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$361+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Aspen to Caribbean

Keep the following information in mind while searching for Aspen to Caribbean flight deals. Data was last updated September 17, 2025.

Round-trip from

$604
(United Airlines)

One-way from

$361
(American Airlines)
From Aspen Pitkin County to Caribbean
Search Deals
One-way flight from Aspen Pitkin County to Caribbean
Search Deals

Find flight deals from Aspen to Caribbean

Cheapest flights from Aspen to Caribbean
Explore the most affordable flight options available from Aspen to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/16. 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 12/63:35 pmASE - GCM
2 stops19h 40mUnited Airlines
Wed 12/105:45 pmGCM - ASE
2 stops17h 16mUnited Airlines
Deal found 9/16$604
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/69:00 amASE - SJU
1 stop9h 00mUnited Airlines
Tue 12/92:05 amSJU - ASE
2 stops15h 21mUnited Airlines
Deal found 9/16$642
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:25 pmASE - SJU
2 stops20h 34mAmerican Airlines
Wed 12/106:00 amSJU - ASE
2 stops16h 34mAmerican Airlines
Deal found 9/16$664
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/85:12 pmASE - GCM
2 stops21h 18mUnited Airlines
Mon 12/155:45 pmGCM - ASE
1 stop22h 16mUnited Airlines
Deal found 9/16$911
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/61:05 pmASE - GCM
1 stop21h 30mDelta
Wed 12/101:50 pmGCM - ASE
1 stop23h 45mDelta
Deal found 9/16$2,631
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/61:05 pmASE - GCM
1 stop21h 30mDelta
Tue 12/91:55 pmGCM - ASE
1 stop23h 40mDelta
Deal found 9/14$2,640

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 September 17, 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

Sat 12/6

3:35 pm-1:15 pm

2 stops19h 40m

George Town Owen Roberts Intl

Wed 12/10

5:45 pm-9:01 am

2 stops17h 16m

$604

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

5:12 pm-4:30 pm

2 stops21h 18m

George Town Owen Roberts Intl

Tue 12/9

5:45 pm-9:01 am

2 stops17h 16m

$604

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 12/8

6:30 pm-4:30 pm

2 stops20h 00m

George Town Owen Roberts Intl

Mon 12/15

5:45 pm-9:01 am

2 stops17h 16m

$604

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 12/6

9:00 am-9:00 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:05 am-2:26 pm

2 stops15h 21m

$642

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 12/6

12:25 pm-11:59 am

2 stops20h 34m

San Juan Luis Munoz Marin Intl

Wed 12/10

6:00 am-7:34 pm

2 stops16h 34m

$664

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:05 pm-12:35 pm

1 stop21h 30m

George Town Owen Roberts Intl

Wed 12/10

1:50 pm-11:35 am

1 stop23h 45m

$2,631

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:05 pm-12:35 pm

1 stop21h 30m

George Town Owen Roberts Intl

Tue 12/9

1:55 pm-11:35 am

1 stop23h 40m

$2,640

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

7:00 pm-11:55 am

2 stops14h 55m

$361

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

12:55 pm-12:56 pm

1 stop22h 01m

$548

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

12:11 pm-5:20 pm

3 stops27h 09m

$970

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 17, 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
8,926 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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 $604, United Airlines can have you in Caribbean from Aspen in 19h 40m. The distance between Aspen and Caribbean is about 2049 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

  • What is the cheapest month to book a flight from Aspen to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Aspen to Caribbean (average of $254). Flying from Aspen to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Aspen to Caribbean

Discover the top airline 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$336Average$534FlexibilityNo cancel feeOn-time69%

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