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$183+ Cheap flights from Aspen (ASE) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap flight deals from Aspen to Caribbean

Best flights from Aspen to Caribbean
Discover carefully curated flight deals from Aspen to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 26, 2025.

This United Airlines deal was found by Cheapflights users on 12/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:19 pmASE - GCM
2 stops17h 11mUnited Airlines
Wed 4/11:35 pmGCM - ASE
2 stops21h 29mUnited Airlines
Deal found 12/23$605
This United Airlines deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/275:02 pmASE - GCM
2 stops18h 13mUnited Airlines
Thu 1/292:25 pmGCM - ASE
2 stops22h 39mUnited Airlines
Deal found 12/25$605
This United Airlines deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/144:59 pmASE - SJU
2 stops10h 12mUnited Airlines
Wed 2/187:40 amSJU - ASE
2 stops13h 59mUnited Airlines
Deal found 12/24$676

Find flight deals from Aspen to Caribbean

Keep the following information in mind while searching for Aspen to Caribbean flight deals. Data was last updated December 26, 2025.

Round-trip from

$605
(United Airlines)

One-way from

$183
(United Airlines)
From Aspen Pitkin County to Caribbean
Search Deals
One-way flight from Aspen Pitkin County to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 26, 2025.
Use the filters below to find and compare flights from Aspen to Caribbean that are best for you.

Fly from

Aspen

Fly to

Caribbean

Route

Depart

Return

Price

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 3/30

6:19 pm-12:30 pm

2 stops17h 11m

George Town Owen Roberts Intl

Wed 4/1

1:35 pm-10:04 am

2 stops21h 29m

$605

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Tue 1/27

5:02 pm-1:15 pm

2 stops18h 13m

George Town Owen Roberts Intl

Thu 1/29

2:25 pm-11:04 am

2 stops22h 39m

$605

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 2/14

4:59 pm-6:11 am

2 stops10h 12m

San Juan Luis Munoz Marin Intl

Wed 2/18

7:40 am-6:39 pm

2 stops13h 59m

$676

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Thu 1/29

7:00 am-6:25 pm

1 stop8h 25m

$183

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

6:57 pm-12:03 pm

2 stops15h 06m

$243

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

6:57 pm-12:05 pm

2 stops39h 08m

$553

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Thu 1/29

11:43 am-11:33 pm

3 stops56h 50m

$600

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

12:19 pm-4:25 pm

3 stops26h 06m

$857

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Best time to book a flight from Aspen to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Aspen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aspen to Caribbean
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated December 26, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Aspen to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,115 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,115 reviews
United Airlines
7.4
Good
9,115 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,061 reviews
United Airlines
7.4
Good
9,115 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

Find useful and relevant information for your journey from Aspen to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Aspen to Caribbean?

    Aspen Pitkin County (ASE) is the airport you will fly out of if you book a flight from Aspen to Caribbean. It is only a 3.5 mi journey to Pitkin County (ASE) from Aspen’s city center.

  • How long is the flight from Aspen to Caribbean?

    For as low as $605, United Airlines can have you in Caribbean from Aspen in 17h 11m. The distance between Aspen and Caribbean is about 2049 mi.

  • Can I find deals for flights from Aspen to Caribbean that include hotel bookings?

    Yes. In addition to deals on Aspen to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aspen to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aspen to Caribbean.

  • Can I find deals for business class flights from Aspen to Caribbean?

    Yes. Cheapflights offers flight deals from Aspen to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from Aspen to Caribbean

Discover the top 2 airlines that operate flights from Aspen to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$345Average$690FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$476Average$657FlexibilityNo cancel feeOn-time69%

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