Denver to San Francisco flights
Denver to Tampa flights
Denver to Honolulu flights
Denver to Nashville flights
Denver to George Bush Intcntl flights
Denver to Austin flights
Denver to Miami flights
Denver to Boston flights
Denver to Los Angeles flights
Denver to Baltimore flights
Denver to Charleston flights
Denver to Philadelphia flights
Denver to Mexico City flights
Denver to Vancouver Intl flights
Denver to Detroit flights
Denver to Ontario flights
Denver to Minneapolis flights
Denver to Charlotte flights
Denver to New Orleans flights
Denver to Santa Ana flights
Denver to Fort Lauderdale flights
Denver to Kahului flights
Denver to San José del Cabo flights
Denver to Raleigh flights
Denver to Anchorage flights
Denver to Milwaukee flights
Denver to St. Louis flights
Denver to Midway flights
Denver to Cozumel flights
Denver to Puerto Vallarta flights
Denver to Kailua-Kona flights
Denver to Atlanta flights
Denver to Fort Myers flights
Denver to Lihue flights
Denver to San Antonio flights
Denver to Portland flights

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 2, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.