$167+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Oct 11 — Oct 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Colorado Springs to Caribbean
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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 September 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/63:58 pm -
2 stops19h 30m
Tue 10/136:30 am -
2 stops19h 01m
Deal found 9/7![American Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/133:58 pm -
2 stops19h 30m
Tue 10/206:00 am -
1 stop11h 00m
Deal found 9/10![American Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 9/7. 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 12/151:01 pm -
2 stops18h 43m
Thu 1/216:17 am -
1 stop10h 21m
Deal found 9/7![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/248:00 am -
1 stop13h 13m
Tue 12/811:34 am -
2 stops14h 12m
Deal found 9/10![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 10/153:58 pm -
2 stops15h 48m
Tue 10/206:00 am -
1 stop11h 00m
Deal found 9/8![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 10/225:21 pm -
2 stops18h 07m
Sun 10/254:17 pm -
1 stop19h 20m
Deal found 9/9![American Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/246:00 am -
1 stop9h 25m
Tue 12/82:21 pm -
1 stop9h 15m
Deal found 9/10![United Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Sat 9/266:00 am -
1 stop9h 38m
Tue 9/292:00 pm -
1 stop8h 09m
Deal found 9/7![United Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/155:30 am -
1 stop10h 08m
Tue 10/202:00 pm -
1 stop8h 44m
Deal found 9/10![United Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/191:26 pm -
2 stops18h 01m
Sat 10/247:45 am -
2 stops9h 15m
Deal found 9/10![American Airlines logo]()
$462
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/265:07 pm -
2 stops19h 23m
Sat 10/312:52 pm -
1 stop8h 52m
Deal found 9/10![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/264:08 pm -
2 stops20h 00m
Sat 10/35:16 pm -
2 stops17h 06m
Deal found 9/10![American Airlines logo]()
$517
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 September 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 September 11, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 9/265:30 am -
1 stop10h 08m
Sat 10/37:00 am -
2 stops11h 26m
Deal found 9/9![United Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 9/265:45 pm -
2 stops13h 25m
Tue 9/2910:30 am -
2 stops11h 45m
Deal found 9/8![Southwest logo]()
$476
This American Airlines deal was found by Cheapflights users on 9/8. 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 11/108:00 am -
1 stop7h 09m
Thu 11/191:17 pm -
1 stop12h 39m
Deal found 9/8![American Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 11/66:00 am -
1 stop5h 54m
Tue 11/103:15 pm -
1 stop7h 35m
Deal found 9/7![Delta logo]()
$545
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Sat 9/265:30 am -
2 stops13h 08m
Tue 9/297:00 am -
2 stops11h 26m
Deal found 9/7![United Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 9/257:40 am -
1 stop10h 58m
Mon 9/281:00 am -
2 stops11h 55m
Deal found 9/7![United Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 9/268:07 am -
1 stop7h 09m
Sat 10/35:16 pm -
2 stops17h 06m
Deal found 9/9![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/155:30 am -
1 stop10h 08m
Mon 10/191:00 am -
2 stops11h 55m
Deal found 9/10![United Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 11/106:00 am -
1 stop5h 50m
Sat 11/143:15 pm -
1 stop7h 35m
Deal found 9/7![Delta logo]()
$546
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Fri 11/65:17 pm -
2 stops18h 01m
Tue 11/1010:20 am -
2 stops14h 26m
Deal found 9/8![American Airlines logo]()
$549
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 11/78:09 am -
1 stop9h 51m
Wed 11/113:46 pm -
2 stops11h 13m
Deal found 9/9![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/65:30 am -
1 stop10h 08m
Tue 10/132:55 pm -
1 stop8h 47m
Deal found 9/7![United Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 9/8. 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 9/264:08 pm -
2 stops19h 15m
Tue 10/204:39 pm -
2 stops18h 58m
Deal found 9/8![American Airlines logo]()
$596
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/265:07 pm -
2 stops19h 23m
Sat 10/312:52 pm -
1 stop8h 52m
Deal found 9/10![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 12/105:17 pm -
2 stops19h 34m
Thu 12/173:55 pm -
1 stop10h 45m
Deal found 9/10![American Airlines logo]()
$697
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sun 10/186:03 pm -
2 stops17h 44m
Fri 10/232:53 pm -
2 stops11h 06m
Deal found 9/9![United Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/264:08 pm -
2 stops19h 15m
Sat 10/174:39 pm -
2 stops22h 17m
Deal found 9/11![American Airlines logo]()
$709
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/2610:17 am -
2 stops25h 06m
Sun 10/184:39 pm -
2 stops22h 17m
Deal found 9/11![American Airlines logo]()
$714
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/2411:57 am -
2 stops24h 42m
Wed 10/282:20 pm -
2 stops23h 01m
Deal found 9/9![United Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 9/8. 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 1/128:03 am -
1 stop28h 23m
Sun 1/175:39 pm -
1 stop22h 59m
Deal found 9/8![American Airlines logo]()
$723
This Southwest deal was found by Cheapflights users on 9/8. 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 11/248:30 pm -
2 stops15h 30m
Sun 11/292:40 pm -
2 stops11h 55m
Deal found 9/8![Southwest logo]()
$1,421
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Sat 12/57:00 am -
1 stop7h 14m
Wed 12/92:40 pm -
1 stop8h 42m
Deal found 9/8![United Airlines logo]()
$665
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 12/105:17 pm -
2 stops19h 51m
Thu 12/176:00 am -
2 stops20h 40m
Deal found 9/10![American Airlines logo]()
$769
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 11/48:09 am -
2 stops27h 24m
Tue 11/102:40 pm -
1 stop9h 05m
Deal found 9/9![United Airlines logo]()
$668
This American Airlines deal was found by Cheapflights users on 9/9. 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 12/155:17 pm -
2 stops19h 34m
Mon 12/213:55 pm -
1 stop10h 45m
Deal found 9/9![American Airlines logo]()
$770
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sun 10/256:00 am -
1 stop9h 18m
Sun 11/12:15 pm -
1 stop10h 48m
Deal found 9/9![United Airlines logo]()
$672
This United Airlines deal was found by Cheapflights users on 9/6. 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 12/512:10 pm -
2 stops20h 39m
Wed 12/912:55 pm -
2 stops12h 08m
Deal found 9/6![United Airlines logo]()
$773
This United Airlines deal was found by Cheapflights users on 9/6. 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 11/712:02 pm -
2 stops46h 38m
Wed 11/115:35 pm -
2 stops20h 40m
Deal found 9/6![United Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Sat 1/2310:34 am -
2 stops22h 11m
Wed 1/272:15 pm -
1 stop10h 52m
Deal found 9/7![United Airlines logo]()
$797
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/2812:37 pm -
1 stop24h 30m
Tue 1/55:25 pm -
2 stops21h 39m
Deal found 9/9![American Airlines logo]()
$1,178
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated September 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Tue 9/227:40 am -
1 stop10h 58m
Wed 9/302:00 pm -
1 stop8h 44m
Deal found 9/8![United Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Sat 9/266:00 am -
1 stop9h 38m
Tue 9/292:00 pm -
1 stop8h 09m
Deal found 9/7![United Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 9/7. 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 9/265:45 pm -
2 stops13h 25m
Tue 9/291:20 pm -
2 stops10h 30m
Deal found 9/7![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/265:07 pm -
2 stops19h 23m
Sat 10/312:52 pm -
1 stop8h 52m
Deal found 9/10![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/63:58 pm -
2 stops19h 30m
Tue 10/136:30 am -
2 stops19h 01m
Deal found 9/7![American Airlines logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/7. 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 10/65:30 am -
1 stop10h 08m
Tue 10/132:55 pm -
1 stop8h 47m
Deal found 9/7![United Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/103:58 pm -
2 stops15h 48m
Fri 10/166:30 am -
2 stops19h 01m
Deal found 9/10![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/133:58 pm -
2 stops19h 30m
Tue 10/206:00 am -
1 stop11h 00m
Deal found 9/10![American Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 10/153:58 pm -
2 stops15h 48m
Tue 10/206:00 am -
1 stop11h 00m
Deal found 9/8![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/155:30 am -
1 stop10h 08m
Tue 10/202:00 pm -
1 stop8h 44m
Deal found 9/10![United Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/191:26 pm -
2 stops18h 01m
Sat 10/247:45 am -
2 stops9h 15m
Deal found 9/10![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 10/225:21 pm -
2 stops18h 07m
Sun 10/254:17 pm -
1 stop19h 20m
Deal found 9/9![American Airlines logo]()
$418
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 September 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 September 11, 2026.
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 2/1010:36 am -
2 stops19h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$167
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 2/191:40 pm -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$224
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 9/226:00 am -
1 stop8h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/196:00 am -
1 stop9h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 11/1912:56 pm -
2 stops17h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 9/8. 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.
Thu 3/47:55 pm -
2 stops16h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/168:00 am -
1 stop13h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/510:01 am -
2 stops27h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Sun 1/36:00 am -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 9/257:40 am -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/46:04 pm -
3 stops43h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 3/412:46 pm -
1 stop24h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$404
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 September 11, 2026.
Round-trip from | $254 (American Airlines) |
|---|---|
One-way from | $167 (American Airlines) |
Popular in | February |
Cheapest in | January |
Average price | $434 |
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 September 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
Quickest round-trip
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Fri 2/19
1:40 pm-11:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$224
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sat 9/26
6:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$252
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Fri 2/19
1:10 pm-9:35 am
2 stops17h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$252
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Tue 9/22
6:00 am-4:49 pm
1 stop8h 49m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$252
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sat 9/19
7:45 am-5:38 pm
1 stop7h 53m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$291
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sat 9/19
10:17 am-9:24 am
2 stops21h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$291
Colorado SpringsPunta Cana
COS Colorado Springs - PUJ Punta Cana
COSPUJ
Colorado Springs
Thu 3/4
7:55 pm-3:35 pm
2 stops16h 40m
Punta Cana
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$302
Colorado SpringsSan Juan
COS Colorado Springs - SJU San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Thu 11/19
12:56 pm-9:38 am
2 stops17h 42m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$302
Colorado SpringsPunta Cana
COS Colorado Springs - PUJ Punta Cana
COSPUJ
Colorado Springs
Sun 1/3
6:00 am-6:18 pm
1 stop9h 18m
Punta Cana
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$338
Colorado SpringsPunta Cana
COS Colorado Springs - PUJ Punta Cana
COSPUJ
Colorado Springs
Sun 1/3
1:45 pm-4:10 pm
2 stops23h 25m
Punta Cana
Wed 12/31
12:00 am-9:30 pm
Nonstop0h 00m
$338
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-SXM
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-SXM
What is the cheapest month to book a flight from Colorado Springs to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $434). Flying from Colorado Springs to Caribbean in November is currently the most expensive (average of $797). 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 September 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.
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentCourtney,Sep 2026
DEN - STL
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
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 September 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 September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$434 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$678 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$272 | Average$693 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$420 | Average$646 | FlexibilityNo cancel fee | On-time63% |