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

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

What airlines fly to Caribbean Islands?

Frontier, American Airlines and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Colorado Springs according to our data. Frontier is the first choice among our users, with 31% 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.

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 August 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.

$123 Cheap Flights from Colorado Springs to Caribbean Islands in 2025

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Find the cheapest flights from Colorado Springs to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

6:00 am - 5:25 pmCOS-SJU

9h 25m1 stop

8:30 am - 5:40 pmSJU-COS

12h 10m2 stops

$245United Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 18

10:34 am - 11:36 pmCOS-SJU

11h 02m2 stops

8:30 am - 4:28 pmSJU-COS

10h 58m2 stops

$304United Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 18

5:16 pm - 12:47 pmCOS-SJU

17h 31m2 stops

3:34 pm - 10:09 pmSJU-COS

8h 35m1 stop

$325American Airlines

Find Deal

Sat, Oct 4 - Tue, Oct 28

6:00 am - 5:25 pmCOS-SJU

9h 25m1 stop

8:30 am - 6:59 pmSJU-COS

13h 29m2 stops

$335United Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 18

5:11 pm - 3:45 pmCOS-SJU

19h 34m2 stops

6:45 am - 9:44 pmSJU-COS

17h 59m1 stop

$365American Airlines

Find Deal

Fri, Jan 9 - Sun, Jan 18

7:30 am - 11:57 pmCOS-SJU

14h 27m2 stops

1:05 am - 10:53 amSJU-COS

11h 48m2 stops

$411United Airlines

Find Deal

Sat, Oct 4 - Mon, Oct 27

1:40 pm - 3:53 pmCOS-PUJ

23h 13m2 stops

5:18 pm - 1:05 pmPUJ-COS

22h 47m2 stops

$494Delta

Find Deal

Sun, Jan 25 - Tue, Feb 17

7:20 am - 12:35 amCOS-SJU

14h 15m2 stops

6:10 am - 3:55 pmSJU-COS

12h 45m2 stops

$512Southwest

Find Deal

Fri, Jan 9 - Sun, Jan 18

7:00 pm - 11:50 amCOS-MBJ

15h 50m2 stops

12:50 pm - 10:45 pmMBJ-COS

10h 55m2 stops

$581Southwest

Find Deal

Sun, Oct 5 - Fri, Oct 10

1:40 pm - 1:25 pmCOS-PUJ

20h 45m2 stops

5:32 pm - 5:14 pmPUJ-COS

26h 42m2 stops

$690Delta

Find Deal

Tue, Jan 27 - Mon, Feb 16

American Airlines flights from Colorado Springs to Caribbean Islands

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

American Airlines

Oct 4

COS5:16 pmColorado Springs

17h 31m

2 stops

SJU12:47 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU3:34 pmSan Juan Luis Munoz Marin Intl

8h 35m

1 stop

COS10:09 pmColorado Springs

$325

Find similar

American Airlines

Jan 9

COS5:11 pmColorado Springs

19h 34m

2 stops

SJU3:45 pmSan Juan Luis Munoz Marin Intl

Jan 18

SJU6:45 amSan Juan Luis Munoz Marin Intl

17h 59m

1 stop

COS9:44 pmColorado Springs

$365

Find similar

American Airlines

Nov 7

COS5:17 pmColorado Springs

17h 24m

2 stops

SJU1:41 pmSan Juan Luis Munoz Marin Intl

Nov 10

SJU6:44 amSan Juan Luis Munoz Marin Intl

12h 03m

1 stop

COS3:47 pmColorado Springs

$464

Find similar

United Airlines flights from Colorado Springs to Caribbean Islands

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

United Airlines

Oct 28

COS6:00 amColorado Springs

9h 25m

1 stop

SJU5:25 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU8:30 amSan Juan Luis Munoz Marin Intl

12h 10m

2 stops

COS5:40 pmColorado Springs

$245

Find similar

United Airlines

Oct 28

COS10:34 amColorado Springs

11h 02m

2 stops

SJU11:36 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU8:30 amSan Juan Luis Munoz Marin Intl

10h 58m

2 stops

COS4:28 pmColorado Springs

$304

Find similar

United Airlines

Oct 28

COS6:00 amColorado Springs

9h 25m

1 stop

SJU5:25 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU8:30 amSan Juan Luis Munoz Marin Intl

13h 29m

2 stops

COS6:59 pmColorado Springs

$335

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

Tue 10/28

6:00 am-5:25 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:30 am-5:40 pm

2 stops12h 10m

$245

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 10/28

10:34 am-11:36 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:30 am-4:28 pm

2 stops10h 58m

$304

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 10/4

5:16 pm-12:47 pm

2 stops17h 31m

San Juan Luis Munoz Marin Intl

Tue 10/28

3:34 pm-10:09 pm

1 stop8h 35m

$325

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 10/28

6:00 am-5:25 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:30 am-6:59 pm

2 stops13h 29m

$335

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 1/9

5:11 pm-3:45 pm

2 stops19h 34m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:45 am-9:44 pm

1 stop17h 59m

$365

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 10/4

7:30 am-11:57 pm

2 stops14h 27m

San Juan Luis Munoz Marin Intl

Mon 10/27

1:05 am-10:53 am

2 stops11h 48m

$411

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Sun 1/25

1:40 pm-3:53 pm

2 stops23h 13m

Punta Cana

Tue 2/17

5:18 pm-1:05 pm

2 stops22h 47m

$494

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 1/9

7:20 am-12:35 am

2 stops14h 15m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:10 am-3:55 pm

2 stops12h 45m

$512

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Sun 10/5

7:00 pm-11:50 am

2 stops15h 50m

Montego Bay Sangster Intl

Fri 10/10

12:50 pm-10:45 pm

2 stops10h 55m

$581

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Tue 1/27

1:40 pm-1:25 pm

2 stops20h 45m

Punta Cana

Mon 2/16

5:32 pm-5:14 pm

2 stops26h 42m

$690

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 October is, on average, the cheapest month to fly to Caribbean Islands from Colorado Springs, with most prices found around $469. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Colorado Springs averaging around $480.

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.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Colorado Springs when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $581 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Colorado Springs for as low as $417 on momondo.

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

Direct flights	None

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 August 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 16.85% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 11.71%, Boeing 737-800 at 11.57%, and Boeing 737 MAX 8 at 11.32%.

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 7,981 reviews	Search Delta flights
American Airlines	PriceFrom $383	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $391	Free Cancellation	Rating 7.4 8,930 reviews	Search United Airlines flights
Southwest	PriceFrom $430	Free Cancellation	Rating 8.0 4,245 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 $123

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

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Find the cheapest flights from Colorado Springs to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Colorado Springs to Caribbean Islands

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

United Airlines flights from Colorado Springs to Caribbean Islands

Our best United 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

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 month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Colorado Springs, with most prices found around $469. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Colorado Springs averaging around $480.

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?

How far in advance should I book a 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?

American Airlines, United Airlines, and Southwest 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

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