$159 Find Cheap Flights from Denver 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 Denver to Caribbean Islands departing on 3/25. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Denver to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Denver to Caribbean Islands.
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Best Caribbean Islands Flight Deals from Denver

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

Punta Cana
Punta Cana1 stop$424
Santo Domingo
Santo Domingo2 stops$425
Montego Bay
Montego Bay2 stops$416
Oranjestad
Oranjestad1 stop$515
Nassau
Nassau1 stop$443
Kingston
Kingston1 stop$545
Simpson Bay
Simpson Bay1 stop$523
Providenciales
Providenciales1 stop$510
Bridgetown
Bridgetown2 stops$610
Port of Spain
Port of Spain1 stop$592
George Town
George Town1 stop$504
Willemstad
Willemstad1 stop$500
Castries
Castries2 stops$1,802
St. John's
St. John's1 stop$689
Puerto Plata
Puerto Plata1 stop$501
Aguadilla
Aguadilla1 stop$446

Good to know

Low season

September

High season

March

Cheapest flight

$159
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Denver to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Denver 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 Denver to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Denver to 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 Denver 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 from Denver to Caribbean Islands with an airline and back with another airline.

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

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Denver is September.

Top 5 airlines serving from Denver to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Denver to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Denver 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 8140 reviews
7.9Entertainment
8.2Boarding
7.3Food
8.0Comfort
8.5Crew
Airline reviews

Seats are much much more comfortable than United, which is what I usually fly

10.0 ExcellentEmily, Feb 2025BOS - SFO
Read more Delta reviews

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Rode in a smaller plane and short trip meant no snacks, no free wifi or tv. It was only 30min flight so honestly wasn’t a big deal to lack these items.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

Overall, terrible. Flight from SFO was delayed due to “air traffic control issues”, and we were all mislead about connecting flights. Told “you have 20 minutes to catch your connection”. Reality was 5. We got to watch the plane sit at the bridge. Won’t fly Delta with a connection again.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Flight was on time arrived at the destination 10min early they kept in touch via email

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

David went above and beyond to make our flight the best that it could be

No food service almost missed because of first flight delays

Had a hard time finding my assigned seat. No attendants to assist.

The negative was the wait at the airport coming back. I checked my bags in, an hour before boarding and I get the notification that my flight was delayed. Rather had gotten the notification while I was at the hotel. Then it was delayed 3 x’s. Ugh!

Plane still had screens for watching movies. Good selection too.

Ground staff were excellent They helped to re book when our flight was canceled

Overall good flight. The pilots were excellent. It was a nice flight, but the seats were a little uncomfortable.

There was no air on the plane and it was very hot.

The free snack options are pretty pitiful for a 2.40h flight.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

Bigger seats. Board back to front! Disembark front to back!

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

Everything was great except it became so hot on the plane I couldn’t sleep on my red eye flight. It didn’t really cool down till we started descending.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

One of the best flights I’ve had. So smooth.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

I blame kayak for my last trip to dca. Kayak cancelled my direct flight and put on a one stop flight and made lost whole day from my vacation and had not even refunded my ticket.

they delayed my flight which ended up, causing my layover flight to leave without me, resulting in me missing a flight and having to stay overnight in Houston international. I got no compensation other than a flight to my original location only a day later. i’ve never experienced such a unprofessional situation

The seats were extremely hard and uncomfortable, even for a budget airline.

Boarding was very well executed. Got my bag right away.

Overall experience good. There was no food and seats were not terribly comfortable.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

There were a lot of issues every step of the process. Check in, security, boarding, and dealing with luggage. Plus the money you think you are saving you end up using in hidden fees.

The flight attendant was arguing with a passenger before takeoff. The passenger was frustrated but the flight attendant should have handled it with grace, but instead she was nasty and rude. The seats were comfortable and the flight was uneventful. I wish we didn’t have to pay for drinks or snacks but that’s what you get with a budget airline.

Booked two aisle seats and were switched to an aisle and middle. Not happy.

I fly Frontier often and generally don't have any issues. For some reason, the Denver to Houston's George Bush Intercontinental (IAH) flight always needs to wait on the tarmac in Houston because a gate is not available after landing. I've been stuck for as little as 15 minutes and as much as a little over an hour. I know only fly the Frontier Denver to IAH route when there is not an available flight to Houston Hobby (HOU).

Gate agent for Frontier in Sioux Falls was horrible. Some people shouldn't have jobs where they need to work with people. This person tried to control everything and even argued with a Sheriff's Deputy. He seemed to write the law and think he was immune to everything and could do whatever he wanted. What a miserable experience for a lot of people. He even delayed the flight just for on his own actions. The pilots made up the time lost, but why does this person have this job. Apparently nobody cares at Frontier. We do, My wife said she would never fly on Frontier again.

Book cheap flights from Denver to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Denver to Caribbean Islands found on KAYAK in the last 72 hours.
5/1Thu
1 stopFrontier
17h 51mDEN-SJU
5/3Sat
1 stopFrontier
30h 22mSJU-DEN
$300
5/1Thu
1 stopFrontier
17h 51mDEN-SJU
5/3Sat
1 stopFrontier
30h 22mSJU-DEN
$302
4/30Wed
1 stopJetBlue
9h 54mDEN-SJU
5/7Wed
1 stopJetBlue
13h 03mSJU-DEN
$338
5/1Thu
1 stopJetBlue
11h 36mDEN-SJU
5/4Sun
1 stopJetBlue
9h 36mSJU-DEN
$358
3/25Tue
1 stopAmerican Airlines
12h 52mDEN-STX
4/2Wed
1 stopAmerican Airlines
20h 00mSTX-DEN
$419
5/6Tue
1 stopAmerican Airlines
13h 32mDEN-STX
5/13Tue
2 stopsAmerican Airlines
20h 07mSTX-DEN
$423
4/30Wed
nonstopUnited Airlines
5h 47mDEN-SJU
5/6Tue
nonstopUnited Airlines
6h 31mSJU-DEN
$486
4/30Wed
1 stopUnited Airlines
9h 58mDEN-SJU
5/6Tue
nonstopUnited Airlines
6h 31mSJU-DEN
$491
5/8Thu
1 stopDelta
10h 17mDEN-PUJ
5/12Mon
1 stopDelta
9h 17mPUJ-DEN
$502
3/11Tue
1 stopDelta
9h 05mDEN-AUA
3/16Sun
1 stopDelta
11h 59mAUA-DEN
$515

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Denver to Caribbean Islands found on KAYAK in the last 72 hours.
3/25Tue
1 stopFrontier
9h 50mDEN-SJU
$159
3/29Sat
1 stopJetBlue
10h 00mDEN-SJU
$161
5/14Wed
2 stopsAmerican Airlines
20h 46mDEN-STX
$210
3/4Tue
2 stopsAmerican Airlines
11h 51mDEN-GCM
$217
8/1Fri
1 stopCopa Airlines
13h 21mDEN-PUJ
$223
3/17Mon
2 stopsDelta
12h 00mDEN-PUJ
$226
3/12Wed
1 stopDelta
9h 05mDEN-AUA
$228
5/24Sat
2 stopsCopa Airlines
19h 01mDEN-AUA
$239
4/20Sun
1 stopUnited Airlines
15h 01mDEN-GCM
$262
6/7Sat
1 stopUnited Airlines
9h 05mDEN-PUJ
$263

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Last minute flights from Denver to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Denver to Caribbean Islands that are departing in the next 10 days.
3/1Sat
multi-stopFrontier
8h 19mDEN-SJU
3/9Sun
multi-stopFrontier
9h 04mSJU-DEN
$440
3/2Sun
multi-stopFrontier
15h 11mDEN-SJU
3/4Tue
multi-stopFrontier
28h 58mSJU-DEN
$446
2/28Fri
multi-stopAmerican Airlines
14h 01mDEN-GCM
3/5Wed
multi-stopAmerican Airlines
11h 40mGCM-DEN
$538
3/1Sat
multi-stopAmerican Airlines
14h 21mDEN-GCM
3/5Wed
multi-stopAmerican Airlines
12h 20mGCM-DEN
$542
3/1Sat
multi-stopCopa Airlines
16h 28mDEN-PUJ
3/4Tue
multi-stopCopa Airlines
13h 59mPUJ-DEN
$607
3/1Sat
multi-stopCopa Airlines
16h 13mDEN-PUJ
3/4Tue
multi-stopCopa Airlines
13h 59mPUJ-DEN
$613
3/4Tue
multi-stopUnited Airlines
18h 27mDEN-SJU
3/8Sat
multi-stopUnited Airlines
14h 25mSJU-DEN
$668
3/1Sat
multi-stopJetBlue
12h 31mDEN-SJU
3/11Tue
multi-stopJetBlue
13h 10mSJU-DEN
$693
3/1Sat
multi-stopUnited Airlines
13h 51mDEN-SJU
3/4Tue
multi-stopUnited Airlines
14h 14mSJU-DEN
$740
3/1Sat
multi-stopJetBlue
11h 14mDEN-SJU
3/4Tue
multi-stopJetBlue
11h 44mSJU-DEN
$781

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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