$265 Find Cheap Flights from Caribbean Islands to Colorado Springs

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Colorado Springs departing on 1/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$265
Overall average: $464
American Airlines
Th. 6 1/16Th. 3 1/20
SJU - COS • 2 stops
Cheapest one-way
$345
American Airlines
Th. 5 2/5
KIN - COS • 2 stops
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Colorado Springs

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Colorado Springs that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Colorado Springs

Th. 6, Thg. 1 16 - Th. 3, Thg. 1 20
American Airlines Logo
5:51 pm - 9:51 amSJU-COS
19h 00m2 stops
American Airlines Logo
3:17 pm - 10:48 amCOS-SJU
16h 31m2 stops
$265American Airlines
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Th. 4, Thg. 1 14 - Th. 4, Thg. 1 21
American Airlines Logo
6:00 am - 5:41 pmSJU-COS
14h 41m2 stops
American Airlines Logo
10:21 am - 10:48 amCOS-SJU
21h 27m2 stops
$271American Airlines
Find Deal
Th. 6, Thg. 12 5 - CN, Thg. 12 7
Southwest Logo
6:40 am - 4:35 pmSJU-COS
12h 55m2 stops
Southwest Logo
6:35 pm - 10:25 amCOS-SJU
12h 50m2 stops
$320Southwest
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Th. 5, Thg. 12 4 - CN, Thg. 12 7
United Airlines Logo
2:05 am - 1:08 pmSJU-COS
14h 03m2 stops
United Airlines Logo
7:00 am - 6:25 pmCOS-SJU
8h 25m1 stop
$397United Airlines
Find Deal
Th. 6, Thg. 5 1 - Th. 5, Thg. 5 7
Delta Logo
6:15 am - 12:59 pmSJU-COS
8h 44m1 stop
Delta Logo
6:00 am - 8:06 pmCOS-SJU
12h 06m1 stop
$416Delta
Find Deal
Th. 5, Thg. 1 8 - Th. 2, Thg. 1 12
Multiple Airlines Logo
2:21 pm - 9:40 amSJU-COS
22h 19m2 stops
Multiple Airlines Logo
1:51 pm - 7:23 pmCOS-SJU
26h 32m3 stops
$426Multiple Airlines
Find Deal
Th. 5, Thg. 1 29 - CN, Thg. 2 1
United Airlines Logo
2:05 am - 2:34 pmSJU-COS
15h 29m2 stops
United Airlines Logo
7:00 am - 6:25 pmCOS-SJU
8h 25m1 stop
$427United Airlines
Find Deal
Th. 3, Thg. 12 2 - Th. 3, Thg. 12 9
Southwest Logo
2:05 pm - 9:30 pmSJU-COS
10h 25m2 stops
Southwest Logo
6:10 am - 9:30 pmCOS-SJU
12h 20m2 stops
$433Southwest
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Th. 4, Thg. 3 25 - Th. 3, Thg. 3 31
Delta Logo
6:15 am - 1:05 pmSJU-COS
8h 50m1 stop
Delta Logo
6:00 am - 7:29 pmCOS-SJU
11h 29m1 stop
$450Delta
Find Deal
Th. 5, Thg. 12 18 - Th. 3, Thg. 12 23
Multiple Airlines Logo
4:41 pm - 8:54 amSJU-COS
19h 13m1 stop
Multiple Airlines Logo
3:22 pm - 3:59 pmCOS-SJU
21h 37m2 stops
$685Multiple Airlines
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Useful Info

Good to know

Low seasonMarch
Cheapest flight$265
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from San Juan to Colorado Springs

FAQs for booking flights from Caribbean Islands to Colorado Springs

  • How does KAYAK find such low prices on flights from Caribbean Islands to Colorado Springs?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Colorado Springs.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Colorado Springs?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Colorado Springs from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Colorado Springs?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Colorado Springs with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Colorado Springs?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Colorado Springs from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Colorado Springs

 
Need help choosing which airline to fly with from Caribbean Islands to Colorado Springs? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11037 reviews
7.2Comfort
7.5Boarding
6.9Entertainment
6.4Food
8.0Crew
Airline reviews

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

10.0 ExcellentAnonymous, Nov 2025SBA - PHX
Read more American Airlines reviews

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

Everything you need to know for your flight to Colorado Springs

Information on the airport you'll fly into in Colorado Springs

Colorado Springs (COS)

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