$108 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 5/4. 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.
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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 Cana2 stops$377
Santo Domingo
Santo Domingo1 stop$262
Montego Bay
Montego Bay1 stop$264
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau1 stop$415
Kingston
Kingston1 stop$483
Simpson Bay
Simpson Bay1 stop$498
Providenciales
Providenciales1 stop$425
Port of Spain
Port of Spain1 stop$508
Bridgetown
Bridgetown1 stop$564
George Town
George Town1 stop$347
Willemstad
Willemstad1 stop$495
Castries
Castries2 stops$928
Puerto Plata
Puerto Plata1 stop$489
St. John's
St. John's1 stop$702
Aguadilla
Aguadilla1 stop$246
Punta Cana
Punta Cana2 stops$377
Santo Domingo
Santo Domingo1 stop$262
Montego Bay
Montego Bay1 stop$264
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau1 stop$415
Kingston
Kingston1 stop$483
Simpson Bay
Simpson Bay1 stop$498
Providenciales
Providenciales1 stop$425
Port of Spain
Port of Spain1 stop$508
Bridgetown
Bridgetown1 stop$564
George Town
George Town1 stop$347
Willemstad
Willemstad1 stop$495
Castries
Castries2 stops$928
Puerto Plata
Puerto Plata1 stop$489
St. John's
St. John's1 stop$702
Aguadilla
Aguadilla1 stop$246

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

mar, apr 21 - mar, apr 28
Frontier Logo
11:05 pm - 5:59 pm
DEN
-
SJU
16h 54m
1 stop
Frontier Logo
11:30 am - 9:40 am
SJU
-
DEN
24h 10m
1 stop
$246Frontier
dom, mag 3 - dom, mag 10
Frontier Logo
11:59 pm - 11:29 pm
DEN
-
SJU
21h 30m
1 stop
Frontier Logo
6:41 pm - 2:13 pm
SJU
-
DEN
45h 32m
2 stops
$247Frontier
gio, mag 7 - sab, mag 16
Frontier Logo
6:45 am - 11:57 pm
DEN
-
SJU
15h 12m
2 stops
Frontier Logo
6:30 am - 11:04 pm
SJU
-
DEN
18h 34m
1 stop
$250Frontier
sab, apr 25 - sab, mag 2
American Airlines Logo
11:59 pm - 11:31 am
DEN
-
GCM
10h 32m
1 stop
American Airlines Logo
3:13 pm - 11:45 pm
GCM
-
DEN
9h 32m
1 stop
$347American Airlines
mar, apr 28 - mar, mag 5
American Airlines Logo
11:59 pm - 11:31 am
DEN
-
GCM
10h 32m
1 stop
American Airlines Logo
2:10 pm - 9:37 am
GCM
-
DEN
20h 27m
2 stops
$352American Airlines
lun, apr 27 - mer, mag 6
JetBlue Logo
11:59 pm - 2:10 pm
DEN
-
PLS
12h 11m
1 stop
JetBlue Logo
2:27 pm - 10:59 pm
PLS
-
DEN
10h 32m
1 stop
$425JetBlue
mar, mag 5 - mar, mag 12
Southwest Logo
11:50 pm - 1:15 pm
DEN
-
NAS
11h 25m
1 stop
Southwest Logo
2:10 pm - 7:25 pm
NAS
-
DEN
7h 15m
1 stop
$429Southwest
mar, mag 5 - sab, mag 9
JetBlue Logo
11:59 pm - 12:51 pm
DEN
-
NAS
10h 52m
1 stop
JetBlue Logo
11:39 am - 10:13 pm
NAS
-
DEN
12h 34m
1 stop
$434JetBlue
lun, set 14 - gio, set 24
Delta Logo
12:59 am - 2:23 pm
DEN
-
UVF
11h 24m
1 stop
Delta Logo
3:38 pm - 11:45 pm
UVF
-
DEN
10h 07m
1 stop
$452Delta
sab, mag 16 - gio, mag 21
Southwest Logo
5:45 pm - 1:35 pm
DEN
-
AUA
17h 50m
2 stops
Southwest Logo
2:35 pm - 11:45 pm
AUA
-
DEN
11h 10m
2 stops
$520Southwest
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 San Juan, at $522 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 $522.

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 $675 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 $675.

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 $414, 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 August, when tickets cost $338 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $648 and $584 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, Wednesday 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$108
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Denver to Montego Bay

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 4338 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

6.0 GoodKenley, Apr 2026
AUS - LAS
Read more Southwest reviews

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

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.

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

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.

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.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

We did not have enough time to make our connecting flight. As a result, we were put onto a different airline for our second leg. The different airline was NOT comparable to British Airlines, and our arrival was significantly delayed. The actual flight on BA was amazing.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

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

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports