$122 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 10/10. 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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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$375
Santo Domingo
Santo Domingo1 stop$406
Montego Bay
Montego Bay1 stop$399
Oranjestad
Oranjestad1 stop$495
Nassau
Nassau1 stop$432
Simpson Bay
Simpson Bay1 stop$531
Kingston
Kingston1 stop$545
Providenciales
Providenciales1 stop$537
Port of Spain
Port of Spain2 stops$573
Bridgetown
Bridgetown1 stop$552
George Town
George Town1 stop$451
Willemstad
Willemstad1 stop$478
Castries
Castries2 stops$1,783
St. John's
St. John's1 stop$699
Puerto Plata
Puerto Plata1 stop$539
Aguadilla
Aguadilla1 stop$278
Punta Cana
Punta Cana1 stop$375
Santo Domingo
Santo Domingo1 stop$406
Montego Bay
Montego Bay1 stop$399
Oranjestad
Oranjestad1 stop$495
Nassau
Nassau1 stop$432
Simpson Bay
Simpson Bay1 stop$531
Kingston
Kingston1 stop$545
Providenciales
Providenciales1 stop$537
Port of Spain
Port of Spain2 stops$573
Bridgetown
Bridgetown1 stop$552
George Town
George Town1 stop$451
Willemstad
Willemstad1 stop$478
Castries
Castries2 stops$1,783
St. John's
St. John's1 stop$699
Puerto Plata
Puerto Plata1 stop$539
Aguadilla
Aguadilla1 stop$278

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

Sun, Oct 19 - Thu, Oct 23
Frontier Logo
11:59 pm - 11:29 pmDEN-SJU
21h 30m1 stop
Frontier Logo
9:06 pm - 8:33 amSJU-DEN
13h 27m1 stop
$254Frontier
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Sat, Oct 18 - Wed, Oct 22
Frontier Logo
12:34 am - 12:01 pmDEN-SJU
9h 27m1 stop
Frontier Logo
3:40 am - 11:16 pmSJU-DEN
21h 36m1 stop
$257Frontier
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Tue, Sep 23 - Tue, Sep 30
American Airlines Logo
11:57 pm - 11:10 amDEN-GCM
10h 13m1 stop
American Airlines Logo
12:10 pm - 11:01 pmGCM-DEN
11h 51m1 stop
$468American Airlines
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Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
2:47 pm - 11:22 amDEN-GCM
19h 35m2 stops
American Airlines Logo
8:25 am - 11:09 pmGCM-DEN
15h 44m2 stops
$472American Airlines
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Sat, Sep 27 - Sat, Oct 4
United Airlines Logo
5:00 am - 3:20 pmDEN-AUA
8h 20m1 stop
United Airlines Logo
4:30 pm - 11:57 pmAUA-DEN
9h 27m1 stop
$535United Airlines
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Mon, Dec 15 - Sun, Dec 21
Delta Logo
12:59 am - 12:37 pmDEN-GCM
9h 38m1 stop
Delta Logo
3:45 pm - 9:44 pmGCM-DEN
7h 59m1 stop
$538Delta
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Mon, Dec 15 - Thu, Dec 25
Southwest Logo
11:55 pm - 1:45 pmDEN-PLS
11h 50m1 stop
Southwest Logo
2:40 pm - 10:30 pmPLS-DEN
9h 50m1 stop
$541Southwest
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Mon, Dec 1 - Sat, Dec 6
Southwest Logo
5:00 am - 1:45 pmDEN-PLS
6h 45m1 stop
Southwest Logo
3:35 pm - 9:35 pmPLS-DEN
8h 00m1 stop
$542Southwest
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Sun, Jan 4 - Fri, Jan 9
Delta Logo
6:20 pm - 12:30 pmDEN-GCM
16h 10m1 stop
Delta Logo
2:00 pm - 8:28 pmGCM-DEN
8h 28m1 stop
$548Delta
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Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
11:50 pm - 1:50 pmDEN-SXM
11h 00m1 stop
United Airlines Logo
3:00 pm - 11:15 pmSXM-DEN
11h 15m1 stop
$631United 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 $526 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 $526.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $1,153 on average.

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 October, when tickets cost $289 (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$122
Best time to beat the crowds with an average 9% 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
7.0Food
8.1Boarding
8.6Crew
Airline reviews

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

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

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.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

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

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

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

No food service almost missed because of first flight delays

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Pretty good. The food was just mediocre, the boarding and crew were good.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

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.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

Everything went as planned. Crew was great. Seats were still not that comfortable.

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

Everything you need to know for your flight to Caribbean

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