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Find cheap flights from Colorado Springs to Caribbean from $279

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 departing on 5/7. 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
mar 5/28
mar 6/4

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Best Caribbean Flight Deals

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

Montego Bay
Montego Bay1 stop$437
Santo Domingo
Santo Domingo2 stops$690
Nassau
Nassau2 stops$677
George Town
George Town2 stops$463
Aguadilla
Aguadilla2 stops$1,085

Good to know

Low season

November

High season

May

Cheapest flight

$279
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Colorado Springs to San Juan

FAQs - booking Caribbean flights

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

    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.

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

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

    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 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?

    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 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 tips for finding cheap flights to Caribbean

  • Morning departure is around 32% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Colorado Springs to Caribbean

 
Need help choosing which airline to fly with from Colorado Springs to Caribbean? 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 10951 reviews
7.9comfort
8.2boarding
8.6crew
7.4food
8.0entertainment
Airline reviews

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

10.0 ExcellentAlexander, Apr 2024RDU - CVG
Read more about Delta reviews

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

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.

Too many fees (but that seems to apply to all airlines nowadays)

It was delayed several hours which delayed our connection in Denver. Not happy.

Flight was on time. Staff were friendly. I paid for Economy Plus but was required to check my standard carry-on luggage due to lack of space on the aircraft. This cost me 30 minutes, unexpectedly, in waiting at the baggage claim. This experience did not meet my expectations.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Wheelchair assistance was not complete. The person left me at the departure gate without informing the groundstaff of my requirements. I had to walk to the departure counter to ask for help to reach the plane door. The crew informed me that in future they were not allowed to help passengers like me, senior citizen and Wheelchair passenger with placing their carry on bags in the overhead compartments!

Flight was delayed by over an hour and gate checked bags took 15 minutes to be delivered to the jet bridge.

Seats are way too snug for my hip to knee ratio and the recline on the seat in front of me made my experience worst. My legs had no room at all. Not a plane for people 6 ft or over unless you fly first class.

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Terrible boarding , Business class seats are sub standard. As usual crew will miss your food too

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Book cheap flights from Colorado Springs to Caribbean

Recent round-trip flight deals

10/1mar
1 stopAmerican Airlines
6h 22mCOS-MBJ
10/5sab
2 stopsAmerican Airlines
17h 27mMBJ-COS
$437
5/18sab
2 stopsAmerican Airlines
19h 49mCOS-MBJ
5/25sab
2 stopsAmerican Airlines
24h 25mMBJ-COS
$438
9/29dom
2 stopsDelta
22h 52mCOS-MBJ
10/4ven
1 stopDelta
25h 19mMBJ-COS
$448
9/29dom
1 stopDelta
24h 35mCOS-MBJ
10/4ven
1 stopDelta
29h 04mMBJ-COS
$453
5/18sab
1 stopAmerican Airlines
18h 55mCOS-MBJ
5/25sab
2 stopsAmerican Airlines
24h 25mMBJ-COS
$466
9/29dom
2 stopsDelta
22h 52mCOS-MBJ
10/4ven
2 stopsDelta
25h 24mMBJ-COS
$474
10/1mar
2 stopsAmerican Airlines
17h 06mCOS-MBJ
10/5sab
2 stopsAmerican Airlines
19h 17mMBJ-COS
$489
9/30lun
2 stopsUnited Airlines
16h 12mCOS-MBJ
10/9mer
2 stopsUnited Airlines
21h 02mMBJ-COS
$508
5/18sab
1 stopUnited Airlines
7h 45mCOS-MBJ
5/25sab
1 stopUnited Airlines
8h 48mMBJ-COS
$557
5/28mar
2 stops
19h 20mCOS-POS
6/3lun
3 stops
30h 44mPOS-COS
$3,499

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Recent one-way flight deals

5/7mar
1 stopDelta
8h 23mCOS-SJU
$279
5/12dom
1 stopDelta
8h 23mCOS-SJU
$347
5/12dom
2 stopsAmerican Airlines
28h 40mCOS-SJU
$537

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Last minute flights from Colorado Springs to Caribbean

Last minute flight, train and bus deals

5/3ven
multi-stopAmerican Airlines
18h 27mCOS-SJU
5/5dom
multi-stopAmerican Airlines
18h 35mSJU-COS
$643
5/3ven
multi-stopUnited Airlines
9h 30mCOS-SJU
5/5dom
multi-stopUnited Airlines
14h 29mSJU-COS
$706
5/3ven
multi-stopUnited Airlines
12h 10mCOS-SJU
5/4sab
multi-stopUnited Airlines
12h 18mSJU-COS
$992
5/3ven
multi-stopAmerican Airlines
19h 06mCOS-SJU
5/5dom
multi-stopAmerican Airlines
10h 45mSJU-COS
$1,354

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