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Colorado Springs

$188+ Cheap flights from Caribbean Islands to Colorado Springs (COS)

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — COS
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Colorado Springs

Cheapest flights from Caribbean Islands to Colorado Springs
Explore the most affordable flight options available from Caribbean Islands to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 3/47:00 am
SJU
-
COS
2 stops11h 58m
American Airlines
Mon 3/94:48 pm
COS
-
SJU
2 stops14h 12m
American Airlines
Deal found 1/25$272
This United Airlines deal was found by Cheapflights users on 1/25. 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 4/301:40 pm
SJU
-
COS
1 stop10h 17m
United Airlines
Tue 5/510:40 am
COS
-
SJU
2 stops11h 10m
United Airlines
Deal found 1/25$315
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.
Fri 4/2411:59 pm
SJU
-
COS
1 stop18h 16m
American Airlines
Mon 4/271:39 pm
COS
-
SJU
1 stop12h 53m
American Airlines
Deal found 1/26$340
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/316:33 am
SJU
-
COS
1 stop8h 35m
American Airlines
Tue 4/71:39 pm
COS
-
SJU
2 stops19h 14m
American Airlines
Deal found 1/25$354
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.
Tue 4/215:45 am
SJU
-
COS
2 stops12h 30m
American Airlines
Sat 4/251:39 pm
COS
-
SJU
1 stop7h 22m
American Airlines
Deal found 1/26$355
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:00 am
SJU
-
COS
2 stops14h 15m
Southwest
Mon 4/275:00 am
COS
-
SJU
2 stops13h 00m
Southwest
Deal found 1/26$364
This Southwest deal was found by Cheapflights users on 1/25. 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 3/318:20 pm
SJU
-
COS
2 stops15h 45m
Southwest
Tue 4/76:30 am
COS
-
SJU
2 stops12h 35m
Southwest
Deal found 1/25$376
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.
Wed 3/256:00 am
SJU
-
COS
2 stops11h 58m
American Airlines
Tue 3/316:00 am
COS
-
SJU
2 stops14h 58m
American Airlines
Deal found 1/26$380
This Southwest deal was found by Cheapflights users on 1/25. 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 4/3010:00 am
SJU
-
COS
2 stops14h 15m
Southwest
Tue 5/510:25 am
COS
-
SJU
2 stops11h 15m
Southwest
Deal found 1/25$386
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 4/1311:59 pm
SJU
-
COS
1 stop18h 16m
American Airlines
Sat 4/181:39 pm
COS
-
SJU
2 stops17h 34m
American Airlines
Deal found 1/27$390
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/236:50 pm
SDQ
-
COS
2 stops21h 18m
American Airlines
Mon 3/21:39 pm
COS
-
SDQ
2 stops17h 21m
American Airlines
Deal found 1/24$528
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/12:53 pm
SDQ
-
COS
2 stops20h 59m
United Airlines
Sat 2/75:50 am
COS
-
SDQ
2 stops14h 56m
United Airlines
Deal found 1/25$763

Find flight deals from Caribbean Islands to Colorado Springs

Keep the following information in mind while searching for Caribbean Islands to Colorado Springs flight deals. Data was last updated January 27, 2026.

Round-trip from

$272
(American Airlines)

One-way from

$188
(Southwest)
From Caribbean Islands to Colorado Springs
Search Deals
One-way flight from Caribbean Islands to Colorado Springs
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Colorado Springs 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 27, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Colorado Springs that are best for you.

Fly from

Caribbean Islands

Fly to

Colorado Springs

Route

Depart

Return

Price

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Thu 4/9

11:59 pm-4:15 pm

1 stop18h 16m

Colorado Springs

Mon 4/13

1:39 pm-9:13 am

2 stops17h 34m

$272

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Wed 3/4

7:33 am-3:58 pm

1 stop11h 25m

Colorado Springs

Mon 3/9

1:39 pm-9:00 am

2 stops17h 21m

$272

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Thu 4/30

1:40 pm-9:57 pm

1 stop10h 17m

Colorado Springs

Tue 5/5

7:05 am-5:38 pm

1 stop8h 33m

$317

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 4/24

11:59 pm-4:15 pm

1 stop18h 16m

Colorado Springs

Mon 4/27

1:39 pm-4:32 am

1 stop12h 53m

$340

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Tue 4/21

5:45 am-4:15 pm

2 stops12h 30m

Colorado Springs

Sat 4/25

1:39 pm-11:01 pm

1 stop7h 22m

$355

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 4/24

10:00 am-10:15 pm

2 stops14h 15m

Colorado Springs

Mon 4/27

5:00 am-8:00 pm

2 stops13h 00m

$364

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 5/1

6:15 am-12:17 pm

1 stop8h 02m

Colorado Springs

Wed 5/6

1:13 pm-11:13 pm

1 stop8h 00m

$376

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Tue 3/31

8:20 pm-10:05 am

2 stops15h 45m

Colorado Springs

Tue 4/7

6:30 am-9:05 pm

2 stops12h 35m

$376

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Wed 3/25

6:00 am-3:58 pm

2 stops11h 58m

Colorado Springs

Tue 3/31

6:00 am-10:58 pm

2 stops14h 58m

$380

Santo DomingoColorado Springs

SDQ - COS

SDQCOS

Santo Domingo Las Americas

Mon 2/23

6:50 pm-1:08 pm

2 stops21h 18m

Colorado Springs

Mon 3/2

1:39 pm-10:00 am

2 stops17h 21m

$528

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 21 results
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Best time to book a flight from Caribbean Islands to Colorado Springs

Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Caribbean Islands 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 Caribbean Islands to Colorado Springs

What is the cheapest month to book a flight from Caribbean Islands to Colorado Springs?

Currently, March is the cheapest month in which you can book a flight from Caribbean Islands to Colorado Springs (average of $130). Flying from Caribbean Islands to Colorado Springs in May is currently the most expensive (average of $269). 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.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Colorado Springs. 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 into for flights to Colorado Springs from Caribbean Islands?

    If you book a flight to Colorado Springs from Caribbean Islands, you will be flying to Colorado Springs, which is the city’s only airport. Colorado Springs (COS) is located 6.7 mi from the center of Colorado Springs.

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

    Departing from Caribbean Islands to Colorado Springs will take you 10h 17m. There are 2705 mi between Caribbean Islands and Colorado Springs. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $132. Users have also found prices from $188 and $192 on Delta and American Airlines, respectively.

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

    When deciding which route to take from Caribbean Islands to Colorado Springs consider San Juan Luis Munoz Marin Intl - Colorado Springs, Oranjestad Reina Beatrix - Colorado Springs or Santo Domingo Las Americas - Colorado Springs as they are the most popular.

  • Can I find deals for flights from Caribbean Islands to Colorado Springs that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Colorado Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Colorado Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Colorado Springs.

  • Can I find deals for business class flights from Caribbean Islands to Colorado Springs?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Colorado Springs 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 Caribbean Islands to Colorado Springs?

    Currently, March is the cheapest month in which you can book a flight from Caribbean Islands to Colorado Springs (average of $130). Flying from Caribbean Islands to Colorado Springs in May is currently the most expensive (average of $269). 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

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs if you plan to visit one of these locations
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Top 4 airlines flying from Caribbean Islands to Colorado Springs

Discover the top 4 airlines that operate flights from Caribbean Islands to Colorado Springs. 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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$421FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$318Average$515FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$320Average$538FlexibilityNo cancel feeOn-time69%
DeltaCheapest$364Average$455FlexibilityNo cancel feeOn-timeN/A

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