$191 Find Cheap Flights from Caribbean 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 4/23. 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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Cheap Flights from Caribbean 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 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 to Colorado Springs

Thu, Apr 16 - Tue, Apr 21
American Airlines Logo
11:59 pm - 4:23 pm
SJU
-
COS
18h 24m
1 stop
American Airlines Logo
1:39 pm - 9:13 am
COS
-
SJU
17h 34m
2 stops
$333American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
7:00 pm - 12:49 pm
SJU
-
COS
19h 49m
2 stops
American Airlines Logo
5:13 pm - 4:32 am
COS
-
SJU
9h 19m
1 stop
$364American Airlines
Thu, Apr 16 - Tue, Apr 21
United Airlines Logo
1:00 am - 10:57 am
SJU
-
COS
11h 57m
2 stops
United Airlines Logo
7:39 am - 8:38 pm
COS
-
SJU
10h 59m
1 stop
$366United Airlines
Thu, Apr 16 - Tue, Apr 21
American Airlines Logo
7:00 pm - 9:27 am
SJU
-
COS
16h 27m
2 stops
American Airlines Logo
1:39 pm - 9:13 am
COS
-
SJU
17h 34m
2 stops
$373American Airlines
Thu, Apr 16 - Tue, Apr 21
United Airlines Logo
1:00 am - 10:57 am
SJU
-
COS
11h 57m
2 stops
United Airlines Logo
10:28 am - 11:50 pm
COS
-
SJU
11h 22m
2 stops
$381United Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
11:59 pm - 4:23 pm
SJU
-
COS
18h 24m
1 stop
American Airlines Logo
1:39 pm - 11:02 pm
COS
-
SJU
7h 23m
1 stop
$384American Airlines
Fri, Apr 17 - Tue, Apr 21
Delta Logo
9:00 am - 8:20 pm
KIN
-
COS
12h 20m
1 stop
Delta Logo
6:15 am - 8:00 pm
COS
-
KIN
12h 45m
1 stop
$495Delta
Fri, Apr 17 - Tue, Apr 21
Delta Logo
9:00 am - 10:13 pm
KIN
-
COS
14h 13m
2 stops
Delta Logo
6:15 am - 8:00 pm
COS
-
KIN
12h 45m
1 stop
$639Delta
Wed, Sep 2 - Sat, Sep 5
United Airlines Logo
6:00 am - 9:24 pm
SDQ
-
COS
17h 24m
2 stops
United Airlines Logo
6:32 pm - 11:55 am
COS
-
SDQ
15h 23m
2 stops
$784United Airlines
Thu, May 21 - Tue, May 26
Delta Logo
9:00 am - 9:27 pm
KIN
-
COS
13h 27m
1 stop
Delta Logo
6:00 am - 8:00 pm
COS
-
KIN
13h 00m
1 stop
$977Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$191
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San Juan to Colorado Springs

FAQs for booking flights from Caribbean to Colorado Springs

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean 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 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Caribbean to Colorado Springs

 
Need help choosing which airline to fly with from Caribbean 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.
8.0
SouthwestOverall score based on 4318 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

No pilots so we were two hours late taking off and then no gate agents when we arrived in Salt Lake.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

It’s always a great time flying with united airlines.

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

As great a red-eye flight as red-eye flights can be.

Both of my flights arrived early and check in process was smooth

Everything was on time Will use united again for sure

I just think it’s unfortunate that Airlines have completely abandoned the idea of serving any kind of decent or even real food on flights, not even on a four hour flight!? Those days are gone, I guess.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

Older airplane with worn out seats. No entertainment system at all. Connecting to Wi-Fi was problematic and hit and miss.

AA is flying sub par aging 787's to Tokyo. I fly other 787's long haul and these are at the bottom. Seats don't work well, tray tables don't work well and were dirty. The flight was great, the plane was not.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Everything you need to know for your flight to Colorado Springs

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