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$150 Find cheap flights from Colorado Springs to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Colorado Springs to Caribbean Islands departing on 9/3. 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
0 bags
Sat 7/13
Sat 7/20

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$434
Montego Bay
Montego Bay2 stops$569
Santo Domingo
Santo Domingo2 stops$545
Oranjestad
Oranjestad1 stop$534
Nassau
Nassau1 stop$473
Aguadilla
Aguadilla2 stops$959

Good to know

Low season

November

High season

February

Cheapest flight

$150
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Colorado Springs to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Colorado Springs to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands from Colorado Springs 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 Colorado Springs to Caribbean Islands?

    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 Caribbean Islands with an airline and back to Colorado Springs with another airline.

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

    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 Caribbean Islands from Colorado Springs up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Colorado Springs to Caribbean Islands

Need help choosing which airline to fly with from Colorado Springs to Caribbean Islands? 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
DeltaOverall score based on 10000 reviews
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
7.9Comfort
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Not worth the premium paid for the first class ticket

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Fine. Though no food or entertainment so the survey needs to be updated with those options.

This was a flight operated by Lufthansa. See me prior comments, which were meant for this experience. The CSA, Ashley, should be reprimanded if not fired for incompetence, being rude, and very, very slow. She was whispering to other CSAs, blaming my flight change on others, unable to give me a seat assignment, telling me could not help without offering any advice (I travel 200,000 miles a year and am a consultant to the airlines, so I know how this gets done PRETTY DAMN WELL). Then, she gave me literally the worst seat on the airline (yes, there were other seats open) - the one right next to the bathroom that was so bad the other PAX next to me left to move to another seat. My seat kept getting rammed (3x) by the crew with their carts (no turbulence to speak of), other passengers grabbing the seat to get in or out of the bathroom, and listening to the bathroom flush all night.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

Good dinner and nice plane.Smootz flight. Breakfast had no sweet option. Seats hardly reclined.

Seats are weirdly bent, I felt hunched the entire time.

Nothing exceptional. No drink of any type, even in first class was provided for the hour and half trip.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Information when booking said the flight would be with American Airlines but the flight was actualy with British Airways. Check in from Orlando was nice and quick. I agreed to put my cabin case in the checked luggage as it was a full flight. Case came back damaged (unable to put the handle down) so will have to dispose of it. Seats were quite cramped with very little leg room, even for economy. This was the experience of both the outgoing and return flight. Cabin crew were ok and flight time was punctual.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

The flights was delayed by hours and it was the firmest landing I have experienced in my life. My back is still sore.

Book cheap flights from Colorado Springs to Caribbean Islands

Recent round-trip flight deals

8/24Sat
2 stopsAmerican Airlines
13h 20mCOS-SJU
9/3Tue
2 stopsAmerican Airlines
19h 49mSJU-COS
$300
7/20Sat
2 stopsAmerican Airlines
17h 46mCOS-SJU
7/27Sat
2 stopsAmerican Airlines
19h 23mSJU-COS
$356
9/12Thu
1 stopDelta
8h 03mCOS-SJU
9/17Tue
2 stopsDelta
13h 37mSJU-COS
$373
10/12Sat
2 stopsAmerican Airlines
20h 08mCOS-SJU
10/16Wed
2 stopsAmerican Airlines
18h 46mSJU-COS
$406
8/17Sat
1 stopAmerican Airlines
8h 00mCOS-PUJ
8/21Wed
2 stopsAmerican Airlines
13h 12mPUJ-COS
$434
10/12Sat
1 stopDelta
7h 19mCOS-SJU
10/16Wed
1 stopDelta
8h 04mSJU-COS
$447
10/26Sat
2 stopsUnited Airlines
15h 41mCOS-PUJ
11/2Sat
1 stopUnited Airlines
9h 02mPUJ-COS
$514
10/26Sat
1 stopUnited Airlines
27h 28mCOS-PUJ
11/2Sat
1 stopUnited Airlines
9h 02mPUJ-COS
$518
7/7Sun
3 stops
42h 17mCOS-PUJ
7/10Wed
3 stops
28h 06mPUJ-COS
$739
7/7Sun
3 stops
42h 17mCOS-PUJ
7/10Wed
2 stops
25h 11mPUJ-COS
$6,682

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Recent one-way flight deals

9/3Tue
2 stopsAmerican Airlines
16h 12mCOS-SJU
$150
9/15Sun
2 stopsAmerican Airlines
20h 18mCOS-SJU
$156
9/15Sun
2 stopsAmerican Airlines
20h 18mCOS-SJU
$161
11/5Tue
2 stopsAmerican Airlines
16h 18mCOS-NAS
$216
11/5Tue
1 stopDelta
28h 33mCOS-NAS
$233
9/3Tue
1 stopDelta
8h 44mCOS-SJU
$261
6/18Tue
2 stopsAmerican Airlines
17h 51mCOS-MBJ
$341
6/18Tue
1 stopUnited Airlines
28h 40mCOS-MBJ
$462
9/15Sun
1 stopUnited Airlines
23h 24mCOS-SJU
$478
9/15Sun
1 stopUnited Airlines
23h 24mCOS-SJU
$500

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Last minute flights from Colorado Springs to Caribbean Islands

Last minute flight, train and bus deals

6/17Mon
multi-stopAmerican Airlines
11h 27mCOS-SJU
6/24Mon
multi-stopAmerican Airlines
18h 45mSJU-COS
$788
6/15Sat
multi-stopAmerican Airlines
11h 17mCOS-SJU
6/22Sat
multi-stopAmerican Airlines
15h 27mSJU-COS
$792
6/15Sat
multi-stopUnited Airlines
8h 08mCOS-SJU
6/22Sat
multi-stopUnited Airlines
16h 28mSJU-COS
$919
6/15Sat
multi-stopUnited Airlines
8h 08mCOS-SJU
6/21Fri
multi-stopUnited Airlines
12h 29mSJU-COS
$964
6/17Mon
multi-stopUnited Airlines
9h 28mCOS-SJU
6/23Sun
multi-stopUnited Airlines
11h 39mSJU-COS
$982
6/15Sat
multi-stopUnited Airlines
12h 04mCOS-SJU
6/21Fri
multi-stopUnited Airlines
11h 39mSJU-COS
$1,145
6/14Fri
multi-stopAmerican Airlines
27h 40mCOS-STT
6/21Fri
multi-stopAmerican Airlines
21h 32mSTT-COS
$1,213
6/17Mon
multi-stopUnited Airlines
10h 23mCOS-SJU
6/23Sun
multi-stopUnited Airlines
11h 39mSJU-COS
$1,230
6/14Fri
multi-stopUnited Airlines
30h 49mCOS-STT
6/21Fri
multi-stopUnited Airlines
23h 29mSTT-COS
$1,534
6/16Sun
multi-stopAmerican Airlines
26h 15mCOS-MBJ
6/23Sun
multi-stopAmerican Airlines
27h 38mMBJ-COS
$1,609

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