$209 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 2/23. 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

Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
7:56 am - 11:36 pm
ASE
-
SJU
13h 40m
2 stops
United Airlines Logo
6:40 am - 2:47 pm
SJU
-
ASE
10h 07m
1 stop
$476United Airlines
Mon, Mar 9 - Tue, Mar 17
American Airlines Logo
3:46 pm - 4:24 am
ASE
-
SJU
10h 38m
1 stop
American Airlines Logo
5:28 am - 2:52 pm
SJU
-
ASE
11h 24m
1 stop
$494American Airlines
Tue, Mar 10 - Wed, Mar 18
United Airlines Logo
7:56 am - 11:36 pm
ASE
-
SJU
13h 40m
2 stops
United Airlines Logo
6:40 am - 4:35 pm
SJU
-
ASE
11h 55m
2 stops
$533United Airlines
Thu, Mar 26 - Thu, Apr 2
United Airlines Logo
7:20 am - 3:30 pm
ASE
-
GCM
7h 10m
1 stop
United Airlines Logo
1:35 pm - 8:59 am
GCM
-
ASE
20h 24m
2 stops
$552United Airlines
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
10:12 am - 11:36 pm
ASE
-
SJU
11h 24m
2 stops
United Airlines Logo
6:40 am - 6:40 pm
SJU
-
ASE
14h 00m
2 stops
$590United Airlines
Mon, Mar 9 - Wed, Mar 18
United Airlines Logo
7:20 am - 8:26 pm
ASE
-
SJU
11h 06m
1 stop
United Airlines Logo
6:40 am - 2:47 pm
SJU
-
ASE
10h 07m
1 stop
$614United Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
4:36 pm - 1:35 pm
ASE
-
GCM
19h 59m
2 stops
American Airlines Logo
2:15 pm - 10:11 am
GCM
-
ASE
20h 56m
2 stops
$616American Airlines
Mon, Mar 9 - Wed, Mar 18
United Airlines Logo
5:16 pm - 11:49 am
ASE
-
SJU
16h 33m
2 stops
United Airlines Logo
6:40 am - 2:47 pm
SJU
-
ASE
10h 07m
1 stop
$626United Airlines
Thu, Mar 5 - Tue, Mar 17
American Airlines Logo
11:51 am - 5:24 am
ASE
-
SJU
14h 33m
1 stop
American Airlines Logo
5:28 am - 2:52 pm
SJU
-
ASE
11h 24m
1 stop
$627American Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
4:36 pm - 2:25 pm
ASE
-
GCM
20h 49m
1 stop
American Airlines Logo
4:00 pm - 12:09 pm
GCM
-
ASE
21h 09m
1 stop
$633American 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 ($476) and American Airlines ($494).

Good to know

Cheapest flight$209
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 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 9164 reviews
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

2.0 MediocreSid, Dec 2025
DEN - BZN
Read more United Airlines reviews

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Flight was late - I was downgraded from first class to coach

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

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.

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Little warm on the plane and delayed for an hour

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

Bags took over and hour to come out. Delays due to wind caused rebooking.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports