Caribbean

$168+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Feb 28 — Mar 71
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Cheap 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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:37 pm
COS
-
SJU
2 stops18h 04m
American Airlines
Sat 11/146:00 am
SJU
-
COS
2 stops17h 27m
American Airlines
Deal found 1/27$272
This Southwest deal was found by Cheapflights users on 1/27. 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.
Wed 6/105:35 am
COS
-
SJU
2 stops9h 30m
Southwest
Wed 6/176:30 am
SJU
-
COS
1 stop14h 45m
Southwest
Deal found 1/27$392
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Mon 2/95:50 am
COS
-
SJU
1 stop9h 35m
United Airlines
Sat 2/148:30 am
SJU
-
COS
2 stops12h 50m
United Airlines
Deal found 1/28$408
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 5/266:00 am
COS
-
SJU
1 stop9h 38m
United Airlines
Tue 6/21:00 am
SJU
-
COS
2 stops11h 55m
United Airlines
Deal found 1/28$421
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:35 am
COS
-
SJU
1 stop12h 50m
Southwest
Fri 7/176:00 am
SJU
-
COS
1 stop12h 00m
Southwest
Deal found 1/28$430
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 3/106:20 am
COS
-
NAS
1 stop8h 25m
Delta
Tue 3/173:05 pm
NAS
-
COS
1 stop7h 23m
Delta
Deal found 1/27$440
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 5/276:00 am
COS
-
SJU
1 stop9h 38m
United Airlines
Tue 6/21:00 am
SJU
-
COS
2 stops11h 55m
United Airlines
Deal found 1/28$467
This Delta deal was found by Cheapflights users on 1/27. 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.
Sat 2/281:22 pm
COS
-
NAS
2 stops20h 28m
Delta
Wed 3/41:41 pm
NAS
-
COS
2 stops10h 40m
Delta
Deal found 1/27$469
This American Airlines deal was found by Cheapflights users on 1/29. 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 2/2812:20 pm
COS
-
MBJ
2 stops19h 47m
American Airlines
Wed 3/43:18 pm
MBJ
-
COS
2 stops20h 32m
American Airlines
Deal found 1/29$480
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/93:17 pm
COS
-
SJU
2 stops16h 31m
American Airlines
Sat 2/147:33 am
SJU
-
COS
1 stop17h 37m
American Airlines
Deal found 1/27$487
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:49 pm
COS
-
PUJ
2 stops18h 31m
American Airlines
Wed 3/43:46 pm
PUJ
-
COS
1 stop9h 24m
American Airlines
Deal found 1/27$487
This American Airlines deal was found by Cheapflights users on 1/26. 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 5/285:17 pm
COS
-
PUJ
2 stops20h 00m
American Airlines
Thu 6/43:15 pm
PUJ
-
COS
1 stop22h 27m
American Airlines
Deal found 1/26$496

Find 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 January 29, 2026.

Round-trip from

$392
(Southwest)

One-way from

$168
(Southwest)

Popular in

December

Cheapest in

August

Average price

$377
From Colorado Springs to Caribbean
One-way flight from Colorado Springs to Caribbean
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 29, 2026.
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

Wed 6/10

5:35 am-5:05 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Wed 6/17

6:30 am-7:15 pm

1 stop14h 45m

$392

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 5/26

6:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Tue 6/2

1:00 am-10:55 am

2 stops11h 55m

$421

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 7/13

9:35 am-12:25 am

1 stop12h 50m

San Juan Luis Munoz Marin Intl

Fri 7/17

6:00 am-4:00 pm

1 stop12h 00m

$430

Colorado SpringsNassau

COS - NAS

COSNAS

Colorado Springs

Tue 3/10

6:20 am-4:45 pm

1 stop8h 25m

Nassau Intl

Tue 3/17

3:05 pm-8:28 pm

1 stop7h 23m

$440

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Wed 5/27

6:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Tue 6/2

1:00 am-10:55 am

2 stops11h 55m

$467

Colorado SpringsNassau

COS - NAS

COSNAS

Colorado Springs

Sat 2/28

1:22 pm-11:50 am

2 stops20h 28m

Nassau Intl

Wed 3/4

1:41 pm-10:21 pm

2 stops10h 40m

$469

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Sat 2/28

1:39 pm-12:21 pm

2 stops20h 42m

Montego Bay Sangster Intl

Wed 3/4

11:07 am-10:10 pm

2 stops13h 03m

$480

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 2/9

3:17 pm-10:48 am

2 stops16h 31m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:33 am-10:10 pm

1 stop17h 37m

$487

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Mon 6/1

3:25 pm-10:36 am

2 stops17h 11m

Punta Cana

Sat 6/6

3:58 pm-9:55 am

2 stops19h 57m

$487

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sun 3/1

4:49 pm-3:55 pm

2 stops20h 06m

Punta Cana

Wed 3/4

3:20 pm-9:50 am

2 stops21h 30m

$487

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 42 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.

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, April is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $130). Flying from Colorado Springs to Caribbean in December is currently the most expensive (average of $293). 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.

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 January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Colorado Springs to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Colorado Springs to Caribbean?

    Airlines like Southwest, United Airlines, and Delta fly from Colorado Springs to Caribbean in about 8h 25m. The time it takes to get you to your destination can typically vary by up to 1h 13m. The distance between Colorado Springs and Caribbean is about 1847 mi. This flight may include one or multiple stops.

  • 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 United Airlines ($132), American Airlines ($150), and Southwest ($150).

  • What are the most popular routes 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, April is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $130). Flying from Colorado Springs to Caribbean in December is currently the most expensive (average of $293). 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

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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.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$192Average$463FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$707FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$391Average$588FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$406Average$539FlexibilityNo cancel feeOn-time63%

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