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 32% 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?

United Airlines, American Airlines, and Delta 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 October 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.

$133 Cheap Flights from Colorado Springs to Caribbean Islands in 2025/26

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8:30 am - 8:36 amCOS-SJU

22h 06m2 stops

3:45 pm - 9:06 amSJU-COS

19h 21m2 stops

$337American Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

6:40 am - 11:10 pmCOS-SJU

13h 30m2 stops

7:00 am - 3:40 pmSJU-COS

11h 40m2 stops

$361Southwest

Find Deal

Tue, Feb 3 - Mon, Feb 9

11:20 am - 1:35 amCOS-SJU

11h 15m2 stops

5:35 am - 3:40 pmSJU-COS

13h 05m2 stops

$410Southwest

Find Deal

Thu, Feb 12 - Thu, Feb 19

10:41 am - 5:19 pmCOS-SJU

51h 38m2 stops

6:52 pm - 9:10 amSJU-COS

17h 18m1 stop

$421Multiple Airlines

Find Deal

Fri, Nov 14 - Sun, Nov 23

10:41 am - 2:42 pmCOS-SJU

25h 01m1 stop

6:52 pm - 9:10 amSJU-COS

17h 18m1 stop

$426Multiple Airlines

Find Deal

Fri, Nov 14 - Sun, Nov 23

1:06 pm - 10:48 amCOS-SJU

18h 42m2 stops

6:00 am - 2:09 pmSJU-COS

11h 09m2 stops

$435American Airlines

Find Deal

Fri, Jan 9 - Sun, Jan 18

3:33 pm - 1:49 pmCOS-PUJ

19h 16m2 stops

2:05 pm - 8:00 pmPUJ-COS

8h 55m1 stop

$462United Airlines

Find Deal

Wed, Dec 10 - Wed, Dec 17

6:53 pm - 11:49 amCOS-SJU

14h 56m2 stops

1:05 am - 11:18 amSJU-COS

12h 13m2 stops

$474United Airlines

Find Deal

Mon, Mar 16 - Mon, Mar 30

6:00 am - 7:29 pmCOS-SJU

11h 29m1 stop

6:15 am - 1:05 pmSJU-COS

8h 50m1 stop

$571Delta

Find Deal

Mon, Mar 16 - Thu, Apr 2

6:00 am - 7:29 pmCOS-SJU

11h 29m1 stop

6:15 am - 1:05 pmSJU-COS

8h 50m1 stop

$596Delta

Find Deal

Sat, Mar 28 - Thu, Apr 2

Southwest flights from Colorado Springs to Caribbean Islands

Our best Southwest deals on Colorado Springs to Caribbean Islands flight tickets

Southwest

Feb 3

COS6:40 amColorado Springs

13h 30m

2 stops

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Feb 9

SJU7:00 amSan Juan Luis Munoz Marin Intl

11h 40m

2 stops

COS3:40 pmColorado Springs

$361

Find similar

Southwest

Feb 12

COS11:20 amColorado Springs

11h 15m

2 stops

SJU1:35 amSan Juan Luis Munoz Marin Intl

Feb 19

SJU5:35 amSan Juan Luis Munoz Marin Intl

13h 05m

2 stops

COS3:40 pmColorado Springs

$410

Find similar

Southwest

Mar 18

COS7:25 amColorado Springs

10h 05m

2 stops

SJU7:30 pmSan Juan Luis Munoz Marin Intl

Mar 30

SJU8:50 pmSan Juan Luis Munoz Marin Intl

15h 15m

2 stops

COS10:05 amColorado Springs

$503

Find similar

Delta flights from Colorado Springs to Caribbean Islands

Our best Delta deals on Colorado Springs to Caribbean Islands flight tickets

Delta

Mar 16

COS6:00 amColorado Springs

11h 29m

1 stop

SJU7:29 pmSan Juan Luis Munoz Marin Intl

Apr 2

SJU6:15 amSan Juan Luis Munoz Marin Intl

8h 50m

1 stop

COS1:05 pmColorado Springs

$571

Find similar

Delta

Mar 28

COS6:00 amColorado Springs

11h 29m

1 stop

SJU7:29 pmSan Juan Luis Munoz Marin Intl

Apr 2

SJU6:15 amSan Juan Luis Munoz Marin Intl

8h 50m

1 stop

COS1:05 pmColorado Springs

$596

Find similar

Delta

Mar 16

COS6:00 amColorado Springs

11h 29m

1 stop

SJU7:29 pmSan Juan Luis Munoz Marin Intl

Apr 1

SJU6:15 amSan Juan Luis Munoz Marin Intl

8h 50m

1 stop

COS1:05 pmColorado Springs

$605

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 3/10

8:30 am-8:36 am

2 stops22h 06m

San Juan Luis Munoz Marin Intl

Wed 3/11

3:45 pm-9:06 am

2 stops19h 21m

$337

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 2/3

6:40 am-11:10 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Mon 2/9

7:00 am-3:40 pm

2 stops11h 40m

$361

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Thu 2/12

11:20 am-1:35 am

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Thu 2/19

5:35 am-3:40 pm

2 stops13h 05m

$410

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 11/14

10:41 am-5:19 pm

2 stops51h 38m

San Juan Luis Munoz Marin Intl

Sun 11/23

6:52 pm-9:10 am

1 stop17h 18m

$421

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 11/14

10:41 am-2:42 pm

1 stop25h 01m

San Juan Luis Munoz Marin Intl

Sun 11/23

6:52 pm-9:10 am

1 stop17h 18m

$426

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 1/9

1:06 pm-10:48 am

2 stops18h 42m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:00 am-2:09 pm

2 stops11h 09m

$435

Colorado SpringsPunta Cana

COS - PUJ

COSPUJ

Colorado Springs

Wed 12/10

3:33 pm-1:49 pm

2 stops19h 16m

Punta Cana

Wed 12/17

2:05 pm-8:00 pm

1 stop8h 55m

$462

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 3/16

6:53 pm-11:49 am

2 stops14h 56m

San Juan Luis Munoz Marin Intl

Mon 3/30

1:05 am-11:18 am

2 stops12h 13m

$474

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Mon 3/16

6:00 am-7:29 pm

1 stop11h 29m

San Juan Luis Munoz Marin Intl

Thu 4/2

6:15 am-1:05 pm

1 stop8h 50m

$571

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 3/28

6:00 am-7:29 pm

1 stop11h 29m

San Juan Luis Munoz Marin Intl

Thu 4/2

6:15 am-1:05 pm

1 stop8h 50m

$596

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 $575 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 $440 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 October 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 18.00% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 12.07%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.92%, and Boeing 737-800 at 11.62%.

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 7,994 reviews	Search Delta flights
American Airlines	PriceFrom $350	Free Cancellation	Rating 7.2 11,032 reviews	Search American Airlines flights
United Airlines	PriceFrom $391	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
Southwest	PriceFrom $430	Free Cancellation	Rating 8.0 4,240 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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Flights to Romefrom $312

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Cheap flights from Colorado Springs to Caribbean Islands from $133

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Price Alerts

Find the cheapest flights from Colorado Springs to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

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Southwest flights from Colorado Springs to Caribbean Islands

Our best Southwest deals on Colorado Springs to Caribbean Islands flight tickets

Delta flights from Colorado Springs to Caribbean Islands

Our best Delta 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?

United Airlines, American Airlines, and Delta 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