$108 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 5/8. 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
1 adult, Economy, 0 bags

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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$409
Santo Domingo
Santo Domingo1 stop$251
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestad1 stop$440
Nassau
Nassau1 stop$434
Kingston
Kingston1 stop$486
Simpson Bay
Simpson Bay1 stop$400
Providenciales
Providenciales1 stop$438
Port of Spain
Port of Spain1 stop$608
Bridgetown
Bridgetown1 stop$534
George Town
George Town1 stop$347
Willemstad
Willemstad1 stop$507
Castries
Castries3 stops$1,250
Puerto Plata
Puerto Plata1 stop$443
St. John's
St. John's1 stop$588
Aguadilla
Aguadilla1 stop$256
Punta Cana
Punta Cana1 stop$409
Santo Domingo
Santo Domingo1 stop$251
Montego Bay
Montego Bay1 stop$307
Oranjestad
Oranjestad1 stop$440
Nassau
Nassau1 stop$434
Kingston
Kingston1 stop$486
Simpson Bay
Simpson Bay1 stop$400
Providenciales
Providenciales1 stop$438
Port of Spain
Port of Spain1 stop$608
Bridgetown
Bridgetown1 stop$534
George Town
George Town1 stop$347
Willemstad
Willemstad1 stop$507
Castries
Castries3 stops$1,250
Puerto Plata
Puerto Plata1 stop$443
St. John's
St. John's1 stop$588
Aguadilla
Aguadilla1 stop$256

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

Fri, May 22 - Sat, May 30
Frontier Logo
11:59 pm - 11:59 pm
DEN
-
SJU
22h 00m
1 stop
Frontier Logo
6:41 pm - 8:27 am
SJU
-
DEN
15h 46m
1 stop
$251Frontier
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
11:59 pm - 12:29 am
DEN
-
SJU
22h 30m
1 stop
Multiple Airlines Logo
7:00 am - 10:29 pm
SJU
-
DEN
17h 29m
2 stops
$252Multiple Airlines
Sun, Apr 19 - Mon, Apr 27
Frontier Logo
11:59 pm - 9:54 am
DEN
-
SJU
7h 55m
1 stop
Frontier Logo
3:19 pm - 12:14 pm
SJU
-
DEN
22h 55m
2 stops
$253Frontier
Fri, May 15 - Thu, May 21
American Airlines Logo
11:59 pm - 3:03 pm
DEN
-
GCM
14h 04m
1 stop
American Airlines Logo
2:42 pm - 9:38 pm
GCM
-
DEN
7h 56m
1 stop
$347American Airlines
Wed, Apr 15 - Tue, Apr 21
United Airlines Logo
5:00 am - 12:30 pm
DEN
-
GCM
6h 30m
1 stop
United Airlines Logo
1:35 pm - 10:15 pm
GCM
-
DEN
9h 40m
1 stop
$349United Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
6:30 pm - 11:31 am
DEN
-
GCM
16h 01m
2 stops
American Airlines Logo
4:03 pm - 8:23 am
GCM
-
DEN
17h 20m
2 stops
$352American Airlines
Sun, May 3 - Thu, May 7
Southwest Logo
11:50 pm - 12:10 pm
DEN
-
GCM
11h 20m
1 stop
Southwest Logo
1:05 pm - 11:00 pm
GCM
-
DEN
10h 55m
2 stops
$388Southwest
Thu, Apr 23 - Sun, Apr 26
United Airlines Logo
8:23 pm - 12:30 pm
DEN
-
GCM
15h 07m
1 stop
United Airlines Logo
1:50 pm - 12:58 am
GCM
-
DEN
12h 08m
1 stop
$391United Airlines
Sat, Apr 25 - Thu, Apr 30
Southwest Logo
5:00 am - 3:35 pm
DEN
-
PLS
8h 35m
1 stop
Southwest Logo
3:50 pm - 9:00 am
PLS
-
DEN
19h 10m
2 stops
$438Southwest
Sun, Apr 12 - Mon, Apr 20
Delta Logo
12:55 am - 2:02 pm
DEN
-
UVF
11h 07m
1 stop
Delta Logo
3:22 pm - 12:36 am
UVF
-
DEN
11h 14m
1 stop
$569Delta
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 $547 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 $547.

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

The average price for all round-trip flights from Denver to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $671 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 $671.

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 $344 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $643 and $584 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 Tuesday 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 seasonSeptember
Cheapest flight$108
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Denver to Montego Bay

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.

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 4333 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

No seat back entertainment. And app had a hard time getting entertainment loaded.

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Flight was late - I was downgraded from first class to coach

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

Great smooth flight. Had a seating change, but that was an improvement. Thanks United Airways Crew.

Flight was good but there are way to many announcements for credit cards etc.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

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!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports