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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
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This United Airlines deal was found by Cheapflights users on 10/31. 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 12/69:52 amASE - SJU
2 stops11h 44mUnited Airlines
Wed 12/108:30 amSJU - ASE
2 stops12h 19mUnited Airlines
Deal found 10/31$455
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/2$605
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/45:12 pmASE - GCM
2 stops21h 18mUnited Airlines
Mon 11/105:45 pmGCM - ASE
2 stops22h 51mUnited Airlines
Deal found 11/3$741
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 11/257:34 amASE - SJU
2 stops23h 36mAmerican Airlines
Mon 12/16:42 pmSJU - ASE
2 stops20h 00mAmerican Airlines
Deal found 11/3$844
This Delta deal was found by Cheapflights users on 11/1. 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 12/61:20 pmASE - GCM
1 stop21h 15mDelta
Wed 12/101:50 pmGCM - ASE
1 stop23h 47mDelta
Deal found 11/1$3,371

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 November 3, 2025.

Round-trip from

$455
(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

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 November 3, 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

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 12/6

9:52 am-12:36 am

2 stops11h 44m

San Juan Luis Munoz Marin Intl

Wed 12/10

8:30 am-5:49 pm

2 stops12h 19m

$455

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

11:39 am-1:15 pm

2 stops23h 36m

George Town Owen Roberts Intl

Wed 12/10

5:45 pm-9:01 am

2 stops17h 16m

$605

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:20 pm-12:35 pm

1 stop21h 15m

George Town Owen Roberts Intl

Wed 12/10

1:50 pm-11:37 am

1 stop23h 47m

$3,371

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

7:22 pm-12:04 pm

2 stops14h 42m

$361

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 12/28

7:18 am-4:00 pm

1 stop6h 42m

$602

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

7:22 pm-2:00 pm

3 stops40h 38m

$714

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

2:05 pm-1:44 pm

3 stops21h 39m

$1,171

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Fri 1/30

5:02 pm-9:26 pm

2 stops25h 24m

$1,297

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Thu 1/29

7:00 am-1:17 pm

2 stops27h 17m

$1,470

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

2:56 pm-12:35 pm

1 stop19h 39m

$1,661

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 November 3, 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
8,997 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,038 reviews
United Airlines
7.4
Good
8,997 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 $455, United Airlines can have you in Caribbean from Aspen in 11h 44m. The distance between Aspen and Caribbean is about 2824 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.

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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$336Average$588FlexibilityNo cancel feeOn-time69%

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