$133+ Cheap flights from Colorado Springs (COS) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
COS ā SJU
Sep 13 ā Sep 201
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 āFind dealsā2. 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 providerās pricing and select the best option for you! Book through your favorite providerās 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 August 14, 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/254:57 pm -
2 stops19h 00m
Thu 10/156:00 am -
1 stop11h 00m
Deal found 8/13![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Wed 9/163:00 pm -
1 stop8h 27m
Deal found 8/10![United Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/103:54 pm -
2 stops20h 03m
Wed 9/162:58 pm -
2 stops20h 24m
Deal found 8/11![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/910:17 am -
2 stops21h 07m
Wed 9/166:00 am -
2 stops12h 29m
Deal found 8/10![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/94:08 pm -
2 stops16h 52m
Tue 9/222:58 pm -
2 stops20h 24m
Deal found 8/12![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 10/215:41 am -
1 stop7h 42m
Wed 10/2810:36 am -
2 stops12h 30m
Deal found 8/13![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
2 stops13h 08m
Fri 10/161:00 am -
2 stops11h 55m
Deal found 8/9![United Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/2910:17 am -
2 stops22h 43m
Mon 10/196:00 am -
1 stop11h 00m
Deal found 8/10![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Mon 9/211:00 am -
2 stops11h 47m
Deal found 8/12![United Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 10/2110:25 am -
2 stops9h 25m
Wed 10/285:05 am -
2 stops11h 40m
Deal found 8/13![Southwest logo]()
$424
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:40 am -
2 stops14h 10m
Wed 9/163:00 pm -
1 stop8h 27m
Deal found 8/11![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 11/95:10 pm -
2 stops16h 39m
Sat 11/142:55 pm -
1 stop8h 27m
Deal found 8/11![United Airlines logo]()
$434
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 August 14, 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 1/251:10 pm -
1 stop8h 06m
Tue 1/266:00 am -
1 stop9h 56m
Deal found 8/13![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Wed 9/163:00 pm -
1 stop8h 27m
Deal found 8/10![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 10/2110:25 am -
2 stops9h 25m
Wed 10/285:05 am -
2 stops11h 40m
Deal found 8/13![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/121:25 pm -
2 stops21h 15m
Mon 9/141:55 pm -
2 stops29h 36m
Deal found 8/11![Delta logo]()
$646
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/910:17 am -
2 stops21h 07m
Wed 9/166:00 am -
2 stops12h 29m
Deal found 8/10![American Airlines logo]()
$377
This United deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 10/187:00 am -
2 stops22h 50m
Sun 10/252:35 pm -
1 stop9h 10m
Deal found 8/11![Multiple Airlines logo]()
$755
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
2 stops13h 08m
Fri 10/161:00 am -
2 stops11h 55m
Deal found 8/9![United Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/2910:17 am -
2 stops22h 43m
Mon 10/196:00 am -
1 stop11h 00m
Deal found 8/10![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Mon 9/211:00 am -
2 stops11h 47m
Deal found 8/12![United Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 11/65:17 pm -
2 stops15h 56m
Tue 11/1010:20 am -
2 stops14h 26m
Deal found 8/13![American Airlines logo]()
$438
This Air Canada deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Air Canada is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 11/155:30 am -
2 stops29h 55m
Thu 11/194:50 pm -
2 stops42h 53m
Deal found 8/11![Air Canada logo]()
$1,083
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 2/27:00 am -
1 stop8h 25m
Tue 2/22:05 am -
2 stops12h 13m
Deal found 8/10![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 8/276:00 am -
1 stop5h 57m
Mon 8/311:16 pm -
1 stop10h 22m
Deal found 8/11![Delta logo]()
$652
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 11/175:10 pm -
2 stops19h 04m
Sun 11/223:45 pm -
2 stops10h 14m
Deal found 8/11![United Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 12/15:17 pm -
2 stops15h 56m
Sun 12/66:45 pm -
2 stops19h 25m
Deal found 8/9![American Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/111:27 am -
2 stops23h 12m
Fri 9/41:04 pm -
1 stop9h 34m
Deal found 8/11![Delta logo]()
$666
This Delta deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/256:11 pm -
2 stops16h 29m
Fri 10/21:00 pm -
1 stop7h 56m
Deal found 8/11![Delta logo]()
$666
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/246:03 pm -
2 stops17h 44m
Thu 10/12:35 pm -
2 stops11h 24m
Deal found 8/10![United Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/45:13 pm -
2 stops19h 36m
Thu 9/101:54 pm -
2 stops20h 28m
Deal found 8/12![American Airlines logo]()
$558
This United deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
2 stops22h 50m
Sat 10/312:09 pm -
1 stop11h 33m
Deal found 8/12![Multiple Airlines logo]()
$877
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 11/1611:34 am -
2 stops22h 15m
Thu 11/192:40 pm -
2 stops20h 03m
Deal found 8/10![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 12/285:55 pm -
2 stops19h 50m
Tue 1/56:00 pm -
2 stops26h 14m
Deal found 8/10![Delta logo]()
$695
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 11/611:34 am -
1 stop26h 40m
Tue 11/102:40 pm -
1 stop9h 05m
Deal found 8/11![United Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 10/165:41 am -
2 stops13h 09m
Tue 10/2010:27 am -
2 stops15h 04m
Deal found 8/12![American Airlines logo]()
$647
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 1/131:40 pm -
2 stops23h 40m
Sun 1/174:20 pm -
2 stops23h 38m
Deal found 8/10![Delta logo]()
$716
This United deal was found by Cheapflights users on 8/14. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 10/267:00 am -
2 stops22h 50m
Fri 11/61:07 pm -
3 stops30h 17m
Deal found 8/14![Multiple Airlines logo]()
$989
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 11/41:28 pm -
2 stops46h 05m
Tue 11/102:40 pm -
1 stop9h 05m
Deal found 8/11![United Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 9/76:00 am -
1 stop8h 34m
Tue 9/151:14 pm -
1 stop7h 42m
Deal found 8/11![Delta logo]()
$727
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/13:51 pm -
2 stops18h 09m
Fri 9/412:30 pm -
2 stops21h 48m
Deal found 8/11![American Airlines logo]()
$666
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 1/85:13 pm -
1 stop21h 01m
Tue 1/123:35 pm -
1 stop21h 43m
Deal found 8/12![United Airlines logo]()
$591
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated August 14, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Wed 9/163:00 pm -
1 stop8h 27m
Deal found 8/10![United Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/910:17 am -
2 stops21h 07m
Wed 9/166:00 am -
2 stops12h 29m
Deal found 8/10![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/94:08 pm -
2 stops16h 52m
Tue 9/222:58 pm -
2 stops20h 24m
Deal found 8/12![American Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/97:40 am -
1 stop10h 58m
Mon 9/211:00 am -
2 stops11h 47m
Deal found 8/12![United Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/103:54 pm -
2 stops20h 03m
Wed 9/162:58 pm -
2 stops20h 24m
Deal found 8/11![American Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:40 am -
2 stops14h 10m
Wed 9/163:00 pm -
1 stop8h 27m
Deal found 8/11![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/1211:55 am -
2 stops22h 48m
Sat 9/192:40 pm -
1 stop7h 47m
Deal found 8/12![United Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/1910:17 am -
2 stops21h 25m
Thu 9/2410:32 am -
2 stops14h 23m
Deal found 8/11![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/254:57 pm -
2 stops19h 00m
Thu 10/156:00 am -
1 stop11h 00m
Deal found 8/13![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
2 stops13h 08m
Fri 10/161:00 am -
2 stops11h 55m
Deal found 8/9![United Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/264:08 pm -
2 stops15h 16m
Sat 10/176:00 am -
1 stop12h 51m
Deal found 8/10![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/2910:17 am -
2 stops22h 43m
Mon 10/196:00 am -
1 stop11h 00m
Deal found 8/10![American Airlines logo]()
$393
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 August 14, 2026.
Search for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/224:08 pm -
2 stops21h 32m
Deal found 8/11![American Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop9h 38m
Deal found 8/10![United Airlines logo]()
$186
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/124:08 pm -
2 stops15h 16m
Deal found 8/9![American Airlines logo]()
$190
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 11/157:35 am -
1 stop10h 49m
Deal found 8/12![United Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/53:51 pm -
2 stops15h 52m
Deal found 8/12![American Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 9/126:00 am -
1 stop9h 38m
Deal found 8/9![United Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 11/197:00 am -
1 stop8h 25m
Deal found 8/14![United Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/186:00 am -
1 stop8h 49m
Deal found 8/10![Delta logo]()
$242
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/295:30 am -
1 stop10h 08m
Deal found 8/13![United Airlines logo]()
$252
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure American Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 1/91:10 pm -
2 stops18h 38m
Deal found 8/10![American Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 8/13. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/231:25 pm -
2 stops21h 13m
Deal found 8/13![Delta logo]()
$348
This Southwest deal was found by Cheapflights users on 8/11. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 10/18:10 pm -
2 stops15h 50m
Deal found 8/11![Southwest logo]()
$358
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 August 14, 2026.
Round-trip from | $249 (American Airlines) |
|---|---|
One-way from | $133 (American Airlines) |
Popular in | March |
Cheapest in | October |
Average price | $426 |
Cheapflights Fare Finder
Ā
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 2,558,603 searches. Data last updated August 14, 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
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Mon 1/25
1:10 pm-12:16 am
1 stop8h 06m
San Juan Luis Munoz Marin Intl
Tue 1/26
6:00 am-12:56 pm
1 stop9h 56m
$249
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 9/9
7:40 am-8:38 pm
1 stop10h 58m
San Juan Luis Munoz Marin Intl
Wed 9/16
3:00 pm-9:27 pm
1 stop8h 27m
$372
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 9/9
10:17 am-9:24 am
2 stops21h 07m
San Juan Luis Munoz Marin Intl
Wed 9/16
6:00 am-4:29 pm
2 stops12h 29m
$377
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Sat 9/26
5:30 am-8:38 pm
2 stops13h 08m
San Juan Luis Munoz Marin Intl
Fri 10/16
1:00 am-10:55 am
2 stops11h 55m
$392
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Tue 9/29
10:17 am-11:00 am
2 stops22h 43m
San Juan Luis Munoz Marin Intl
Mon 10/19
6:00 am-3:00 pm
1 stop11h 00m
$393
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 9/9
7:40 am-8:38 pm
1 stop10h 58m
San Juan Luis Munoz Marin Intl
Mon 9/21
1:00 am-10:47 am
2 stops11h 47m
$420
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Wed 10/21
10:25 am-9:50 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Wed 10/28
5:05 am-2:45 pm
2 stops11h 40m
$424
Colorado SpringsNassau
COSĀ Colorado Springs - NASĀ Nassau Intl
COSNAS
Colorado Springs
Fri 11/6
5:17 pm-11:13 am
2 stops15h 56m
Nassau Intl
Tue 11/10
10:20 am-10:46 pm
2 stops14h 26m
$438
Colorado SpringsSan Juan
COSĀ Colorado Springs - SJUĀ San Juan Luis Munoz Marin Intl
COSSJU
Colorado Springs
Tue 2/2
7:00 am-6:25 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
Tue 2/2
2:05 am-11:18 am
2 stops12h 13m
$457
Colorado SpringsMontego Bay
COSĀ Colorado Springs - MBJĀ Montego Bay Sangster Intl
COSMBJ
Colorado Springs
Tue 11/17
5:10 pm-2:14 pm
2 stops19h 04m
Montego Bay Sangster Intl
Sun 11/22
3:45 pm-11:59 pm
2 stops10h 14m
$497
Showing 1-10 of 41 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-NAS
COS-MBJ
COS-SDQ
COS-STT
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-NAS
COS-MBJ
COS-SDQ
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 $420). Flying from Colorado Springs to Caribbean in March is currently the most expensive (average of $736). 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 August 14, 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
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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 August 14, 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 2,558,603 searches. Data last updated August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$434 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$681 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$272 | Average$693 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$646 | FlexibilityNo cancel fee | On-time63% |