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$704+ Cheap flights from Aspen (ASE) to Caribbean

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
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 julio 30, 2025.

Round-trip from

$704
(American Airlines)
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 julio 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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. 12/64:26 pmASE - GCM
2 stops19h 29mAmerican Airlines
mié. 12/104:15 pmGCM - ASE
2 stops20h 00mAmerican Airlines
Deal found 7/29$704
This United Airlines deal was found by Cheapflights users on 7/28. 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. 12/68:30 amASE - SJU
2 stops13h 06mUnited Airlines
mar. 12/92:05 amSJU - ASE
2 stops14h 56mUnited Airlines
Deal found 7/28$722
This American Airlines deal was found by Cheapflights users on 7/29. 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. 12/62:16 pmASE - SJU
2 stops18h 49mAmerican Airlines
mié. 12/106:20 pmSJU - ASE
2 stops18h 55mAmerican Airlines
Deal found 7/29$745
This Delta deal was found by Cheapflights users on 7/27. 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 7/27$1,760

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 julio 30, 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

sáb. 12/6

4:26 pm-1:55 pm

2 stops19h 29m

George Town Owen Roberts Intl

mié. 12/10

4:15 pm-10:15 am

2 stops20h 00m

$704

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

sáb. 12/6

8:30 am-12:36 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

mar. 12/9

2:05 am-2:01 pm

2 stops14h 56m

$722

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

sáb. 12/6

2:16 pm-12:05 pm

2 stops18h 49m

San Juan Luis Munoz Marin Intl

mié. 12/10

6:20 pm-10:15 am

2 stops18h 55m

$745

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

$1,760

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

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.

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 julio 30, 2025.
Peruse reviews from past customers who have flown with Delta, 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.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$336Average$534FlexibilityNo cancel feeOn-time69%

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