$231+ Cheap flights from Colorado Springs (COS) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Dec 11 — Dec 181
Round-trip
1 adult, Economy
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Find cheap flights from Colorado Springs to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Colorado Springs to CaribbeanExplore the most affordable flight options available from Colorado Springs to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
Explore the most affordable flight options available from Colorado Springs to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:59 pm -
2 stops17h 37m
Fri 12/115:17 pm -
1 stop8h 44m
Deal found 11/6![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:59 pm -
2 stops17h 37m
Mon 12/145:17 pm -
1 stop8h 44m
Deal found 11/6![American Airlines logo]()
$467
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:45 am -
1 stop9h 40m
Sat 12/128:05 am -
2 stops12h 14m
Deal found 11/6![United Airlines logo]()
$472
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:15 am -
2 stops11h 45m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/6![Southwest logo]()
$485
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:05 pm -
2 stops19h 49m
Sat 12/127:00 am -
1 stop8h 33m
Deal found 11/7![Delta logo]()
$487
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
2 stops11h 15m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/7![Southwest logo]()
$508
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:30 am -
2 stops12h 25m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/10![Southwest logo]()
$512
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:55 am -
2 stops12h 30m
Sun 12/136:05 am -
2 stops13h 25m
Deal found 11/6![Southwest logo]()
$518
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:25 am -
2 stops16h 45m
Sat 12/194:15 pm -
2 stops9h 30m
Deal found 11/10![Southwest logo]()
$543
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/712:59 pm -
1 stop8h 10m
Sun 12/136:28 am -
1 stop8h 41m
Deal found 11/6![American Airlines logo]()
$552
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/214:59 pm -
2 stops13h 37m
Sat 1/305:00 am -
2 stops16h 40m
Deal found 11/8![American Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:05 pm -
2 stops17h 08m
Mon 11/233:20 pm -
2 stops19h 23m
Deal found 11/6![United Airlines logo]()
$577
Best flights from Colorado Springs to CaribbeanDiscover carefully curated flight deals from Colorado Springs to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
Discover carefully curated flight deals from Colorado Springs to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
2 stops11h 15m
Fri 12/117:30 am -
2 stops12h 00m
Deal found 11/6![Southwest logo]()
$462
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:59 pm -
2 stops18h 45m
Sat 12/126:28 am -
1 stop8h 41m
Deal found 11/6![American Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/101:29 pm -
1 stop7h 29m
Fri 2/196:15 am -
1 stop9h 15m
Deal found 11/10![Delta logo]()
$551
This United Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:45 am -
2 stops15h 51m
Wed 12/93:46 pm -
1 stop8h 51m
Deal found 11/10![United Airlines logo]()
$589
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/199:25 am -
2 stops9h 35m
Sat 1/237:05 am -
2 stops12h 00m
Deal found 11/8![Southwest logo]()
$462
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1810:05 am -
2 stops12h 40m
Sat 1/237:05 am -
2 stops12h 00m
Deal found 11/8![Southwest logo]()
$462
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/51:39 pm -
1 stop7h 22m
Wed 5/196:20 am -
1 stop8h 25m
Deal found 11/6![American Airlines logo]()
$515
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:30 am -
2 stops12h 25m
Mon 12/146:10 am -
2 stops12h 25m
Deal found 11/6![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/128:06 am -
2 stops26h 17m
Tue 1/266:09 pm -
2 stops30h 18m
Deal found 11/10![Delta logo]()
$578
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/26:31 pm -
2 stops18h 08m
Sat 1/302:00 pm -
1 stop8h 47m
Deal found 11/6![United Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/712:59 pm -
1 stop8h 10m
Sun 12/136:28 am -
1 stop8h 41m
Deal found 11/6![American Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/125:47 am -
1 stop7h 35m
Tue 1/193:35 pm -
1 stop8h 24m
Deal found 11/9![United Airlines logo]()
$606
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1910:15 am -
2 stops8h 45m
Mon 1/257:25 am -
2 stops11h 55m
Deal found 11/8![Southwest logo]()
$502
This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/125:20 am -
1 stop9h 43m
Tue 1/266:05 pm -
2 stops22h 06m
Deal found 11/10![American Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:00 am -
1 stop7h 14m
Mon 12/282:55 pm -
1 stop8h 32m
Deal found 11/6![United Airlines logo]()
$617
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:25 am -
2 stops16h 45m
Sat 12/194:15 pm -
2 stops9h 30m
Deal found 11/10![Southwest logo]()
$543
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/301:04 pm -
2 stops20h 26m
Tue 4/63:39 pm -
1 stop9h 51m
Deal found 11/7![American Airlines logo]()
$611
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/121:18 pm -
1 stop22h 35m
Tue 2/161:38 pm -
2 stops22h 25m
Deal found 11/7![American Airlines logo]()
$618
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/199:25 am -
2 stops9h 35m
Sun 1/247:25 am -
2 stops11h 40m
Deal found 11/8![Southwest logo]()
$564
This United Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/261:30 pm -
2 stops21h 45m
Mon 2/12:55 pm -
1 stop9h 04m
Deal found 11/10![United Airlines logo]()
$714
This United Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/205:04 pm -
2 stops15h 41m
Tue 3/212:56 pm -
2 stops11h 25m
Deal found 11/10![United Airlines logo]()
$717
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/123:11 pm -
2 stops18h 06m
Tue 1/197:45 am -
2 stops12h 55m
Deal found 11/9![American Airlines logo]()
$661
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/164:45 pm -
2 stops18h 15m
Tue 3/21:55 pm -
2 stops9h 15m
Deal found 11/6![Southwest logo]()
$601
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/166:00 am -
1 stop7h 22m
Tue 3/23:35 pm -
1 stop8h 24m
Deal found 11/6![United Airlines logo]()
$718
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:05 pm -
2 stops21h 25m
Mon 12/71:50 pm -
2 stops10h 10m
Deal found 11/6![Southwest logo]()
$628
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:59 pm -
1 stop26h 08m
Mon 12/73:59 pm -
1 stop23h 10m
Deal found 11/6![American Airlines logo]()
$692
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/163:05 pm -
2 stops19h 30m
Sat 12/191:40 pm -
2 stops11h 05m
Deal found 11/6![Southwest logo]()
$648
This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/205:31 pm -
1 stop18h 21m
Tue 3/25:58 pm -
1 stop22h 51m
Deal found 11/10![American Airlines logo]()
$724
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:29 pm -
2 stops21h 26m
Sun 3/77:25 am -
2 stops28h 40m
Deal found 11/8![United Airlines logo]()
$809
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/186:00 am -
1 stop13h 00m
Tue 3/239:00 am -
2 stops14h 30m
Deal found 11/7![Delta logo]()
$1,404
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated November 11, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated November 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:05 pm -
2 stops17h 08m
Mon 11/233:20 pm -
2 stops19h 23m
Deal found 11/6![United Airlines logo]()
$577
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:30 am -
2 stops12h 25m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/10![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:59 pm -
2 stops17h 37m
Fri 12/115:17 pm -
1 stop8h 44m
Deal found 11/6![American Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:05 pm -
2 stops19h 49m
Sat 12/127:00 am -
1 stop8h 33m
Deal found 11/7![Delta logo]()
$487
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
2 stops11h 15m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/7![Southwest logo]()
$508
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:45 am -
1 stop9h 40m
Sat 12/128:05 am -
2 stops12h 14m
Deal found 11/6![United Airlines logo]()
$472
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:15 am -
2 stops11h 45m
Sat 12/127:45 am -
2 stops12h 30m
Deal found 11/6![Southwest logo]()
$485
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:55 am -
2 stops12h 30m
Sun 12/136:05 am -
2 stops13h 25m
Deal found 11/6![Southwest logo]()
$518
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/712:59 pm -
1 stop8h 10m
Sun 12/136:28 am -
1 stop8h 41m
Deal found 11/6![American Airlines logo]()
$552
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:59 pm -
2 stops17h 37m
Mon 12/145:17 pm -
1 stop8h 44m
Deal found 11/6![American Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:25 am -
2 stops16h 45m
Sat 12/194:15 pm -
2 stops9h 30m
Deal found 11/10![Southwest logo]()
$543
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/214:59 pm -
2 stops13h 37m
Sat 1/305:00 am -
2 stops16h 40m
Deal found 11/8![American Airlines logo]()
$560
One-way flights from Colorado Springs to CaribbeanSearch for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
Search for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:15 am -
2 stops11h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$231
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:59 pm -
2 stops18h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![American Airlines logo]()
$236
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/912:58 pm -
2 stops17h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![American Airlines logo]()
$246
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/155:45 am -
2 stops15h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![United Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:34 am -
3 stops30h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:10 pm -
3 stops47h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Multiple Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/308:05 pm -
2 stops12h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/304:47 pm -
3 stops43h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:09 am -
2 stops11h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/105:55 pm -
2 stops18h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:59 pm -
2 stops13h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![American Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:25 am -
2 stops16h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$356
Find flight deals from Colorado Springs to Caribbean
Keep the following information in mind while searching for Colorado Springs to Caribbean flight deals. Data was last updated November 11, 2026.
Round-trip from | $435 (Trip.com) |
|---|---|
One-way from | $231 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $455 |
Cheapflights 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, Cheapflights users made 7,457,451 searches. Data last updated November 11, 2026.
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
Cheapest round-trip
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sun 12/6
10:15 am-1:00 am
2 stops11h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$231
Quickest round-trip
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sat 1/9
1:29 pm-11:58 pm
1 stop7h 29m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$231
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 12/30
5:06 pm-5:21 am
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$231
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Fri 12/4
12:59 pm-9:36 am
2 stops17h 37m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$231
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sun 12/6
5:45 am-6:25 pm
1 stop9h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$236
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 12/30
8:05 pm-11:40 am
2 stops12h 35m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$313
Colorado SpringsKralendijk
COS Colorado Springs - BON Kralendijk Flamingo Int.
COSBON
Colorado Springs
Tue 4/13
12:22 pm-1:13 pm
2 stops22h 51m
Kralendijk Flamingo Int.
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$337
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Thu 11/26
8:09 am-10:22 pm
2 stops11h 13m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$337
Colorado SpringsPunta Cana
COS Colorado Springs - PUJ Punta Cana
COSPUJ
Colorado Springs
Tue 2/16
2:19 pm-11:58 am
2 stops18h 39m
Punta Cana
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$368
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Thu 11/19
12:56 pm-12:13 am
1 stop8h 17m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$371
Showing 1-10 of 45 resultsSorted by cheapest first
Best time to book a flight from Colorado Springs to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Colorado Springs with our price prediction graph.
COS-SJU
COS-MBJ
COS-NAS
COS-GCM
COS-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Colorado Springs to Caribbean
COS-0CB
COS-SJU
COS-MBJ
COS-NAS
COS-GCM
What is the cheapest month to book a flight from Colorado Springs to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $445). Flying from Colorado Springs to Caribbean in June is currently the most expensive (average of $782). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated November 11, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Colorado Springs to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Related info for your journey
Find useful and relevant information for your journey from Colorado Springs to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Colorado Springs to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Colorado Springs to Caribbean by cabin class
Find flights from Colorado Springs to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Colorado Springs and Caribbean flights
Browse other Colorado Springs and Caribbean flight options. Last updated on November 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Colorado Springs to Caribbean flights
Consider these flights traveling from Colorado Springs to Caribbean.
Top 4 airlines flying from Colorado Springs to Caribbean
Discover the top 4 airlines that operate flights from Colorado Springs to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$455 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$611 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$266 | Average$655 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$420 | Average$646 | FlexibilityNo cancel fee | On-time63% |