$254 Find Cheap Flights from Aspen 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 Aspen to Caribbean departing on 12/28. 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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Flight Deals

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

Tue, Jan 27 - Thu, Jan 29
American Airlines Logo
12:12 pm - 10:48 amASE-SJU
19h 36m2 stops
American Airlines Logo
7:12 pm - 2:18 pmSJU-ASE
22h 06m2 stops
$473American Airlines
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Tue, Jan 27 - Thu, Jan 29
American Airlines Logo
10:52 am - 10:26 pmASE-SJU
8h 34m1 stop
American Airlines Logo
7:07 am - 4:28 pmSJU-ASE
12h 21m1 stop
$609American Airlines
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Thu, Apr 16 - Mon, Jun 29
American Airlines Logo
12:29 pm - 1:00 pmASE-GCM
23h 31m2 stops
American Airlines Logo
3:15 pm - 9:50 amGCM-ASE
19h 35m2 stops
$661American Airlines
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Tue, Jan 27 - Thu, Jan 29
United Airlines Logo
7:15 am - 9:26 pmASE-SJU
11h 11m1 stop
United Airlines Logo
3:46 pm - 8:59 amSJU-ASE
20h 13m2 stops
$662United Airlines
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Tue, Jan 27 - Thu, Jan 29
United Airlines Logo
7:15 am - 9:26 pmASE-SJU
11h 11m1 stop
United Airlines Logo
2:25 pm - 11:04 amSJU-ASE
23h 39m1 stop
$669United Airlines
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Thu, Apr 16 - Mon, Jun 29
American Airlines Logo
12:29 pm - 1:00 pmASE-GCM
23h 31m2 stops
American Airlines Logo
3:40 pm - 9:50 amGCM-ASE
19h 10m1 stop
$672American Airlines
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Mon, Dec 8 - Fri, Dec 12
United Airlines Logo
7:28 am - 10:22 pmASE-SJU
11h 54m2 stops
United Airlines Logo
8:30 am - 6:21 pmSJU-ASE
12h 51m2 stops
$722United Airlines
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Sun, Feb 8 - Wed, Feb 11
American Airlines Logo
2:49 pm - 11:50 amASE-GCM
19h 01m2 stops
American Airlines Logo
3:45 pm - 11:45 amGCM-ASE
22h 00m2 stops
$750American Airlines
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Sun, Feb 8 - Wed, Feb 11
American Airlines Logo
7:44 pm - 11:50 amASE-GCM
14h 06m2 stops
American Airlines Logo
3:30 pm - 10:03 amGCM-ASE
20h 33m1 stop
$764American Airlines
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Sun, Feb 8 - Wed, Feb 11
Delta Logo
1:33 pm - 12:40 pmASE-GCM
21h 07m1 stop
Delta Logo
2:05 pm - 11:43 amGCM-ASE
23h 38m1 stop
$3,223Delta
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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$254
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 9036 reviews
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

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

10.0 ExcellentBen, Oct 2025DEN - PVR
Read more United Airlines reviews

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.

Terrible. They wouldn't allow me on my flight on the 14th..

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.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports