$123 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 11/5. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Colorado Springs

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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

Mon, Oct 6 - Sat, Oct 18
American Airlines Logo
7:05 pm - 9:46 amSJU-COS
16h 41m2 stops
American Airlines Logo
5:06 pm - 3:54 pmCOS-SJU
20h 48m2 stops
$245American Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
American Airlines Logo
3:55 pm - 10:11 amSJU-COS
20h 16m2 stops
American Airlines Logo
5:16 pm - 12:47 pmCOS-SJU
17h 31m2 stops
$251American Airlines
Find Deal
Wed, Oct 1 - Mon, Oct 6
Southwest Logo
7:20 am - 5:25 pmSJU-COS
12h 05m1 stop
Southwest Logo
11:10 am - 12:45 amCOS-SJU
11h 35m1 stop
$285Southwest
Find Deal
Thu, Aug 21 - Sun, Aug 31
American Airlines Logo
7:05 pm - 10:02 amSJU-COS
16h 57m2 stops
American Airlines Logo
6:27 am - 11:59 pmCOS-SJU
15h 32m2 stops
$325American Airlines
Find Deal
Wed, Aug 20 - Mon, Aug 25
American Airlines Logo
5:15 pm - 10:02 amSJU-COS
18h 47m2 stops
American Airlines Logo
6:27 am - 11:59 pmCOS-SJU
15h 32m2 stops
$331American Airlines
Find Deal
Mon, Sep 22 - Sat, Sep 27
United Airlines Logo
1:05 am - 1:14 pmSJU-COS
14h 09m2 stops
United Airlines Logo
6:00 am - 11:57 pmCOS-SJU
15h 57m2 stops
$335United Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
Southwest Logo
7:20 am - 5:25 pmSJU-COS
12h 05m1 stop
Southwest Logo
6:30 am - 9:50 pmCOS-SJU
13h 20m2 stops
$373Southwest
Find Deal
Thu, Oct 2 - Tue, Oct 7
United Airlines Logo
2:00 pm - 9:54 pmSJU-COS
9h 54m1 stop
United Airlines Logo
7:30 am - 5:30 pmCOS-SJU
8h 00m1 stop
$375United Airlines
Find Deal
Sat, Sep 6 - Mon, Sep 29
Delta Logo
3:03 pm - 10:16 amSDQ-COS
21h 13m2 stops
Delta Logo
6:00 am - 12:36 amCOS-SDQ
16h 36m2 stops
$520Delta
Find Deal
Sun, Sep 14 - Sun, Sep 21
Delta Logo
7:40 pm - 5:15 pmSDQ-COS
23h 35m2 stops
Delta Logo
5:55 pm - 1:24 pmCOS-SDQ
17h 29m2 stops
$566Delta
Find Deal
Useful Info

Good to know

Low seasonMarch
Cheapest flight$123
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 47% 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 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 8896 reviews
8.1Crew
6.6Food
7.7Boarding
7.3Comfort
7.1Entertainment
Airline reviews

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

2.0 MediocreNick, Jul 2025SGF - DEN
Read more United Airlines reviews

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Very rough getting into denver. my kid threw up it was so rough.

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

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.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Very clean and comfortable cabin. Amazing Mediterranean salad for lunch before landing. Great range of films to watch. Really quiet and easy to sleep on the flight also. The initial food was a bit weird: odd fried chicken pieces in some weird white gloop, but that would be my lack of cultural knowledge on the grub. Salad more than made up for it at the other end. Staff were super attentive and helpful. Great and easy flight

International baggage recheck process in Philadelphia was a disaster. Waited 1 hour and 45 minutes to receive our bags. Waited 15 minutes to recheck bags, flight notification boards were blank so we asked an AA representative for our connecting gate and we were directed to the wrong terminal and gate. Our connection window was over 3 hours and we made our flight by 5 minutes. We pulled away from the gate and sat on the runway for 1 1/2 hours. 1 of our 4 bags didn’t make it to Phoenix. The mobile app for lost baggage didn’t work, the AA rep had to manually fix.

I miss my flight and they could not rebook me that day because the other flight was full, and for the next day I had to pay a whole new fee again which I think is unprofessional

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Everything you need to know for your flight to Colorado Springs

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

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.