How does KAYAK find such low prices on flights from Aspen 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 Aspen to Caribbean Islands. Visit our flight page for the latest deals!>/a>

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Aspen 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 Aspen to Caribbean Islands with an airline and back with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Aspen 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 Aspen to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

Which airlines provide the cheapest flights from Aspen to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Aspen to Caribbean Islands were found on United Airlines ($610) and American Airlines ($905).

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

The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $588.

$610 CHEAP FLIGHTS from Aspen to Caribbean Islands

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George Town2 stops$649

Cheap Flights from Aspen to Caribbean Islands

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Aspen 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.

Round-trip

Recent round-trip flight deals from Aspen to Caribbean Islands

Sat, Dec 6 - Wed, Dec 10

8:30 am - 12:36 amASE-SJU

13h 06m2 stops

2:25 pm - 8:18 pmSJU-ASE

8h 53m1 stop

$610United Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

1:42 pm - 1:15 pmASE-GCM

21h 33m2 stops

5:45 pm - 2:26 pmGCM-ASE

22h 41m2 stops

$649United Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

5:12 pm - 1:15 pmASE-GCM

18h 03m2 stops

5:45 pm - 2:26 pmGCM-ASE

22h 41m2 stops

$669United Airlines

Find Deal

Sat, Dec 6 - Tue, Dec 9

9:52 am - 12:36 amASE-SJU

11h 44m2 stops

2:05 am - 2:26 pmSJU-ASE

15h 21m2 stops

$699United Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

8:30 am - 10:22 pmASE-SJU

10h 52m2 stops

2:25 pm - 8:18 pmSJU-ASE

8h 53m1 stop

$722United Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

9:52 am - 12:36 amASE-SJU

11h 44m2 stops

7:45 am - 2:01 pmSJU-ASE

9h 16m1 stop

$729United Airlines

Find Deal

Sat, Nov 22 - Sat, Nov 29

2:24 pm - 12:10 pmASE-SJU

18h 46m2 stops

8:14 am - 2:04 pmSJU-ASE

8h 50m1 stop

$905American Airlines

Find Deal

Sat, Nov 22 - Sat, Nov 29

2:24 pm - 5:05 amASE-SJU

11h 41m1 stop

8:14 am - 2:04 pmSJU-ASE

8h 50m1 stop

$1,025American Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

1:50 pm - 12:37 pmASE-GCM

20h 47m1 stop

2:02 pm - 11:32 amGCM-ASE

23h 30m1 stop

$2,029Delta

Find Deal

Sat, Dec 6 - Wed, Dec 10

1:50 pm - 12:37 pmASE-GCM

20h 47m1 stop

2:02 pm - 11:32 amGCM-ASE

23h 30m1 stop

$2,140Delta

Find Deal

Useful Info

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

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

Prices

Airlines

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

No, with an average price for the route of $725, prices are generally cheapest when you fly direct.

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

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Aspen to Caribbean Islands. For your return ticket, we recommend flying on a Monday and avoiding Fridays for the best deals.

Find deals

Cheapest flight	$610

Flight from Aspen to San Juan

How does KAYAK find such low prices on flights from Aspen 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 Aspen to Caribbean Islands.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Aspen to Caribbean Islands?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen 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 Aspen 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 Aspen 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 Aspen 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 Aspen to Caribbean Islands 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 Islands?
The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $588.

Reviews of the top airline flying from Aspen to Caribbean Islands

Need help choosing which airline to fly with from Aspen 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.

7.2

American AirlinesOverall score based on 10000 reviews

8.0Crew

7.2Comfort

6.5Food

7.5Boarding

6.9Entertainment

Airline reviews

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

6.0 GoodSonia, Jul 2025CLT - LGA

Read more American Airlines reviews

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

Flight was delayed again and again ultimately almost three hours getting us to our location at close to midnight by the time we got in and out of airport to destination. I had taken time off work to enjoy an evening at destination and that was now wasted

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Everything you need to know for your flight to Caribbean Islands

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Popular routes

Information on your arrival and departure airports

Aspen (ASE)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$610 Find Cheap Flights from Aspen to Caribbean Islands

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

Best Caribbean Islands Flight Deals from Aspen

Cheap Flights from Aspen to Caribbean Islands

Recent round-trip flight deals from Aspen to Caribbean Islands

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

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

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

No, with an average price for the route of $725, prices are generally cheapest when you fly direct.

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

Which airlines provide the cheapest flights from Aspen to Caribbean Islands?

In the past 3 days, the cheapest round-trip tickets from Aspen to Caribbean Islands were found on United Airlines ($610) and American Airlines ($905).

Good to know

FAQs - booking Caribbean Islands flights

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

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen 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 Aspen 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 Aspen 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 Aspen 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 Aspen to Caribbean Islands 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 Islands?

Reviews of the top airline flying from Aspen to Caribbean Islands

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Cabin class types available on flights to Aspen

Complete your trip to Caribbean Islands with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Aspen

Flights from Aspen to popular cities in Caribbean Islands