$123 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 6/14. 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$494
Santo Domingo
Santo Domingo1 stop$496
Montego Bay
Montego Bay1 stop$521
Oranjestad
Oranjestad1 stop$462
Nassau
Nassau1 stop$480
Kingston
Kingston2 stops$439
Simpson Bay
Simpson Bay1 stop$531
Providenciales
Providenciales1 stop$559
Port of Spain
Port of Spain2 stops$577
Bridgetown
Bridgetown1 stop$482
George Town
George Town1 stop$453
Willemstad
Willemstad1 stop$512
Castries
Castries2 stops$986
Aguadilla
Aguadilla1 stop$369
Puerto Plata
Puerto Plata1 stop$674
St. John's
St. John's1 stop$684
Punta Cana
Punta Cana1 stop$494
Santo Domingo
Santo Domingo1 stop$496
Montego Bay
Montego Bay1 stop$521
Oranjestad
Oranjestad1 stop$462
Nassau
Nassau1 stop$480
Kingston
Kingston2 stops$439
Simpson Bay
Simpson Bay1 stop$531
Providenciales
Providenciales1 stop$559
Port of Spain
Port of Spain2 stops$577
Bridgetown
Bridgetown1 stop$482
George Town
George Town1 stop$453
Willemstad
Willemstad1 stop$512
Castries
Castries2 stops$986
Aguadilla
Aguadilla1 stop$369
Puerto Plata
Puerto Plata1 stop$674
St. John's
St. John's1 stop$684

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

Sat, Aug 22 - Sat, Aug 29
Frontier Logo
11:49 pm - 8:09 am
DEN
-
SJU
30h 20m
1 stop
Frontier Logo
8:32 am - 12:16 am
SJU
-
DEN
17h 44m
1 stop
$247Frontier
Tue, Oct 13 - Sat, Oct 17
Frontier Logo
11:59 pm - 3:19 pm
DEN
-
SJU
13h 20m
1 stop
Frontier Logo
9:49 pm - 8:24 am
SJU
-
DEN
12h 35m
1 stop
$249Frontier
Fri, Jul 24 - Mon, Jul 27
Delta Logo
11:55 pm - 12:11 pm
DEN
-
STT
10h 16m
1 stop
Delta Logo
1:21 pm - 10:17 pm
STT
-
DEN
10h 56m
1 stop
$250Delta
Mon, Jun 8 - Thu, Jun 25
American Airlines Logo
11:46 pm - 12:04 pm
DEN
-
UVF
10h 18m
1 stop
American Airlines Logo
2:46 pm - 10:52 pm
UVF
-
DEN
10h 06m
1 stop
$468American Airlines
Mon, Jun 8 - Thu, Jun 25
American Airlines Logo
3:11 pm - 12:04 pm
DEN
-
UVF
18h 53m
2 stops
American Airlines Logo
2:46 pm - 10:52 pm
UVF
-
DEN
10h 06m
1 stop
$473American Airlines
Sun, Aug 16 - Fri, Aug 21
Southwest Logo
11:55 pm - 12:15 pm
DEN
-
NAS
10h 20m
1 stop
Southwest Logo
1:10 pm - 9:00 pm
NAS
-
DEN
9h 50m
1 stop
$480Southwest
Sun, Aug 16 - Fri, Aug 21
Southwest Logo
8:40 pm - 12:15 pm
DEN
-
NAS
13h 35m
2 stops
Southwest Logo
1:10 pm - 9:00 pm
NAS
-
DEN
9h 50m
1 stop
$484Southwest
Mon, Aug 10 - 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
$499JetBlue
Mon, Jul 20 - Sun, Jul 26
Delta Logo
12:40 am - 3:20 pm
DEN
-
STT
12h 40m
1 stop
Delta Logo
3:33 pm - 10:17 pm
STT
-
DEN
8h 44m
1 stop
$535Delta
Thu, Jul 23 - Tue, Jul 28
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
$561JetBlue
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 72 hours was to Montego Bay, at $623 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 $655.

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 $690 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 $690.

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 $422, 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 $3,257 and $1,621 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 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$123
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Denver to Saint Thomas Island

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.
7.9
DeltaOverall score based on 8455 reviews
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
7.8Comfort
Airline reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

10.0 ExcellentBenjamin, May 2026
CLT - MSP
Read more Delta reviews

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

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.

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.

All airline travel outside of First or Business class is an ordeal to be endured. This trip was ok, small o, small k.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

JetBlue not only has the most comfortable planes, but also used to have the best customer service. Lorie Wright, the lady at the gate was very rude not only to me, but to other passengers as well. Her colleague, the gentleman was also not very friendly. They both were acting like they were doing passengers a favor. The crew on board was very nice.

Flight was on time and smooth. Customer service was decent

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

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.

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports