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Caribbean Islands

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

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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
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Cheap flight deals from Aspen to Caribbean Islands

Keep the following information in mind while searching for Aspen to Caribbean Islands flight deals. Data was last updated January 6, 2026.

Round-trip from

$366
(American Airlines)

One-way from

$183
(American Airlines)
From Aspen Pitkin County to Caribbean Islands
Search Deals
One-way flight from Aspen Pitkin County to Caribbean Islands
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Find flight deals from Aspen to Caribbean Islands

Cheapest flights from Aspen to Caribbean Islands
Explore the most affordable flight options available from Aspen to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 6, 2026.

This American Airlines deal was found by Cheapflights users on 1/5. 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 2/37:30 amASE - SJU
1 stop11h 56mAmerican Airlines
Wed 2/118:20 amSJU - ASE
2 stops13h 54mAmerican Airlines
Deal found 1/5$366
This American Airlines deal was found by Cheapflights users on 1/6. 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.
Wed 3/412:19 pmASE - SJU
2 stops14h 05mAmerican Airlines
Sat 3/143:00 pmSJU - ASE
1 stop20h 29mAmerican Airlines
Deal found 1/6$597
This United Airlines deal was found by Cheapflights users on 1/5. 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 10/275:00 pmASE - GCM
2 stops21h 30mUnited Airlines
Thu 10/294:45 pmGCM - ASE
2 stops19h 06mUnited Airlines
Deal found 1/5$606

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Caribbean Islands 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 January 6, 2026.
Use the filters below to find and compare flights from Aspen to Caribbean Islands that are best for you.

Fly from

Aspen

Fly to

Caribbean Islands

Route

Depart

Return

Price

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Fri 2/20

7:00 am-11:31 pm

1 stop13h 31m

San Juan Luis Munoz Marin Intl

Mon 2/23

6:33 am-2:52 pm

1 stop11h 19m

$366

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Tue 2/3

7:30 am-10:26 pm

1 stop11h 56m

San Juan Luis Munoz Marin Intl

Wed 2/11

8:20 am-7:14 pm

2 stops13h 54m

$366

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Wed 3/4

3:46 pm-5:24 am

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Sat 3/14

3:00 pm-9:29 am

1 stop20h 29m

$597

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Wed 1/28

2:49 pm-10:48 am

2 stops16h 59m

$183

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

7:24 pm-12:08 pm

2 stops14h 44m

$288

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 3/28

5:00 pm-5:11 am

1 stop10h 11m

$311

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Wed 1/28

3:00 pm-10:22 pm

3 stops28h 22m

$478

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sun 2/22

7:24 pm-12:08 pm

2 stops14h 44m

$596

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 2/23

12:19 pm-4:25 pm

3 stops26h 06m

$889

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Best time to book a flight from Aspen to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated January 6, 2026.
See what other customers who have flown with American Airlines from Aspen to Caribbean Islands have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,083 reviews

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,083 reviews
American Airlines
7.2
Good
11,083 reviews

Entertainment

6.9

Food

6.4

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Aspen to Caribbean Islands. 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 Islands?

    Aspen Pitkin County (ASE) is the airport you will fly out of if you book a flight from Aspen to Caribbean Islands. 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 Islands?

    There are many flights that can get you from Aspen to Caribbean Islands in 13h 31m. Fly via American Airlines to get the fastest option. The distance between Aspen and Caribbean Islands is about 2824 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Aspen to Caribbean Islands 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 Islands

Discover the top 2 airlines that operate flights from Aspen to Caribbean Islands. 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$345Average$690FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$476Average$657FlexibilityNo cancel feeOn-time69%

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