$594 Find Cheap Flights from Aspen to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Aspen to Caribbean departing on 12/8. 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

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Cheap Flights from Aspen to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town2 stops$594
George Town
George Town2 stops$594

Book Cheap Aspen 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 Aspen 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 Aspen to Caribbean

Mon, Dec 8 - Mon, Dec 15
American Airlines Logo
2:16 pm - 1:55 pmASE-GCM
21h 39m2 stops
American Airlines Logo
4:15 pm - 12:08 pmGCM-ASE
21h 53m2 stops
$594American Airlines
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Sat, Dec 6 - Sun, Dec 14
American Airlines Logo
4:26 pm - 11:46 amASE-GCM
17h 20m2 stops
American Airlines Logo
4:15 pm - 12:08 pmGCM-ASE
21h 53m2 stops
$599American Airlines
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Fri, Sep 12 - Mon, Sep 15
American Airlines Logo
4:49 pm - 12:50 pmASE-SJU
18h 01m2 stops
American Airlines Logo
7:05 pm - 11:42 amSJU-ASE
18h 37m2 stops
$645American Airlines
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Sat, Dec 6 - Wed, Dec 10
American Airlines Logo
2:16 pm - 12:05 pmASE-GCM
19h 49m2 stops
American Airlines Logo
1:40 pm - 10:15 amGCM-ASE
22h 35m2 stops
$704American Airlines
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Tue, Sep 2 - Tue, Sep 9
American Airlines Logo
12:16 pm - 12:50 pmASE-SJU
22h 34m2 stops
American Airlines Logo
1:40 pm - 9:54 amSJU-ASE
22h 14m2 stops
$712American Airlines
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Sat, Dec 6 - Wed, Dec 10
United Airlines Logo
8:30 am - 12:36 amASE-SJU
13h 06m2 stops
United Airlines Logo
8:30 am - 6:21 pmSJU-ASE
12h 51m2 stops
$722United Airlines
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Fri, Sep 12 - Sun, Sep 14
United Airlines Logo
1:15 pm - 12:00 pmASE-SJU
20h 45m2 stops
United Airlines Logo
1:05 am - 10:50 amSJU-ASE
11h 45m2 stops
$725United Airlines
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Fri, Sep 12 - Sun, Sep 14
United Airlines Logo
1:15 pm - 5:30 pmASE-SJU
26h 15m1 stop
United Airlines Logo
1:05 am - 10:50 amSJU-ASE
11h 45m2 stops
$732United Airlines
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Sat, Dec 6 - Wed, Dec 10
Delta Logo
1:50 pm - 12:37 pmASE-GCM
20h 47m1 stop
Delta Logo
2:02 pm - 11:32 amGCM-ASE
23h 30m1 stop
$2,051Delta
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Sat, Dec 6 - Wed, Dec 10
Delta Logo
1:50 pm - 12:37 pmASE-GCM
20h 47m1 stop
Delta Logo
2:02 pm - 11:32 amGCM-ASE
23h 30m1 stop
$2,992Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Aspen to Caribbean flights

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

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

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

If you are looking for a flight deal from Aspen to Caribbean, look for departures on Fridays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Caribbean, Monday is the cheapest day to fly and Friday is the most expensive.


Good to know

Cheapest flight$594
Flight from Aspen to George Town

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Aspen 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 Aspen to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Aspen to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen 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 Aspen 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 Aspen 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 Aspen 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 Aspen 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 $540 on average. Morning departures are around 10% 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 $588.

Reviews of the top airlines flying from Aspen to Caribbean

 
Need help choosing which airline to fly with from Aspen 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.
7.4
United AirlinesOverall score based on 8912 reviews
7.0Entertainment
7.3Comfort
7.7Boarding
6.6Food
8.1Crew
Airline reviews

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

2.0 MediocreNatalie, Jul 2025ASE - DEN
Read more United Airlines reviews

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

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 poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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