$123 Find Cheap Flights from Denver to Caribbean

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 departing on 10/18. 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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1 adult, Economy

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Cheap Flights from Denver to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$324
Santo Domingo
Santo Domingo2 stops$373
Montego Bay
Montego Bay1 stop$387
Oranjestad
Oranjestad1 stop$490
Nassau
Nassau1 stop$435
Simpson Bay
Simpson Bay2 stops$491
Kingston
Kingston2 stops$482
Providenciales
Providenciales1 stop$450
Port of Spain
Port of Spain1 stop$535
Bridgetown
Bridgetown1 stop$531
George Town
George Town1 stop$360
Willemstad
Willemstad1 stop$474
Castries
Castries3 stops$1,087
St. John's
St. John's1 stop$606
Puerto Plata
Puerto Plata1 stop$492
Aguadilla
Aguadilla1 stop$268
Punta Cana
Punta Cana1 stop$324
Santo Domingo
Santo Domingo2 stops$373
Montego Bay
Montego Bay1 stop$387
Oranjestad
Oranjestad1 stop$490
Nassau
Nassau1 stop$435
Simpson Bay
Simpson Bay2 stops$491
Kingston
Kingston2 stops$482
Providenciales
Providenciales1 stop$450
Port of Spain
Port of Spain1 stop$535
Bridgetown
Bridgetown1 stop$531
George Town
George Town1 stop$360
Willemstad
Willemstad1 stop$474
Castries
Castries3 stops$1,087
St. John's
St. John's1 stop$606
Puerto Plata
Puerto Plata1 stop$492
Aguadilla
Aguadilla1 stop$268

Book Cheap Denver to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Denver to Caribbean 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 Denver to Caribbean

Thu, Oct 23 - Sun, Oct 26
Frontier Logo
11:45 pm - 10:57 amDEN-SJU
9h 12m1 stop
Frontier Logo
9:06 pm - 8:33 amSJU-DEN
13h 27m1 stop
$268Frontier
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Sun, Nov 2 - Wed, Nov 12
Frontier Logo
12:59 am - 3:19 pmDEN-SJU
11h 20m1 stop
Frontier Logo
1:59 am - 8:35 amSJU-DEN
9h 36m1 stop
$269Frontier
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Mon, Oct 20 - Sat, Oct 25
American Airlines Logo
11:59 pm - 11:10 amDEN-GCM
10h 11m1 stop
American Airlines Logo
8:25 am - 10:56 pmGCM-DEN
15h 31m1 stop
$360American Airlines
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Mon, Oct 20 - Sat, Oct 25
American Airlines Logo
11:59 pm - 11:10 amDEN-GCM
10h 11m1 stop
American Airlines Logo
8:25 am - 7:26 pmGCM-DEN
12h 01m2 stops
$364American Airlines
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Sun, Oct 26 - Fri, Oct 31
Delta Logo
12:50 am - 11:35 amDEN-GCM
9h 45m1 stop
Delta Logo
1:05 pm - 8:15 pmGCM-DEN
8h 10m1 stop
$393Delta
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Fri, Oct 24 - Thu, Nov 6
Delta Logo
12:50 am - 11:35 amDEN-GCM
9h 45m1 stop
Delta Logo
2:00 pm - 9:41 pmGCM-DEN
9h 41m1 stop
$408Delta
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Mon, Feb 16 - Tue, Feb 24
Southwest Logo
11:55 pm - 12:55 pmDEN-GCM
11h 00m1 stop
Southwest Logo
1:50 pm - 10:40 pmGCM-DEN
10h 50m2 stops
$467Southwest
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Mon, Feb 16 - Tue, Feb 24
Southwest Logo
9:00 pm - 12:55 pmDEN-GCM
13h 55m2 stops
Southwest Logo
1:50 pm - 10:40 pmGCM-DEN
10h 50m2 stops
$495Southwest
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Tue, Oct 28 - Sat, Nov 1
United Airlines Logo
5:00 am - 3:30 pmDEN-GCM
9h 30m1 stop
United Airlines Logo
4:45 pm - 11:36 pmGCM-DEN
7h 51m1 stop
$497United Airlines
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Mon, Oct 27 - Sun, Nov 2
United Airlines Logo
8:37 pm - 3:30 pmDEN-GCM
17h 53m1 stop
United Airlines Logo
5:45 pm - 11:36 pmGCM-DEN
7h 51m1 stop
$507United Airlines
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Booking Insights

KAYAK's insights & trends for Denver to Caribbean flights

Get data-powered insights and trends into flights from Denver to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Denver to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Denver found in the last 72 hours was to San Juan, at $506 round-trip. The most popular route is from Denver (DEN) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $506.

Can I save money by flying with a layover from Denver to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $557, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Denver to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Denver to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Denver to Caribbean is August, when tickets cost $338 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $687 and $554 respectively.

What’s the cheapest day of the week to fly from Denver to Caribbean?

The average price of all round-trip flights from Denver to Caribbean clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Thursday and more expensive on a Saturday. On your return trip to Denver, you should consider flying back on a Thursday, and avoid Sundays for better deals.

How far in advance should I book a flight from Denver to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Denver to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Denver to Caribbean, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$123
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Denver to San Juan

FAQs - booking Caribbean flights

  • Where can I have a layover flying from Denver to the Caribbean?

    Depending on your destination in the Caribbean, you can have one or multiple layovers. Some common layover cities for flights from Denver to the Caribbean include Miami, Fort Lauderdale, Houston, Atlanta, New York City, and Dallas. The airlines offering layover flights from Denver to the Caribbean include American Airlines, Delta Air Lines, United Airlines, Southwest Airlines, Spirit Airlines, and JetBlue Airways.

  • Which airport should I fly from when traveling to the Caribbean from Denver?

    Denver has two main airports, Denver International Airport (DEN) and Centennial Airport (APA). However, Denver Airport DEN is the primary airport serving Denver and is a major hub for domestic and international flight travel to and from Denver. When flying to the Caribbean, you will fly out from DEN, as it is the only airport in Denver offering international travel.

  • What accessibility services does Denver International Airport offer to passengers with special needs?

    If you have special needs, DEN has elevators and escalators for accessibility of all levels of the airport terminal and accessible restrooms and parking lots. DEN also offers assistance services throughout the airport, including during check-in and boarding. The airport has TTY phones, visual and audible paging for the hearing and visual impaired, and provides visual and tactile information, including braille signs for the visually impaired.

  • Which airline has a generous baggage allowance for flying from Denver to the Caribbean?

    Consider flying JetBlue Airways from DEN to the Caribbean as the airline allows Economy passengers to bring one piece of the carry-on bag weighing up to 22 lb with maximum dimensions of 22 x 14 x 9 inches. The airline also allows extra personal items, including a laptop bag and purses, with dimensions up to 17 x 13 x 8 inches.

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

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

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

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

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $288 on average. Morning departures are around 139% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $688.

Top tips for finding cheap flights to Caribbean

  • Several airlines, including United Airlines, Frontier Airlines, Delta Air Lines, and Southwest Airlines, offer direct travel from Denver to various parts of the Caribbean. The travel time for direct flights from DEN to the Caribbean is about 4 to 5 hours, while others may take longer, including up to 7 hours.
  • DEN is a Southern Airways Express and United Airlines hub and serves as an operating base for Frontier and Southwest Airlines. Therefore, when flying to the Caribbean from Denver, consider flying by these airlines from DEN for extensive flight options to your desired destination in the Caribbean.
  • If you are flying to the Caribbean for the tour, consider flying into Sangster International Airport (MBJ) in Montego Bay, as the city is a popular tourist destination with several resorts and beaches.
  • If you are flying to the Caribbean from Denver on an official basis, consider flying into Luis Muñoz Marín International Airport (SJU), which is equipped with business facilities. The airport is in San Juan, a business and financial center in the Caribbean. The airport also has an extensive public transport network to various business destinations within the city.
  • If you are looking to use public transport once you land in a Caribbean airport, consider flying into SJU as the airport has public buses in the ground transportation area for transit to various parts of San Jun city and other cities in the Caribbean, including Carolina, Ponce, Fajardo, and Arecibo.

Reviews of the top 5 airlines serving from Denver to Caribbean

 
Need help choosing which airline to fly with from Denver 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
SouthwestOverall score based on 4242 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Terrible. They wouldn't allow me on my flight on the 14th..

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

The seat and leg room was not good. The food and beverage service was good.

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

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

American almost always Delays flights from Austin to Dallas and back. I cannot believe they have such poor service on this route. I was about to switch to American from Delta, but they gave me enough reasons not to.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

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.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

I’m not gonna fly Frontier Airlines because booking is not an option. No water or food is for high price, not equipped for health emergency incompetent crew for emergency services. Cheap airline shows it is cheaper in all service categories. Boarding is the best of all airlines!

Very bad! No good service delayed my second connection flight

Frontier is terrible. Paid for exit row, not given exit row, refused to refund fee.

2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.

The worst. We never made our connection and they did absolutely nothing to help us at the airport.

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

Everything you need to know for your flight to Caribbean

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