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Caribbean Islands

$490+ Cheap flights from Aspen (ASE) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
ago. 25 — sep. 11
lun. 8/25
lun. 9/1
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 agosto 20, 2025.

Round-trip from

$490
(American Airlines)
From Aspen Pitkin County to Caribbean Islands
Search Deals

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 agosto 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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.
sáb. 9/204:49 pmASE - SJU
2 stops16h 22mAmerican Airlines
sáb. 9/271:40 pmSJU - ASE
2 stops22h 15mAmerican Airlines
Deal found 8/19$490
This United Airlines deal was found by Cheapflights users on 8/19. 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.
sáb. 9/208:45 amASE - SJU
2 stops13h 12mUnited Airlines
vie. 9/261:05 amSJU - ASE
2 stops12h 21mUnited Airlines
Deal found 8/19$565
This American Airlines deal was found by Cheapflights users on 8/18. 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.
lun. 12/82:16 pmASE - GCM
2 stops19h 30mAmerican Airlines
lun. 12/151:40 pmGCM - ASE
2 stops22h 35mAmerican Airlines
Deal found 8/18$594
This United Airlines deal was found by Cheapflights users on 8/19. 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.
sáb. 12/63:35 pmASE - GCM
2 stops19h 40mUnited Airlines
mié. 12/105:45 pmGCM - ASE
2 stops17h 16mUnited Airlines
Deal found 8/19$604
This American Airlines deal was found by Cheapflights users on 8/18. 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.
dom. 12/144:26 pmASE - GCM
2 stops19h 29mAmerican Airlines
sáb. 12/202:00 pmGCM - ASE
1 stop22h 18mAmerican Airlines
Deal found 8/18$727
This American Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 12/612:21 pmASE - SJU
2 stops20h 44mAmerican Airlines
mié. 12/106:20 pmSJU - ASE
2 stops20h 48mAmerican Airlines
Deal found 8/18$745
This United Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 12/612:40 pmASE - SJU
1 stop29h 20mUnited Airlines
mié. 12/108:30 amSJU - ASE
2 stops12h 51mUnited Airlines
Deal found 8/18$746
This United Airlines deal was found by Cheapflights users on 8/18. 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.
lun. 12/86:30 pmASE - GCM
2 stops20h 00mUnited Airlines
lun. 12/155:45 pmGCM - ASE
1 stop22h 16mUnited Airlines
Deal found 8/18$912
This American Airlines deal was found by Cheapflights users on 8/20. 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.
dom. 11/237:34 amASE - GCM
2 stops26h 24mAmerican Airlines
sáb. 11/294:10 pmGCM - ASE
2 stops21h 32mAmerican Airlines
Deal found 8/20$1,022
This Delta deal was found by Cheapflights users on 8/18. 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.
sáb. 12/61:50 pmASE - GCM
1 stop20h 47mDelta
mié. 12/102:02 pmGCM - ASE
1 stop23h 30mDelta
Deal found 8/18$1,898
This United Airlines deal was found by Cheapflights users on 8/18. 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.
dom. 12/141:35 pmASE - GCM
1 stop24h 55mUnited Airlines
sáb. 12/202:50 pmGCM - ASE
1 stop22h 32mUnited Airlines
Deal found 8/18$7,751

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 agosto 20, 2025.
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

sáb. 9/20

4:49 pm-11:11 am

2 stops16h 22m

San Juan Luis Munoz Marin Intl

sáb. 9/27

1:40 pm-9:55 am

2 stops22h 15m

$490

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

sáb. 9/20

8:45 am-11:57 pm

2 stops13h 12m

San Juan Luis Munoz Marin Intl

sáb. 9/27

2:00 pm-8:04 pm

1 stop8h 04m

$565

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

lun. 12/8

2:16 pm-11:46 am

2 stops19h 30m

George Town Owen Roberts Intl

lun. 12/15

1:40 pm-10:15 am

2 stops22h 35m

$594

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

dom. 12/14

4:26 pm-11:46 am

2 stops17h 20m

George Town Owen Roberts Intl

sáb. 12/20

4:15 pm-10:14 am

2 stops19h 59m

$594

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

sáb. 12/6

3:35 pm-1:15 pm

2 stops19h 40m

George Town Owen Roberts Intl

mié. 12/10

5:45 pm-9:01 am

2 stops17h 16m

$604

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

sáb. 12/6

4:26 pm-12:05 pm

2 stops16h 39m

San Juan Luis Munoz Marin Intl

mié. 12/10

4:50 pm-12:08 pm

2 stops22h 18m

$745

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

sáb. 12/6

12:40 pm-9:00 pm

1 stop29h 20m

San Juan Luis Munoz Marin Intl

mié. 12/10

8:30 am-5:49 pm

2 stops12h 19m

$746

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

lun. 12/8

6:30 pm-4:30 pm

2 stops20h 00m

George Town Owen Roberts Intl

lun. 12/15

5:45 pm-2:01 pm

1 stop22h 16m

$912

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

dom. 11/23

7:34 am-11:58 am

2 stops26h 24m

George Town Owen Roberts Intl

sáb. 11/29

4:10 pm-11:42 am

2 stops21h 32m

$1,022

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

sáb. 12/6

1:50 pm-12:37 pm

1 stop20h 47m

George Town Owen Roberts Intl

mié. 12/10

2:02 pm-11:32 am

1 stop23h 30m

$1,898

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

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 agosto 20, 2025.
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
10,000 reviews

Comfort

7.2

Food

6.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Food

6.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 12m. Fly via American Airlines or United Airlines to get the fastest option. The distance between Aspen and Caribbean Islands is about 2824 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Aspen to Caribbean Islands (average of $254). Flying from Aspen to Caribbean Islands 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 Islands

Discover the top airline 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 agosto 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$336Average$534FlexibilityNo cancel feeOn-time69%

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