HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$594+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Aspen to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 12, 2025.

Round-trip from

$594
(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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
Mon 12/812:21 pmASE - GCM
2 stops21h 44mAmerican Airlines
Mon 12/154:15 pmGCM - ASE
2 stops20h 00mAmerican Airlines
Deal found 6/12$594
This United Airlines deal was found by Cheapflights users on 6/10. 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 12/81:30 pmASE - GCM
1 stop24h 55mUnited Airlines
Mon 12/155:35 pmGCM - ASE
2 stops17h 16mUnited Airlines
Deal found 6/10$1,054

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 June 12, 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

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 12/8

12:21 pm-12:05 pm

2 stops21h 44m

George Town Owen Roberts Intl

Mon 12/15

4:15 pm-10:15 am

2 stops20h 00m

$594

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Mon 12/8

1:30 pm-4:25 pm

1 stop24h 55m

George Town Owen Roberts Intl

Mon 12/15

5:35 pm-8:51 am

2 stops17h 16m

$1,054

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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

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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 12, 2025.
United Airlines
7.4
Good
8,790 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,790 reviews

Crew

8.1

Overall

7.4

Food

6.6

Comfort

7.3

Entertainment

7.0

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Aspen to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Denver to Las Vegas flights
Denver to Seattle flights
Denver to LaGuardia flights
Denver to O'Hare Intl flights
Denver to John F Kennedy Intl flights
Denver to Los Angeles flights
Denver to Orlando flights
Denver to Newark flights
Denver to Cancún flights
Denver to Boston flights
Denver to Dallas/Fort Worth flights
Denver to San Francisco flights
Denver to Miami flights
Denver to San Diego flights
Denver to Honolulu flights
Denver to Philadelphia flights
Denver to Baltimore flights
Denver to Minneapolis flights
Denver to Hobby flights
Denver to Vancouver Intl flights
Denver to Portland flights
Denver to Detroit flights
Denver to Reagan-National flights
Denver to Dulles Intl flights
Denver to Tampa flights
Denver to New Orleans flights
Denver to Ontario flights
Denver to Sky Harbor Intl flights
Denver to Kahului flights
Denver to Santa Ana flights
Denver to Atlanta flights
Denver to George Bush Intcntl flights
Denver to Midway flights
Denver to Fort Lauderdale flights
Denver to Portland flights
Denver to Charlotte flights
Denver to Milwaukee flights
Denver to Grand Rapids flights
Denver to Raleigh flights
Denver to San José del Cabo flights
Denver to Lihue flights
Denver to St. Louis flights
Denver to Cozumel flights
Denver to Nashville flights
Denver to Cleveland flights
Denver to Austin flights
Denver to Anchorage flights
Denver to Traverse City flights
Denver to Sacramento flights
Denver to Madison flights

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$336Average$534FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.