$486 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 11/9. 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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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

Mon, Nov 9 - Wed, Nov 11
United Airlines Logo
7:00 am - 6:25 pm
ASE
-
SJU
8h 25m
1 stop
United Airlines Logo
2:25 pm - 8:06 pm
SJU
-
ASE
8h 41m
1 stop
$486United Airlines
Sat, Jun 27 - Mon, Jul 6
American Airlines Logo
7:36 am - 4:25 am
ASE
-
SJU
18h 49m
1 stop
American Airlines Logo
7:14 pm - 10:01 am
SJU
-
ASE
16h 47m
2 stops
$594American Airlines
Mon, Nov 9 - Wed, Nov 11
United Airlines Logo
8:30 am - 10:22 pm
ASE
-
SJU
10h 52m
2 stops
United Airlines Logo
8:30 am - 6:26 pm
SJU
-
ASE
12h 56m
2 stops
$621United Airlines
Sat, Jun 27 - Sun, Jul 5
American Airlines Logo
7:36 am - 11:39 pm
ASE
-
SJU
14h 03m
1 stop
American Airlines Logo
12:58 am - 10:01 am
SJU
-
ASE
11h 03m
1 stop
$634American Airlines
Sat, Jun 27 - Mon, Jul 6
American Airlines Logo
5:51 pm - 9:39 am
ASE
-
SJU
13h 48m
2 stops
American Airlines Logo
7:14 pm - 10:01 am
SJU
-
ASE
16h 47m
2 stops
$690American 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.

How long does a flight from Aspen to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest route to Caribbean from Aspen is to San Juan, which takes 8h 25m.

Find deals

Good to know

Cheapest flight$486
Flight from Aspen to San Juan

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 11639 reviews
7.5Boarding
7.2Comfort
6.4Food
6.9Entertainment
7.9Crew
Airline reviews

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

2.0 MediocrePaul, Jun 2026
AMA - DFW
Read more American Airlines reviews

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Aspen (ASE)