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Price, demand and travel trends for Denver to Caribbean Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Denver to Caribbean Islands cheaper or more expensive than last year?

Fares from Denver to Caribbean Islands are about 14% higher than they were in November last year, averaging $826 round-trip.

What's the cheapest month to fly from Denver to Caribbean Islands?

February is typically the cheapest month to fly from Denver to Caribbean Islands, with round-trip fares averaging $677. December and November are usually the most expensive, averaging $871 and $839, respectively.

How do fares from Denver to Caribbean Islands vary by day of the week?

On average, Tuesday is the cheapest day to fly from Denver to Caribbean Islands and Friday is the most expensive. Looking at the past 12 months of KAYAK data, it's 14% more expensive to fly on a Friday compared to Tuesday.

What's the best time of day to fly from Denver to Caribbean Islands?

It's cheapest to fly to Caribbean Islands in the evening with average prices of $658. The morning is the most expensive time to fly, with average prices of $789.

What's the best time to book a flight from Denver to Caribbean Islands?

Book your flights 5 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 23% compared to booking at the last minute (within 2 weeks of departure).

Key details for Denver to Caribbean Islands flights

Low season

September
Beat the crowds with an average 46% drop in travelers.
The most popular month to fly with an average 42% increase in travelers.

Your Denver to Caribbean Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • How much should I budget for a flight from Denver to Caribbean Islands?

    Over the past 12 months, round-trip fares from Denver to Caribbean Islands have typically cost between $608 and $951.

  • Which airlines fly nonstop from Denver to Caribbean Islands?

    Based on the flight schedule for the next 3 months, 2 airlines offer nonstop flights on this route:

    • United Airlines
    • Cayman Airways

  • Is it cheaper to fly with a layover from Denver to Caribbean Islands?

    Yes, nonstop flights from Denver to Caribbean Islands average $854 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Cleveland Hopkins Intl (CLE) (avg. price $368)
    • Philadelphia (PHL) (avg. price $493)
    • Lambert-St Louis (STL) (avg. price $498)

  • How long is a flight from Denver to Caribbean Islands?

    Nonstop flights from Denver to Caribbean Islands take 5h 09m on average.

  • Which cabin classes are available from Denver to Caribbean Islands?

    On flights from Denver to Caribbean Islands you can book Economy Class, Business Class or First Class.

  • What are some popular landmarks around Caribbean Islands?

    Caribbean Islands is home to many popular sights. KAYAK travelers' favorites include:

    • Viejo San Juan
    • Palm Beach
    • Eagle Beach
    • Puerto Rico Convention Center

  • What are the earliest and latest flights from Denver to Caribbean Islands?

    The earliest nonstop flight from Denver to Caribbean Islands departs at 9:48 am and the latest leaves at 12:40 pm. Nonstop flights take about 5h 09m.

Your guide to booking Denver to Caribbean Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 5 weeks before your trip. KAYAK data shows fares in this window are around 23% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in February to save some money. It's typically the cheapest month on this route, while flights in December will cost you the most.
  • Fly out on a Tuesday to get the cheapest fares. Avoid Friday flights, which are about 14% more expensive.
  • Start your trip in Punta Cana, the most popular destination in Caribbean Islands. From there, it's easy to continue on to other popular spots such as San Juan, Oranjestad and Nassau.

Reviews of the top 5 airlines serving from Denver to Caribbean Islands

 
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
SouthwestOverall score based on 4220 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

8.0 ExcellentDelores, Oct 2026
Read more Southwest reviews

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

WiFi was inoperable - second in four recent Southwest flights where that was true. I need WiFi for work and if Southwest cannot provide, I’ll stop using it

A List preferred boarding was nice Asked for a mask and cheerfully received Denver bag check-in is tricky. Not near other checking desk. Have to navigate to east security and up to level six for bag checkin. TSA busy and 20 minutes process thru pre lines Denver train to gates quick but one more thing to plan time for and long concourse walk to gate

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

Everything went smoothly and we even arrived a little bit early.

There was an incredibly surly flight attendant that ruined the experience

First flight was delayed which resulted in missing our connecting. As a result class was downgraded to economy on a later flight.

Unprepared to rebook a flight of people. Uncommunicative. When I received updates in the app it was well after the announcement in the hold room. Offered a single $12 meal voucher, not enough for a sandwich at DEN, for a 17 hour delay. No one was able to explain their meal or hotel reimbursement policy for this cancellation, just handed a card to call the Help desk. My previous flight went through several delays and was finally cancelled, without explanation. The customer help desk closed while there was a long line. I then waited in line for a gate agent almost an hour while simultaneously on hold and trying to text with a remote Delta agent. Communicating with the text agent was almost impossible; they could not find any flights that got me back to my original city before the following evening. Kept offering itineraries that did not get me back to my origin airport or involved additional layovers. In 50 minutes on hold, never got through to an agent by phone. Finally spoke to one of the gate agents who was able to rebook on a red eye that had only one stop and got me back in the afternoon the next day, rather than late evening. Later by email, Delta offered 10,000 loyalty points for the inconvenience of the cancellation. The crew on the red eye flight were delightful. I don’t remember any food or entertainment on that flight.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

worst flight ever from Delta, it got delayed and kept on delaying..

Terrible. Four hour delay because Delta could not find crew to man the aircraft. Terrible communication. Terrible insight into the delays. One of the worst flight experiences I’ve had.

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

First, the flight was schedule to leave at 12:08. Delayed to 12:38. It is 12:58 and I am sitting at the gate. The staff are not communicating with us (just tell me it’s gonna be five hours if that’s the case, quit hufflepuffing around like you’re trying to board us when the plane isn’t even here and you don’t know where your crew are. I’m still waiting for any communication about the further delay. This is a rebooked flight from a cancelled flight yesterday, when the airline failed to fulfill its fiduciary responsibility to hotel and cover transport for overnight cancelations. Asking about the food on the flight? What food?!? Delta doesn’t serve meals unless you pay for them and you really want me to give delta a high rating for passing out processed snacks (fun size!)? Can we be for real. Delta is cementing itself in history as one of the cheap, stingy, outdated, glory days are over airlines, and it shows. I took this flight knowing delta was going to provide below level service but this is beyond burgers!! I can’t believe a multi billion or dollar company looked straight in my eyes yesterday and I told me this wasn’t their fault and there for the extra cost in hotel and hundreds of dollars in Ubers are MY RESPONSIBILITY. The only thing I am at fault for is believing delta is reputable company worthy of my dollars. I’m not even sure I want to be compensated unless it is cash because I would rather die never traveling again than to put money in their pockets.

United staff were very communicative, the new starlink Wifi is amazing as I was able to work easily.

I am United’s newest fan. The planes are clean, the staff is so friendly and snacks are more than just old pretzel crumbles. The captain came and said hello! Truly amazing experience

United, from whom we bought this code-shared flight, mid-flight canceled our tickets for the rest of our itinerary, without explanation. After long delay they tried to re-issue the tickets, but Air Canada could not find the re-issue. It finally resolved after escalation to several layers of supervisors.

Plane arrived an hour before departure. Plane was completely boarded and ready for push back when they decided they needed to change a tire. 1 hour delay on the plane when this could have been done before we got on the plane.

Usual wait for over a half hour for a gate at Ohare. They tell you you'll get there early then sit on the plane and wait almost an hour

I enjoyed it, again I believe air Canada has better seating options and better drink options

It was fine for the most part. But the volume on the announcements was way too loud, and the cabin temperature was chilly. We had the hardest landing I've ever experienced- I think it hurt my back, and the tires squealed when we touched down.

Upset about cancel to St. John’s and no overnight accomodation

Not a United thing, but late afternoon departures from Denver with thunderstorms is always prone to delays.

Really delayed, no effort to support customers other than “sometimes we run late.”

Not too much it was pretty good all the way around

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Mechanical delay and no compensation. Missed connection as a result of their delay. Mediocre performance and service. Horrible airline currently with horrible culture.

Any sort of gluten free snack option would be nice

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Timely boarding process, made up for lost time even after a lengthy wait for de-icing

It would have been better if I could have had my flight on time. It was delayed for 5 hours. Caused me to not be able to fulfill my promise to my granddaughters. Other than that it was a good trip.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation" for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy, and their reliability is non-existent. I will never fly Frontier again, and no one else should either if they actually need to get where they want to go. Tip for anyone flying from Denver to Cincinnati: Avoid Frontier connecting flights or layovers at all costs, especially for time-sensitive events. Book direct flights with an airline that actually offers reliable customer support and rebooking options when delays occur.

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

I paid for the upgraded bundle. Was worth it! Great experience round trip!

It was awful everything about it terrible I will never ever ever ride it again

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Not clean and was told I would get a great seat and it was not great at all

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental