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Cheap flights from Colorado Springs to Caribbean from $123

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Colorado Springs to Caribbean departing on 9/29. 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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Find the cheapest flights from Colorado Springs to Caribbean

Cheap round-trip flights

American Airlines Logo
6:02 am - 6:25 pmCOS-SJU
10h 23m2 stops
American Airlines Logo
7:00 pm - 9:46 amSJU-COS
16h 46m2 stops
$245American Airlines
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Tue, Oct 21 - Mon, Oct 27
American Airlines Logo
6:02 am - 6:25 pmCOS-SJU
10h 23m2 stops
American Airlines Logo
3:10 pm - 11:44 pmSJU-COS
10h 34m1 stop
$325American Airlines
Find Deal
Tue, Oct 21 - Mon, Oct 27
Southwest Logo
11:10 am - 12:45 amCOS-SJU
11h 35m1 stop
Southwest Logo
6:40 am - 4:35 pmSJU-COS
12h 55m2 stops
$365Southwest
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Thu, Oct 30 - Sun, Nov 9
Logo
9:41 am - 2:42 pmCOS-SJU
27h 01m1 stop
Logo
7:30 am - 10:31 amSJU-COS
30h 01m1 stop
$409
Find Deal
Fri, Oct 31 - Sun, Nov 9
Logo
9:41 am - 7:14 pmCOS-SJU
31h 33m2 stops
Logo
7:30 am - 10:31 amSJU-COS
30h 01m1 stop
$423
Find Deal
Fri, Oct 31 - Sun, Nov 9
Southwest Logo
11:10 am - 12:45 amCOS-SJU
11h 35m1 stop
Southwest Logo
6:40 am - 4:35 pmSJU-COS
12h 55m2 stops
$430Southwest
Find Deal
Thu, Oct 30 - Sun, Nov 9
United Airlines Logo
7:40 am - 8:38 pmCOS-SJU
10h 58m1 stop
United Airlines Logo
1:05 am - 10:56 amSJU-COS
11h 51m2 stops
$455United Airlines
Find Deal
Sat, Sep 6 - Fri, Sep 12
Delta Logo
1:16 pm - 11:23 amCOS-MBJ
21h 07m2 stops
Delta Logo
12:48 pm - 12:11 pmMBJ-COS
24h 23m2 stops
$507Delta
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Tue, Oct 21 - Tue, Oct 28
United Airlines Logo
6:00 am - 8:38 pmCOS-SJU
12h 38m2 stops
United Airlines Logo
2:00 pm - 9:54 pmSJU-COS
9h 54m1 stop
$520United Airlines
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Sat, Sep 6 - Sat, Sep 13
Delta Logo
1:40 pm - 11:49 pmCOS-SJU
7h 09m1 stop
Delta Logo
6:15 am - 1:05 pmSJU-COS
9h 50m1 stop
$637Delta
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Fri, Jan 9 - Sun, Jan 18

United Airlines flights from Colorado Springs to Caribbean

Our best United Airlines deals on Colorado Springs to Caribbean flight tickets
United Airlines
Sep 6
COS7:40 amColorado Springs
10h 58m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Sep 12
SJU1:05 amSan Juan Luis Munoz Marin Intl
11h 51m
2 stops
COS10:56 amColorado Springs
$455
Find similar
United Airlines
Sep 6
COS6:00 amColorado Springs
12h 38m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Sep 13
SJU2:00 pmSan Juan Luis Munoz Marin Intl
9h 54m
1 stop
COS9:54 pmColorado Springs
$520
Find similar
United Airlines
Oct 24
COS3:40 pmColorado Springs
23h 05m
1 stop
MBJ3:45 pmMontego Bay Sangster Intl
Oct 30
MBJ1:48 pmMontego Bay Sangster Intl
8h 59m
1 stop
COS9:47 pmColorado Springs
$570
Find similar

American Airlines flights from Colorado Springs to Caribbean

Our best American Airlines deals on Colorado Springs to Caribbean flight tickets
American Airlines
Oct 21
COS6:02 amColorado Springs
10h 23m
2 stops
SJU6:25 pmSan Juan Luis Munoz Marin Intl
Oct 27
SJU7:00 pmSan Juan Luis Munoz Marin Intl
16h 46m
2 stops
COS9:46 amColorado Springs
$245
Find similar
American Airlines
Oct 21
COS6:02 amColorado Springs
10h 23m
2 stops
SJU6:25 pmSan Juan Luis Munoz Marin Intl
Oct 27
SJU3:10 pmSan Juan Luis Munoz Marin Intl
10h 34m
1 stop
COS11:44 pmColorado Springs
$325
Find similar
American Airlines
Sep 24
COS11:01 amColorado Springs
23h 26m
2 stops
STI12:27 pmSantiago de los Caballeros
Sep 27
STI1:29 pmSantiago de los Caballeros
22h 41m
2 stops
COS10:10 amColorado Springs
$483
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Caribbean 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 18, 2025.
Use the filters below to find and compare flights from Colorado Springs to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 10/21

6:02 am-6:25 pm

2 stops10h 23m

San Juan Luis Munoz Marin Intl

Mon 10/27

7:00 pm-9:46 am

2 stops16h 46m

$245

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Tue 10/21

6:02 am-6:25 pm

2 stops10h 23m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-11:44 pm

1 stop10h 34m

$325

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Thu 10/30

11:10 am-12:45 am

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:40 am-4:35 pm

2 stops12h 55m

$365

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 10/31

9:41 am-2:42 pm

1 stop27h 01m

San Juan Luis Munoz Marin Intl

Sun 11/9

7:30 am-10:31 am

1 stop30h 01m

$409

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 10/31

9:41 am-7:14 pm

2 stops31h 33m

San Juan Luis Munoz Marin Intl

Sun 11/9

7:30 am-10:31 am

1 stop30h 01m

$423

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Thu 10/30

11:10 am-12:45 am

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:40 am-4:35 pm

2 stops12h 55m

$430

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 9/6

7:40 am-8:38 pm

1 stop10h 58m

San Juan Luis Munoz Marin Intl

Fri 9/12

1:05 am-10:56 am

2 stops11h 51m

$455

Colorado SpringsMontego Bay

COS - MBJ

COSMBJ

Colorado Springs

Tue 10/21

1:16 pm-11:23 am

2 stops21h 07m

Montego Bay Sangster Intl

Tue 10/28

12:48 pm-12:11 pm

2 stops24h 23m

$507

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Sat 9/6

6:00 am-8:38 pm

2 stops12h 38m

San Juan Luis Munoz Marin Intl

Sat 9/13

2:00 pm-9:54 pm

1 stop9h 54m

$520

Colorado SpringsSan Juan

COS - SJU

COSSJU

Colorado Springs

Fri 1/9

1:40 pm-11:49 pm

1 stop7h 09m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:15 am-1:05 pm

1 stop9h 50m

$637

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Colorado Springs to Caribbean

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?

In general, October is the cheapest month to fly from Colorado Springs to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $469. If you don’t want to visit Caribbean in October, then you should wait until November to fly from Colorado Springs, when ticket prices are also cheap, with an average price of $480.

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

The cheapest day to depart from Colorado Springs to Caribbean is on a Monday when prices can be found 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.

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

In the afternoon is the cheapest time of day to fly from Colorado Springs to Caribbean when you can find flight prices for as low as $557. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $576.

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

You are more likely to see cheaper flights to Caribbean from Colorado Springs when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Colorado Springs for as low as $417 on momondo.

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

You could potentially save up to 32% on your flight if you consider stops on a Colorado Springs to Caribbean flight.

Cheap Colorado Springs to Caribbean flight deals and tips

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

Best Price Found

$123

Fastest flight time

5h 49m

Direct flights

None

Airports in Caribbean

7 airports
The best one-way flight to Caribbean from Colorado Springs in the past 72 hours is $123. The best round-trip flight deal from Colorado Springs to Caribbean found on momondo in the last 72 hours is $245.
The fastest flight from Colorado Springs to Caribbean takes 5h 49m
There are no direct flights from Colorado Springs to Caribbean. Popular non-direct routes for this connection are Colorado Springs Airport - San Juan Luis Munoz Marin Intl Airport, Colorado Springs Airport - Santiago de los Caballeros Airport and Colorado Springs Airport - Punta Cana Airport.
There are 7 airports near Caribbean: Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Port of Spain Piarco Intl (POS), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)
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  • When did momondo last update prices for flights from Colorado Springs Airport to Caribbean?

    Prices for flights from Colorado Springs Airport to Caribbean refresh daily.

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

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

    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.

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

    The required travel and health documents for your Caribbean 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Colorado Springs to Caribbean

Compare and see reviews for airlines that fly from Colorado Springs to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $192Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $383Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $391Free CancellationRating
7.4
8,925 reviews
Search United Airlines flights
SouthwestPriceFrom $430Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

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

It is quick and easy to find Colorado Springs to Caribbean 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 that suits you.

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

All flight searches from Colorado Springs to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Colorado Springs and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Colorado Springs and alert you when they change.

An easier way to manage your Caribbean 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

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $108
Flights to Punta Canafrom $195
Flights to Santo Domingofrom $184
Flights to Montego Bayfrom $212
Flights to Oranjestadfrom $281
Flights to Nassaufrom $254
Flights to Saint Thomas Islandfrom $162
Flights to Kingstonfrom $225
Flights to Port of Spainfrom $273
Flights to Simpson Bayfrom $234
Flights to Willemstadfrom $266
Flights to Santiago de los Caballerosfrom $208