$188+ 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
Aug 12 ā Aug 191
Round-trip
1 adult, Economy
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Find cheap flights from Colorado Springs to Caribbean with Cheapflights
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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 July 13, 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 July 13, 2026.
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Wed 9/27:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Thu 9/101:00 am
SJU
- COS
2 stops11h 44m
United Airlines
Deal found 7/9![United Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/3110:48 am
COS
- SJU
1 stop12h 08m
Multiple Airlines
Sun 9/134:39 pm
SJU
- COS
1 stop18h 41m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/26:15 am
COS
- SJU
2 stops10h 45m
Southwest
Fri 9/116:30 am
SJU
- COS
2 stops11h 10m
Southwest
Deal found 7/9![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/67:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Tue 9/153:00 pm
SJU
- COS
1 stop8h 27m
United Airlines
Deal found 7/12![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:16 pm
COS
- SJU
2 stops15h 52m
Delta
Fri 9/1112:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/3110:48 am
COS
- SJU
1 stop12h 08m
Multiple Airlines
Wed 9/95:12 pm
SJU
- COS
2 stops41h 43m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/49:35 am
COS
- SJU
1 stop13h 21m
Multiple Airlines
Sun 9/134:39 pm
SJU
- COS
1 stop18h 41m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Sun 9/65:30 am
COS
- SJU
2 stops13h 08m
United Airlines
Sat 9/191:00 am
SJU
- COS
2 stops11h 44m
United Airlines
Deal found 7/9![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:00 am
COS
- SJU
1 stop8h 38m
Delta
Thu 9/1012:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/243:51 pm
COS
- MBJ
2 stops18h 46m
American Airlines
Mon 8/3112:38 pm
MBJ
- COS
2 stops21h 40m
American Airlines
Deal found 7/10![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:00 am
COS
- SJU
1 stop8h 38m
Delta
Mon 9/1412:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/49:35 am
COS
- SJU
1 stop13h 21m
Multiple Airlines
Wed 9/95:12 pm
SJU
- COS
2 stops41h 43m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$424
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 July 13, 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 July 13, 2026.
This United Airlines deal was found by Cheapflights users on 7/8. 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 9/306:00 am
COS
- SJU
1 stop9h 38m
United Airlines
Tue 10/67:00 am
SJU
- COS
2 stops12h 55m
United Airlines
Deal found 7/8![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 7/8. 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 9/306:15 am
COS
- SJU
2 stops9h 55m
Southwest
Tue 10/610:00 am
SJU
- COS
2 stops11h 50m
Southwest
Deal found 7/8![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 7/10. 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.
Tue 8/256:00 am
COS
- SJU
1 stop8h 38m
Delta
Tue 9/112:56 pm
SJU
- COS
1 stop10h 42m
Delta
Deal found 7/10![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/11. 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 1/58:15 am
COS
- MBJ
1 stop6h 45m
American Airlines
Sat 2/64:27 pm
MBJ
- COS
1 stop27h 14m
American Airlines
Deal found 7/11![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/67:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Mon 9/141:00 am
SJU
- COS
2 stops11h 47m
United Airlines
Deal found 7/12![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 7/8. 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 10/110:10 am
COS
- SJU
2 stops12h 10m
Southwest
Tue 10/66:35 am
SJU
- COS
2 stops11h 00m
Southwest
Deal found 7/8![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:16 pm
COS
- SJU
2 stops15h 52m
Delta
Fri 9/1112:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$376
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 9/297:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Fri 10/162:00 pm
SJU
- COS
1 stop10h 06m
United Airlines
Deal found 7/9![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/2910:45 am
COS
- SJU
2 stops9h 15m
Southwest
Fri 10/165:00 am
SJU
- COS
2 stops10h 55m
Southwest
Deal found 7/9![Southwest logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/12. 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 10/73:58 pm
COS
- MBJ
1 stop23h 14m
American Airlines
Wed 10/1412:16 pm
MBJ
- COS
1 stop11h 43m
American Airlines
Deal found 7/12![American Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/16:16 pm
COS
- SJU
2 stops15h 30m
Delta
Thu 9/1012:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$417
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 8/2110:25 am
COS
- SJU
2 stops11h 25m
Southwest
Tue 8/258:20 am
SJU
- COS
2 stops10h 40m
Southwest
Deal found 7/9![Southwest logo]()
$417
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/101:18 pm
COS
- MBJ
1 stop25h 58m
American Airlines
Sun 9/135:16 pm
MBJ
- COS
2 stops22h 27m
American Airlines
Deal found 7/8![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/245:40 am
COS
- MBJ
1 stop9h 28m
American Airlines
Mon 8/3112:38 pm
MBJ
- COS
2 stops21h 40m
American Airlines
Deal found 7/10![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 7/10. 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 11/96:26 pm
COS
- MBJ
2 stops15h 47m
United Airlines
Thu 11/121:25 pm
MBJ
- COS
2 stops21h 40m
United Airlines
Deal found 7/10![United Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Thu 9/105:13 pm
COS
- MBJ
2 stops18h 40m
American Airlines
Mon 9/145:16 pm
MBJ
- COS
2 stops17h 06m
American Airlines
Deal found 7/12![American Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 7/10. 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 11/46:26 pm
COS
- NAS
2 stops17h 07m
United Airlines
Tue 11/102:40 pm
NAS
- COS
2 stops11h 19m
United Airlines
Deal found 7/10![United Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 7/12. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 11/46:00 am
COS
- NAS
1 stop5h 49m
Delta
Tue 11/102:55 pm
NAS
- COS
1 stop8h 26m
Delta
Deal found 7/12![Delta logo]()
$647
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/225:30 am
COS
- PUJ
1 stop10h 05m
United Airlines
Sat 8/291:25 pm
PUJ
- COS
1 stop8h 29m
United Airlines
Deal found 7/8![United Airlines logo]()
$536
This United Airlines deal was found by Cheapflights users on 7/10. 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 11/166:26 pm
COS
- PUJ
2 stops14h 19m
United Airlines
Thu 11/192:15 pm
PUJ
- COS
1 stop10h 47m
United Airlines
Deal found 7/10![United Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 7/11. 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 12/154:34 pm
COS
- PUJ
2 stops20h 14m
American Airlines
Mon 12/216:10 pm
PUJ
- COS
2 stops20h 37m
American Airlines
Deal found 7/11![American Airlines logo]()
$657
This United Airlines deal was found by Cheapflights users on 7/8. 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 9/91:03 pm
COS
- MBJ
2 stops21h 40m
United Airlines
Sun 9/1312:52 pm
MBJ
- COS
2 stops20h 48m
United Airlines
Deal found 7/8![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 7/8. 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
COS
- AUA
2 stops19h 50m
Delta
Tue 1/56:00 pm
AUA
- COS
2 stops21h 58m
Delta
Deal found 7/8![Delta logo]()
$817
This United Airlines deal was found by Cheapflights users on 7/12. 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.
Tue 9/111:30 am
COS
- NAS
2 stops24h 03m
United Airlines
Thu 9/32:35 pm
NAS
- COS
2 stops20h 05m
United Airlines
Deal found 7/12![United Airlines logo]()
$642
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 1/412:38 pm
COS
- CUR
2 stops24h 54m
American Airlines
Mon 1/115:45 pm
CUR
- COS
2 stops19h 06m
American Airlines
Deal found 7/11![American Airlines logo]()
$793
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 12/67:30 am
COS
- GCM
1 stop7h 00m
United Airlines
Thu 12/105:45 pm
GCM
- COS
2 stops17h 20m
United Airlines
Deal found 7/10![United Airlines logo]()
$646
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/243:51 pm
COS
- CUR
2 stops21h 48m
American Airlines
Mon 8/314:39 pm
CUR
- COS
2 stops22h 08m
American Airlines
Deal found 7/10![American Airlines logo]()
$823
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Sun 11/156:00 am
COS
- PUJ
1 stop9h 18m
United Airlines
Thu 11/192:15 pm
PUJ
- COS
1 stop9h 34m
United Airlines
Deal found 7/11![United Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 7/265:35 am
COS
- GCM
1 stop7h 01m
American Airlines
Sun 8/212:33 pm
GCM
- COS
2 stops22h 19m
American Airlines
Deal found 7/10![American Airlines logo]()
$861
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 7/313:46 pm
COS
- BGI
2 stops21h 12m
American Airlines
Sun 8/23:28 pm
BGI
- COS
2 stops23h 09m
American Airlines
Deal found 7/11![American Airlines logo]()
$962
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated July 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Sun 7/125:15 pm
COS
- MBJ
1 stop21h 59m
American Airlines
Sat 8/222:21 pm
MBJ
- COS
2 stops19h 57m
American Airlines
Deal found 7/8![American Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/127:30 am
COS
- MBJ
1 stop6h 56m
United Airlines
Sat 8/222:40 pm
MBJ
- COS
1 stop7h 47m
United Airlines
Deal found 7/8![United Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/155:45 pm
COS
- SJU
2 stops13h 25m
Southwest
Sat 8/225:05 am
SJU
- COS
2 stops12h 25m
Southwest
Deal found 7/10![Southwest logo]()
$462
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 8/243:51 pm
COS
- MBJ
2 stops18h 46m
American Airlines
Mon 8/3112:38 pm
MBJ
- COS
2 stops21h 40m
American Airlines
Deal found 7/10![American Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 7/10. 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 8/257:40 am
COS
- SJU
2 stops14h 10m
United Airlines
Tue 9/12:20 pm
SJU
- COS
1 stop9h 07m
United Airlines
Deal found 7/10![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 8/306:00 am
COS
- SJU
1 stop8h 38m
Delta
Fri 9/1112:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/3110:48 am
COS
- SJU
1 stop12h 08m
Multiple Airlines
Sun 9/134:39 pm
SJU
- COS
1 stop18h 41m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:16 pm
COS
- SJU
2 stops15h 52m
Delta
Fri 9/1112:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/3110:48 am
COS
- SJU
1 stop12h 08m
Multiple Airlines
Wed 9/95:12 pm
SJU
- COS
2 stops41h 43m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:00 am
COS
- SJU
1 stop8h 38m
Delta
Thu 9/1012:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:00 am
COS
- SJU
1 stop8h 38m
Delta
Mon 9/1412:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 8/316:00 am
COS
- SJU
1 stop8h 38m
Delta
Sun 9/1312:56 pm
SJU
- COS
1 stop9h 00m
Delta
Deal found 7/9![Delta logo]()
$454
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 July 13, 2026.
Search for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 9/226:00 am
COS
- SJU
1 stop8h 49m
Delta
Deal found 7/8![Delta logo]()
$188
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 8/236:16 pm
COS
- SJU
2 stops15h 30m
Delta
Deal found 7/9![Delta logo]()
$194
This Southwest deal was found by Cheapflights users on 7/12. 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 Southwest is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 8/2010:25 am
COS
- SJU
2 stops11h 25m
Southwest
Deal found 7/12![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/116:00 am
COS
- SJU
1 stop8h 49m
Delta
Deal found 7/9![Delta logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/11. 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 9/117:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Deal found 7/11![United Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 9/611:27 am
COS
- PUJ
2 stops22h 16m
Delta
Deal found 7/8![Delta logo]()
$251
This American Airlines deal was found by Cheapflights users on 7/9. 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 9/221:18 pm
COS
- SJU
2 stops19h 42m
American Airlines
Deal found 7/9![American Airlines logo]()
$254
This Faresmojo deal was found by Cheapflights users on 7/8. 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 Faresmojo is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:00 am
COS
- SJU
1 stop8h 38m
JetBlue
Deal found 7/8![JetBlue logo]()
$258
This United Airlines deal was found by Cheapflights users on 7/9. 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 7/188:45 am
COS
- MBJ
2 stops27h 45m
United Airlines
Deal found 7/9![United Airlines logo]()
$258
This American Airlines deal was found by Cheapflights users on 7/11. 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 1/93:17 pm
COS
- SJU
2 stops16h 31m
American Airlines
Deal found 7/11![American Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Sun 8/237:40 am
COS
- SJU
1 stop10h 58m
United Airlines
Deal found 7/9![United Airlines logo]()
$263
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Fri 9/115:41 am
COS
- SJU
2 stops13h 06m
American Airlines
Deal found 7/9![American Airlines logo]()
$281
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 July 13, 2026.
Round-trip from | $352 (United Airlines) |
|---|---|
One-way from | $188 (Delta) |
Popular in | March |
Cheapest in | January |
Average price | $626 |
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 July 13, 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 - SJU
COSSJU
Colorado Springs
Wed 9/30
6:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Tue 10/6
7:00 am-5:55 pm
2 stops12h 55m
$352
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Sun 9/6
7:40 am-8:38 pm
1 stop10h 58m
San Juan Luis Munoz Marin Intl
Mon 9/14
1:00 am-10:47 am
2 stops11h 47m
$352
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 9/29
7:40 am-8:38 pm
1 stop10h 58m
San Juan Luis Munoz Marin Intl
Fri 10/16
2:00 pm-10:06 pm
1 stop10h 06m
$352
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Wed 9/30
6:15 am-6:10 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Tue 10/6
10:00 am-7:50 pm
2 stops11h 50m
$364
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Thu 10/1
10:10 am-12:20 am
2 stops12h 10m
San Juan Luis Munoz Marin Intl
Tue 10/6
6:35 am-3:35 pm
2 stops11h 00m
$364
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 8/25
6:00 am-4:38 pm
1 stop8h 38m
San Juan Luis Munoz Marin Intl
Tue 9/1
12:56 pm-9:38 pm
1 stop10h 42m
$376
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Mon 8/31
6:16 pm-12:08 pm
2 stops15h 52m
San Juan Luis Munoz Marin Intl
Fri 9/11
12:56 pm-7:56 pm
1 stop9h 00m
$376
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 9/29
10:45 am-10:00 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Fri 10/16
5:00 am-1:55 pm
2 stops10h 55m
$376
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 9/1
6:16 pm-11:46 am
2 stops15h 30m
San Juan Luis Munoz Marin Intl
Thu 9/10
12:56 pm-7:56 pm
1 stop9h 00m
$417
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Fri 8/21
10:25 am-11:50 pm
2 stops11h 25m
San Juan Luis Munoz Marin Intl
Tue 8/25
8:20 am-5:00 pm
2 stops10h 40m
$417
Showing 1-10 of 46 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-PUJ
COS-MBJ
COS-AUA
COS-NAS
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-PUJ
COS-MBJ
COS-AUA
What is the cheapest month to book a flight from Colorado Springs to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $265). Flying from Colorado Springs to Caribbean in July is currently the most expensive (average of $539). 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 July 13, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Overall
7.9
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
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 July 13, 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 3 airlines flying from Colorado Springs to Caribbean
Discover the top 3 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 July 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$266 | Average$694 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$272 | Average$721 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$646 | FlexibilityNo cancel fee | On-time63% |