What airlines fly to Caribbean Islands?

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Colorado Springs according to our data. United Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Colorado Springs to Caribbean Islands?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Colorado Springs to Caribbean Islands

When did momondo last update prices for flights from Colorado Springs Airport to Caribbean Islands?

Prices for flights from Colorado Springs Airport to Caribbean Islands are updated daily.

How many operators does momondo search for flights from Colorado Springs Airport to Caribbean Islands?

As of December 2025, there are 4 operators available to choose from for flights from Colorado Springs Airport to Caribbean Islands.

How old do you have to be to fly from Colorado Springs 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 Colorado Springs Airport to Caribbean Islands.

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

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$138 Cheap Flights from Colorado Springs to Caribbean Islands in 2025/26

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One-way

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Enter your travel dates to find the best prices.

5:11 pm - 2:35 pm

COS

SJU

19h 24m2 stops

11:50 am - 11:25 pm

SJU

COS

13h 35m2 stops

$348American Airlines

Sun, May 3 - Wed, May 6

6:20 am - 8:06 pm

COS

SJU

11h 46m1 stop

6:15 am - 12:12 pm

SJU

COS

7h 57m1 stop

$375Delta

Sun, May 3 - Wed, May 6

1:43 pm - 9:48 am

COS

SDQ

17h 05m2 stops

6:43 pm - 12:50 pm

SDQ

COS

21h 07m2 stops

$398American Airlines

Mon, Mar 2 - Fri, Mar 6

3:30 pm - 6:11 am

COS

SJU

11h 41m2 stops

2:05 am - 12:22 pm

SJU

COS

13h 17m2 stops

$406United Airlines

Sat, Jan 10 - Fri, Jan 23

8:16 am - 10:26 pm

COS

SJU

11h 10m1 stop

4:03 pm - 10:08 pm

SJU

COS

9h 05m1 stop

$431American Airlines

Wed, Jan 28 - Wed, Feb 18

3:17 pm - 2:12 pm

COS

MBJ

20h 55m2 stops

1:58 pm - 9:51 am

MBJ

COS

21h 53m2 stops

$450American Airlines

Mon, Jan 12 - Fri, Jan 23

5:59 am - 4:14 pm

COS

NAS

8h 15m1 stop

12:55 pm - 11:45 pm

NAS

COS

12h 50m2 stops

$461United Airlines

Sat, Feb 21 - Wed, Feb 25

6:55 pm - 6:18 pm

COS

PUJ

20h 23m1 stop

2:05 pm - 9:04 pm

PUJ

COS

9h 59m1 stop

$467United Airlines

Wed, Feb 18 - Wed, Feb 25

5:55 pm - 2:55 pm

COS

STT

18h 00m2 stops

3:45 pm - 10:40 am

STT

COS

21h 55m2 stops

$483Southwest

Sat, Feb 21 - Thu, Feb 26

10:35 am - 12:40 am

COS

SJU

11h 05m2 stops

6:10 am - 3:55 pm

SJU

COS

12h 45m2 stops

$514Southwest

Sun, Jan 25 - Sun, Feb 8

United Airlines flights from Colorado Springs to Caribbean Islands

Our best United Airlines deals on Colorado Springs to Caribbean Islands flight tickets

United Airlines

Jan 10

COS3:30 pmColorado Springs

11h 41m

2 stops

SJU6:11 amSan Juan Luis Munoz Marin Intl

Jan 23

SJU2:05 amSan Juan Luis Munoz Marin Intl

13h 17m

2 stops

COS12:22 pmColorado Springs

$406

Find similar

United Airlines

Feb 21

COS5:59 amColorado Springs

8h 15m

1 stop

NAS4:14 pmNassau Intl

Feb 25

NAS12:55 pmNassau Intl

12h 50m

2 stops

COS11:45 pmColorado Springs

$461

Find similar

United Airlines

Feb 18

COS6:55 pmColorado Springs

20h 23m

1 stop

PUJ6:18 pmPunta Cana

Feb 25

PUJ2:05 pmPunta Cana

9h 59m

1 stop

COS9:04 pmColorado Springs

$467

Find similar

American Airlines flights from Colorado Springs to Caribbean Islands

Our best American Airlines deals on Colorado Springs to Caribbean Islands flight tickets

American Airlines

May 3

COS5:11 pmColorado Springs

19h 24m

2 stops

SJU2:35 pmSan Juan Luis Munoz Marin Intl

May 6

SJU3:20 pmSan Juan Luis Munoz Marin Intl

10h 05m

1 stop

COS11:25 pmColorado Springs

$348

Find similar

American Airlines

Mar 2

COS1:43 pmColorado Springs

17h 05m

2 stops

SDQ9:48 amSanto Domingo Las Americas

Mar 6

SDQ6:43 pmSanto Domingo Las Americas

21h 07m

2 stops

COS12:50 pmColorado Springs

$398

Find similar

American Airlines

Jan 28

COS8:16 amColorado Springs

11h 10m

1 stop

SJU10:26 pmSan Juan Luis Munoz Marin Intl

Feb 18

SJU4:03 pmSan Juan Luis Munoz Marin Intl

9h 05m

1 stop

COS10:08 pmColorado Springs

$431

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Colorado Springs to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sun 5/3

5:11 pm-2:35 pm

2 stops19h 24m

San Juan Luis Munoz Marin Intl

Wed 5/6

11:50 am-11:25 pm

2 stops13h 35m

$348

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sun 5/3

6:20 am-8:06 pm

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Wed 5/6

6:15 am-12:12 pm

1 stop7h 57m

$375

Colorado SpringsSanto Domingo

COS - SDQ

COSSDQ

Colorado Springs

Mon 3/2

1:43 pm-9:48 am

2 stops17h 05m

Santo Domingo Las Americas

Fri 3/6

6:43 pm-12:50 pm

2 stops21h 07m

$398

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 1/10

3:30 pm-6:11 am

2 stops11h 41m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:05 am-12:22 pm

2 stops13h 17m

$406

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Wed 1/28

8:16 am-10:26 pm

1 stop11h 10m

San Juan Luis Munoz Marin Intl

Wed 2/18

4:03 pm-10:08 pm

1 stop9h 05m

$431

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Mon 1/12

3:17 pm-2:12 pm

2 stops20h 55m

Montego Bay Sangster Intl

Fri 1/23

1:58 pm-9:51 am

2 stops21h 53m

$450

Colorado SpringsNassau

COS - NAS

COSNAS

Colorado Springs

Sat 2/21

5:59 am-4:14 pm

1 stop8h 15m

Nassau Intl

Wed 2/25

12:55 pm-11:45 pm

2 stops12h 50m

$461

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 2/18

6:55 pm-6:18 pm

1 stop20h 23m

Punta Cana

Wed 2/25

2:05 pm-9:04 pm

1 stop9h 59m

$467

Colorado SpringsSaint Thomas Island

COS - STT

COSSTT

Colorado Springs

Sat 2/21

5:55 pm-2:55 pm

2 stops18h 00m

Saint Thomas Island Cyril E King

Thu 2/26

3:45 pm-10:40 am

2 stops21h 55m

$483

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sun 1/25

10:35 am-12:40 am

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Sun 2/8

6:10 am-3:55 pm

2 stops12h 45m

$514

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Colorado Springs 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

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of November is, on average, the cheapest month to fly to Caribbean Islands from Colorado Springs, with most prices found around $463. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Colorado Springs averaging around $469.

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

The cheapest day to depart from Colorado Springs to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $514. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $684. 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 Colorado Springs to Caribbean Islands in the afternoon for as low as $557. 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 $576. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Colorado Springs to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Colorado Springs to Caribbean Islands.

Cheap Colorado Springs to Caribbean Islands flight deals and tips

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

Fastest flight time	8h 13m
Direct flights	None

The fastest flight from Colorado Springs to Caribbean Islands takes 8h 13m

There are no direct flights from Colorado Springs to Caribbean Islands. There are no popular flight routes from Colorado Springs to Caribbean Islands.

Search flight deals

When did momondo last update prices for flights from Colorado Springs Airport to Caribbean Islands?
Prices for flights from Colorado Springs Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Colorado Springs Airport to Caribbean Islands?
As of December 2025, there are 4 operators available to choose from for flights from Colorado Springs Airport to Caribbean Islands.
How old do you have to be to fly from Colorado Springs 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 Colorado Springs Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Colorado Springs to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Colorado Springs to Caribbean Islands is Boeing 737-700 Passenger/BBJ1 (winglets), representing 17.51% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 14.02%, Boeing 737-800 Passenger/BBJ2 (winglets) at 12.96%, and Embraer 175 (Enhanced Winglets) at 12.60%.

Best airlines flying from Colorado Springs to Caribbean Islands

Compare and see reviews for airlines that fly from Colorado Springs to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $192	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
American Airlines	PriceFrom $293	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights
United Airlines	PriceFrom $391	Free Cancellation	Rating 7.4 9,105 reviews	Search United Airlines flights
Southwest	PriceFrom $406	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights

Why use momondo?

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

It is quick and easy to find Colorado Springs to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

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

Yes. momondo allows you to filter the results for Colorado Springs to Caribbean Islands flights to just show those with flexible booking policies.

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

Once you have performed a search for Colorado Springs 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 Colorado Springs to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Colorado Springs 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Cheap flights from Colorado Springs to Caribbean Islands from $138

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Colorado Springs to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

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United Airlines flights from Colorado Springs to Caribbean Islands

Our best United Airlines deals on Colorado Springs to Caribbean Islands flight tickets

American Airlines flights from Colorado Springs to Caribbean Islands

Our best American Airlines deals on Colorado Springs to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Colorado Springs to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Colorado Springs to Caribbean Islands

What is the cheapest month to fly to Caribbean Islands?

The month of November is, on average, the cheapest month to fly to Caribbean Islands from Colorado Springs, with most prices found around $463. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Colorado Springs averaging around $469.

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

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

Can stopping save me money on Colorado Springs to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Colorado Springs to Caribbean Islands.

What is the cheapest airline that flies from Colorado Springs to Caribbean Islands?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Colorado Springs to Caribbean Islands

What airlines fly to Caribbean Islands?

Cheap Colorado Springs to Caribbean Islands flight deals and tips

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

Fastest flight time

Direct flights

When did momondo last update prices for flights from Colorado Springs Airport to Caribbean Islands?

How many operators does momondo search for flights from Colorado Springs Airport to Caribbean Islands?

How old do you have to be to fly from Colorado Springs Airport to Caribbean Islands?

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

What is the most popular plane model from Colorado Springs to Caribbean Islands?

Best airlines flying from Colorado Springs to Caribbean Islands

Compare and see reviews for airlines that fly from Colorado Springs to Caribbean Islands with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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