$218 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 5/23. 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

Wed, Mar 11 - Tue, Mar 17
United Airlines Logo
7:20 am - 8:26 pm
ASE
-
SJU
11h 06m
1 stop
United Airlines Logo
7:30 am - 5:58 pm
SJU
-
ASE
12h 28m
1 stop
$518United Airlines
Sat, May 30 - Thu, Jun 4
United Airlines Logo
2:22 pm - 5:29 am
ASE
-
SJU
13h 07m
2 stops
United Airlines Logo
1:00 am - 10:51 am
SJU
-
ASE
11h 51m
2 stops
$524United Airlines
Sat, May 23 - Mon, Jun 1
United Airlines Logo
5:10 pm - 12:30 pm
ASE
-
GCM
18h 20m
2 stops
United Airlines Logo
1:35 pm - 8:46 am
GCM
-
ASE
20h 11m
2 stops
$546United Airlines
Wed, Mar 11 - Tue, Mar 17
United Airlines Logo
7:56 am - 9:22 pm
ASE
-
SJU
11h 26m
2 stops
United Airlines Logo
7:30 am - 5:40 pm
SJU
-
ASE
12h 10m
2 stops
$550United Airlines
Sat, May 30 - Thu, Jun 4
United Airlines Logo
9:00 am - 8:34 pm
ASE
-
SJU
9h 34m
1 stop
United Airlines Logo
1:00 am - 10:51 am
SJU
-
ASE
11h 51m
2 stops
$552United Airlines
Sat, May 30 - Wed, Jun 3
United Airlines Logo
2:22 pm - 5:29 am
ASE
-
SJU
13h 07m
2 stops
United Airlines Logo
1:00 am - 10:51 am
SJU
-
ASE
11h 51m
2 stops
$576United Airlines
Thu, May 28 - Thu, Jun 4
United Airlines Logo
1:22 pm - 5:29 am
ASE
-
SJU
14h 07m
2 stops
United Airlines Logo
1:00 am - 10:51 am
SJU
-
ASE
11h 51m
2 stops
$604United Airlines
Fri, May 29 - Thu, Jun 4
United Airlines Logo
1:22 pm - 5:29 am
ASE
-
SJU
14h 07m
2 stops
United Airlines Logo
1:00 am - 10:51 am
SJU
-
ASE
11h 51m
2 stops
$608United Airlines
Sat, Mar 28 - Wed, Apr 1
American Airlines Logo
3:50 pm - 5:28 am
ASE
-
SJU
11h 38m
1 stop
American Airlines Logo
1:30 am - 10:11 am
SJU
-
ASE
10h 41m
1 stop
$654American Airlines
Sat, May 23 - Mon, Jun 1
American Airlines Logo
7:36 am - 1:37 pm
ASE
-
GCM
29h 01m
1 stop
American Airlines Logo
2:45 pm - 12:21 pm
GCM
-
ASE
22h 36m
1 stop
$1,032American Airlines
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.

Which airlines provide the cheapest flights from Aspen to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Aspen to Caribbean were found on United Airlines ($518) and American Airlines ($1,032).

Good to know

Cheapest flight$218
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.

Reviews of the top airline 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.
7.1
American AirlinesOverall score based on 11369 reviews
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
6.9Entertainment
Airline reviews

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

6.0 GoodIrene, Mar 2026
ORD - SDF
Read more American Airlines reviews

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports