Cheap flights from Aspen to Caribbean Islands from $361

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aspen to Caribbean Islands departing on 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

American Airlines Logo
7:33 am - 1:30 pmASE-SJU
26h 57m2 stops
American Airlines Logo
6:00 am - 7:34 pmSJU-ASE
16h 34m2 stops
$596American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
United Airlines Logo
11:39 am - 1:15 pmASE-GCM
23h 36m2 stops
United Airlines Logo
5:45 pm - 9:01 amGCM-ASE
17h 16m2 stops
$604United Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
United Airlines Logo
1:42 pm - 1:15 pmASE-GCM
21h 33m2 stops
United Airlines Logo
5:45 pm - 9:01 amGCM-ASE
41h 16m2 stops
$622United Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
United Airlines Logo
9:00 am - 9:00 pmASE-SJU
9h 00m1 stop
United Airlines Logo
2:25 pm - 8:18 pmSJU-ASE
8h 53m1 stop
$622United Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
United Airlines Logo
9:00 am - 9:00 pmASE-SJU
9h 00m1 stop
United Airlines Logo
8:30 am - 6:21 pmSJU-ASE
12h 51m2 stops
$649United Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
12:25 pm - 11:59 amASE-SJU
20h 34m2 stops
American Airlines Logo
6:00 am - 7:34 pmSJU-ASE
16h 34m2 stops
$668American Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 10
United Airlines Logo
5:12 pm - 1:17 pmASE-SJU
17h 05m2 stops
United Airlines Logo
2:25 pm - 8:18 pmSJU-ASE
8h 53m1 stop
$705United Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
American Airlines Logo
12:16 pm - 11:11 amASE-SJU
20h 55m2 stops
American Airlines Logo
7:05 pm - 4:10 pmSJU-ASE
23h 05m2 stops
$905American Airlines
Find Deal
Fri, Sep 12 - Mon, Sep 15
Delta Logo
1:50 pm - 12:37 pmASE-GCM
20h 47m1 stop
Delta Logo
2:02 pm - 11:32 amGCM-ASE
23h 30m1 stop
$2,679Delta
Find Deal
Sat, Dec 6 - Wed, Dec 10
Delta Logo
1:50 pm - 12:37 pmASE-GCM
20h 47m1 stop
Delta Logo
2:02 pm - 11:32 amGCM-ASE
23h 30m1 stop
$2,841Delta
Find Deal
Sat, Dec 6 - Wed, Dec 10

American Airlines flights from Aspen to Caribbean Islands

Our best American Airlines deals on Aspen to Caribbean Islands flight tickets
American Airlines
Dec 6
ASE7:33 amAspen Pitkin County
26h 57m
2 stops
SJU1:30 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
16h 34m
2 stops
ASE7:34 pmAspen Pitkin County
American Airlines
Dec 8
ASE12:25 pmAspen Pitkin County
20h 34m
2 stops
SJU11:59 amSan Juan Luis Munoz Marin Intl
Dec 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
16h 34m
2 stops
ASE7:34 pmAspen Pitkin County
American Airlines
Sep 12
ASE12:16 pmAspen Pitkin County
20h 55m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Sep 15
SJU7:05 pmSan Juan Luis Munoz Marin Intl
23h 05m
2 stops
ASE4:10 pmAspen Pitkin County

United Airlines flights from Aspen to Caribbean Islands

Our best United Airlines deals on Aspen to Caribbean Islands flight tickets
United Airlines
Dec 6
ASE11:39 amAspen Pitkin County
23h 36m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Dec 10
GCM5:45 pmGeorge Town Owen Roberts Intl
17h 16m
2 stops
ASE9:01 amAspen Pitkin County
United Airlines
Dec 8
ASE9:00 amAspen Pitkin County
9h 00m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU2:25 pmSan Juan Luis Munoz Marin Intl
8h 53m
1 stop
ASE8:18 pmAspen Pitkin County
United Airlines
Dec 8
ASE9:00 amAspen Pitkin County
9h 00m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Dec 10
SJU8:30 amSan Juan Luis Munoz Marin Intl
12h 51m
2 stops
ASE6:21 pmAspen Pitkin County

momondo 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, momondo users made 832,500 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Aspen to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 12/6

7:33 am-1:30 pm

2 stops26h 57m

San Juan Luis Munoz Marin Intl

Wed 12/10

6:00 am-7:34 pm

2 stops16h 34m

$596

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

$604

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:42 pm-1:15 pm

2 stops21h 33m

George Town Owen Roberts Intl

Wed 12/10

5:45 pm-9:01 am

2 stops41h 16m

$622

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Mon 12/8

9:00 am-9:00 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:25 pm-8:18 pm

1 stop8h 53m

$622

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Mon 12/8

9:00 am-9:00 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Wed 12/10

8:30 am-6:21 pm

2 stops12h 51m

$649

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Mon 12/8

12:25 pm-11:59 am

2 stops20h 34m

San Juan Luis Munoz Marin Intl

Wed 12/10

6:00 am-7:34 pm

2 stops16h 34m

$668

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Sat 12/6

5:12 pm-1:17 pm

2 stops17h 05m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:25 pm-8:18 pm

1 stop8h 53m

$705

AspenSan Juan

ASE - SJU

ASESJU

Aspen Pitkin County

Fri 9/12

12:16 pm-11:11 am

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Mon 9/15

7:05 pm-4:10 pm

2 stops23h 05m

$905

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:50 pm-12:37 pm

1 stop20h 47m

George Town Owen Roberts Intl

Wed 12/10

2:02 pm-11:32 am

1 stop23h 30m

$2,679

AspenGeorge Town

ASE - GCM

ASEGCM

Aspen Pitkin County

Sat 12/6

1:50 pm-12:37 pm

1 stop20h 47m

George Town Owen Roberts Intl

Wed 12/10

2:02 pm-11:32 am

1 stop23h 30m

$2,841

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Aspen to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Aspen to Caribbean Islands is on a Friday. Travelers who choose to depart for Caribbean Islands on a Friday will often find tickets for as low as $321. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $586. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Aspen to Caribbean Islands in the afternoon for as low as $540. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $588. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheap Aspen to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Aspen to Caribbean Islands

Direct flights

None
There are no direct flights from Aspen to Caribbean Islands. There are no popular flight routes from Aspen to Caribbean Islands.
  • When did momondo last update prices for flights from Aspen Pitkin County Airport to Caribbean Islands?

    Prices for flights from Aspen Pitkin County Airport to Caribbean Islands refresh daily.

  • How many operators does momondo search for flights from Aspen Pitkin County Airport to Caribbean Islands?

  • How old do you have to be to fly from Aspen Pitkin County Airport to Caribbean Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Aspen Pitkin County Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Aspen to Caribbean Islands?

Best airlines flying from Aspen to Caribbean Islands

Compare and see reviews for airlines that fly from Aspen to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $336Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Aspen to Caribbean Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Aspen to Caribbean Islands for you.

Can I find flights from Aspen to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Aspen with this policy.

How can momondo help me find flights from Aspen to Caribbean Islands?

Once you have performed a search for Aspen to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Aspen to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Aspen are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands trip

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1 adult
Tue 9/2
Tue 9/9

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Popular flights according to clicks in the last 7 days on momondo