$238 Find Cheap Flights from Caribbean Islands to Colorado Springs

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Colorado Springs departing on 7/16. 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

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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

Fri, Jul 11 - Fri, Jul 18
Southwest Logo
5:30 am - 5:45 pmSJU-COS
14h 15m1 stop
Southwest Logo
10:50 am - 12:30 amCOS-SJU
11h 40m1 stop
$369Southwest
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Wed, Oct 29 - Mon, Nov 3
Delta Logo
7:00 am - 10:29 pmSJU-COS
17h 29m2 stops
Delta Logo
6:00 am - 5:18 pmCOS-SJU
8h 18m1 stop
$375Delta
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Wed, Oct 29 - Mon, Nov 3
Southwest Logo
7:40 am - 5:35 pmSJU-COS
11h 55m2 stops
Southwest Logo
7:10 am - 10:20 pmCOS-SJU
12h 10m2 stops
$386Southwest
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Fri, Jul 11 - Fri, Jul 18
Southwest Logo
5:30 am - 5:45 pmSJU-COS
14h 15m1 stop
Southwest Logo
10:50 am - 12:30 amCOS-SJU
11h 40m1 stop
$388Southwest
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Tue, Oct 28 - Sat, Nov 1
United Airlines Logo
7:10 am - 5:40 pmSJU-COS
12h 30m2 stops
United Airlines Logo
10:34 am - 11:36 pmCOS-SJU
11h 02m2 stops
$391United Airlines
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Sat, Aug 30 - Sat, Sep 6
American Airlines Logo
5:15 pm - 10:01 amSJU-COS
18h 46m2 stops
American Airlines Logo
5:16 pm - 2:53 pmCOS-SJU
19h 37m2 stops
$401American Airlines
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Fri, Jul 11 - Fri, Jul 18
Southwest Logo
1:30 pm - 11:15 pmSJU-COS
11h 45m2 stops
Southwest Logo
10:50 am - 12:30 amCOS-SJU
11h 40m1 stop
$420Southwest
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Fri, Aug 15 - Fri, Aug 22
Southwest Logo
5:50 am - 2:15 pmSJU-COS
10h 25m1 stop
Southwest Logo
10:35 am - 11:50 pmCOS-SJU
11h 15m2 stops
$430Southwest
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Tue, Aug 5 - Mon, Aug 18
American Airlines Logo
12:59 am - 10:01 amSJU-COS
11h 02m1 stop
American Airlines Logo
6:02 am - 11:59 pmCOS-SJU
15h 57m2 stops
$437American Airlines
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Tue, Oct 7 - Thu, Oct 16
United Airlines Logo
7:00 am - 5:32 pmSJU-COS
12h 32m2 stops
United Airlines Logo
7:00 am - 5:30 pmCOS-SJU
8h 30m1 stop
$439United Airlines
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Good to know

Low seasonMarch
High seasonJanuary
Cheapest flight$238
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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.

Top airlines 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.
7.4
United AirlinesOverall score based on 8798 reviews
7.0Entertainment
7.7Boarding
7.3Comfort
8.1Crew
6.6Food
Airline reviews

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

10.0 ExcellentAnonymous, Jun 2025YVR - DEN
Read more United Airlines reviews

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

Flight attendant moved my bag without notifying me and was rude to me when I asked him about it. There was no reason to move it.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Food choices were very limited. Taste of the dishes was average.

I liked all the informational texts. I always knew where to go and when .

Not as good as expected Air Can needs to improve totally rated on internet as worst

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

The flight crew were friendly and attentive. Food was good and they passed out ice cream and drinks awhile after Lunch was done. The ice cream was a nice treat! I found several movies to watch during the flight. There was many movies and tv shows to choose from. We flew Premium economy and there was enough leg room to be comfortable. The seats were also comfortable. I would fly AA again if the airfare isn’t expensive.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Everything you need to know for your flight to Colorado Springs

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

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