$148 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 6/19. 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

KAYAK searches hundreds of travel sites at once for deals on flights 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Denver to Caribbean Islands.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Denver to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$443
Santo Domingo
Santo Domingo1 stop$488
Montego Bay
Montego Bay1 stop$423
Oranjestad
Oranjestad1 stop$447
Nassau
Nassau1 stop$440
Kingston
Kingston1 stop$434
Simpson Bay
Simpson Bay1 stop$511
Providenciales
Providenciales2 stops$509
Port of Spain
Port of Spain1 stop$511
Bridgetown
Bridgetown1 stop$450
George Town
George Town1 stop$409
Willemstad
Willemstad2 stops$582
Castries
Castries2 stops$994
Aguadilla
Aguadilla1 stop$396
Puerto Plata
Puerto Plata1 stop$674
St. John's
St. John's2 stops$656
Punta Cana
Punta Cana1 stop$443
Santo Domingo
Santo Domingo1 stop$488
Montego Bay
Montego Bay1 stop$423
Oranjestad
Oranjestad1 stop$447
Nassau
Nassau1 stop$440
Kingston
Kingston1 stop$434
Simpson Bay
Simpson Bay1 stop$511
Providenciales
Providenciales2 stops$509
Port of Spain
Port of Spain1 stop$511
Bridgetown
Bridgetown1 stop$450
George Town
George Town1 stop$409
Willemstad
Willemstad2 stops$582
Castries
Castries2 stops$994
Aguadilla
Aguadilla1 stop$396
Puerto Plata
Puerto Plata1 stop$674
St. John's
St. John's2 stops$656

Book Cheap Denver to Caribbean Islands 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 Islands 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 Islands

Fri, Aug 21 - Mon, Aug 24
Frontier Logo
5:15 pm - 6:26 am
DEN
-
SJU
11h 11m
1 stop
Frontier Logo
6:11 pm - 11:54 pm
SJU
-
DEN
31h 43m
1 stop
$324Frontier
Fri, Aug 7 - Fri, Aug 14
Frontier Logo
5:05 pm - 6:44 am
DEN
-
SJU
11h 39m
1 stop
Frontier Logo
6:00 am - 11:57 pm
SJU
-
DEN
43h 57m
2 stops
$363Frontier
Fri, Aug 7 - Wed, Aug 12
Frontier Logo
5:05 pm - 6:44 am
DEN
-
SJU
11h 39m
1 stop
Frontier Logo
6:00 am - 6:28 am
SJU
-
DEN
26h 28m
2 stops
$366Frontier
Sat, Sep 5 - Thu, Sep 10
Southwest Logo
11:55 pm - 11:45 am
DEN
-
MBJ
10h 50m
1 stop
Southwest Logo
2:15 pm - 9:00 pm
MBJ
-
DEN
7h 45m
1 stop
$423Southwest
Fri, Jun 19 - Tue, Jun 23
Southwest Logo
7:05 pm - 10:30 am
DEN
-
GCM
14h 25m
1 stop
Southwest Logo
12:50 pm - 9:50 pm
GCM
-
DEN
10h 00m
1 stop
$434Southwest
Wed, Jul 1 - Mon, Jul 6
JetBlue Logo
3:15 pm - 11:44 am
DEN
-
PUJ
18h 29m
1 stop
JetBlue Logo
2:50 pm - 9:57 pm
PUJ
-
DEN
9h 07m
1 stop
$503JetBlue
Mon, Aug 17 - Tue, Aug 25
JetBlue Logo
11:37 pm - 2:03 pm
DEN
-
STT
12h 26m
1 stop
JetBlue Logo
2:58 pm - 9:34 am
STT
-
DEN
20h 36m
2 stops
$511JetBlue
Sun, Nov 8 - Sun, Nov 15
American Airlines Logo
4:36 pm - 12:07 pm
DEN
-
STT
16h 31m
2 stops
American Airlines Logo
12:57 pm - 9:48 pm
STT
-
DEN
11h 51m
1 stop
$660American Airlines
Wed, Nov 4 - Wed, Nov 11
American Airlines Logo
4:10 pm - 12:07 pm
DEN
-
STT
16h 57m
2 stops
American Airlines Logo
12:57 pm - 10:22 pm
STT
-
DEN
12h 25m
2 stops
$665American Airlines
Fri, Jun 26 - Sat, Jul 11
Delta Logo
12:40 am - 2:03 pm
DEN
-
SKB
11h 23m
1 stop
Delta Logo
3:18 pm - 12:04 am
SKB
-
DEN
10h 46m
1 stop
$787Delta
Booking Insights

KAYAK's insights & trends for Denver to Caribbean Islands flights

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

What is the cheapest Denver to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from Denver found in the last 5 days was to San Juan, at $577 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 5 days was $577.

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

The average price for all round-trip flights from Denver to Caribbean Islands 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 Islands is generally in the morning, when round-trip flights cost $699 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $699.

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

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 $435, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Denver to Caribbean Islands, 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 Islands is April, when tickets cost $120 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $2,219 and $1,636 respectively.

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

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

If you are looking for a flight deal from Denver to Caribbean Islands, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Caribbean Islands, Thursday is the cheapest day to fly and Sunday is the most expensive.

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

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 Islands, 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 Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonSeptember
Cheapest flight$148
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Denver to George Town

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.

Reviews of the 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
SouthwestOverall score based on 4255 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

It was a short flight so I was expecting too much

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

Putting people that close to the bathroom, where you have to look into the bathroom as people are exiting and entering was not great and the smell was also not great. I know the airlines are desperate for more chairs, but that seat is a crime.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

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

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports