$214+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Apr 14 — Apr 211
Round-trip
1 adult, Economy
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Find cheap flights from Colorado Springs to Caribbean with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Colorado Springs to CaribbeanExplore the most affordable flight options available from Colorado Springs to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 15, 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 March 15, 2026.
This American Airlines deal was found by Cheapflights users on 3/13. 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 5/21:39 pm
COS
- SJU
2 stops19h 14m
American Airlines
Sat 5/910:01 am
SJU
- COS
2 stops15h 31m
American Airlines
Deal found 3/13![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 3/14. 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 4/145:41 am
COS
- SJU
2 stops10h 29m
American Airlines
Wed 4/226:45 am
SJU
- COS
1 stop18h 47m
American Airlines
Deal found 3/14![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Sun 5/105:13 pm
COS
- SJU
1 stop9h 19m
American Airlines
Thu 5/1411:59 pm
SJU
- COS
1 stop18h 24m
American Airlines
Deal found 3/11![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 3/10. 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 4/91:39 pm
COS
- SJU
2 stops19h 14m
American Airlines
Thu 4/1611:59 pm
SJU
- COS
1 stop18h 24m
American Airlines
Deal found 3/10![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 3/12. 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 5/26:20 am
COS
- SJU
1 stop7h 15m
Southwest
Thu 5/76:50 am
SJU
- COS
2 stops10h 40m
Southwest
Deal found 3/12![Southwest logo]()
$396
This American Airlines deal was found by Cheapflights users on 3/12. 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 5/45:13 pm
COS
- MBJ
2 stops21h 24m
American Airlines
Mon 5/1112:25 pm
MBJ
- COS
2 stops22h 02m
American Airlines
Deal found 3/12![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 3/11. 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 7/253:45 pm
COS
- MBJ
2 stops18h 40m
American Airlines
Sun 8/91:35 pm
MBJ
- COS
2 stops21h 26m
American Airlines
Deal found 3/11![American Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 3/12. 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 10/247:30 am
COS
- SJU
2 stops14h 27m
United Airlines
Wed 10/282:46 pm
SJU
- COS
2 stops11h 13m
United Airlines
Deal found 3/12![United Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/285:13 pm
COS
- MBJ
2 stops20h 57m
United Airlines
Tue 5/52:40 pm
MBJ
- COS
1 stop7h 51m
United Airlines
Deal found 3/13![United Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:12 pm
COS
- MBJ
2 stops19h 18m
United Airlines
Mon 5/112:40 pm
MBJ
- COS
1 stop7h 51m
United Airlines
Deal found 3/12![United Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Fri 4/245:13 pm
COS
- MBJ
2 stops19h 17m
United Airlines
Fri 5/12:40 pm
MBJ
- COS
2 stops19h 07m
United Airlines
Deal found 3/10![United Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 3/12. 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 6/13:45 pm
COS
- MBJ
2 stops20h 23m
American Airlines
Mon 6/812:31 pm
MBJ
- COS
2 stops22h 23m
American Airlines
Deal found 3/12![American Airlines logo]()
$476
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 March 15, 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 March 15, 2026.
This American Airlines deal was found by Cheapflights users on 3/12. 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 5/21:39 pm
COS
- SJU
2 stops17h 34m
American Airlines
Sat 5/910:01 am
SJU
- COS
2 stops15h 31m
American Airlines
Deal found 3/12![American Airlines logo]()
$373
This Southwest deal was found by Cheapflights users on 3/12. 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 5/26:20 am
COS
- SJU
1 stop7h 15m
Southwest
Thu 5/76:50 am
SJU
- COS
2 stops10h 40m
Southwest
Deal found 3/12![Southwest logo]()
$396
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/285:13 pm
COS
- MBJ
2 stops20h 57m
United Airlines
Tue 5/52:40 pm
MBJ
- COS
2 stops21h 07m
United Airlines
Deal found 3/13![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 3/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/26:00 am
COS
- NAS
1 stop7h 54m
Delta
Sat 8/83:10 pm
NAS
- COS
1 stop8h 12m
Delta
Deal found 3/11![Delta logo]()
$641
This American Airlines deal was found by Cheapflights users on 3/10. 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 4/91:39 pm
COS
- SJU
2 stops19h 14m
American Airlines
Thu 4/1611:59 pm
SJU
- COS
1 stop18h 24m
American Airlines
Deal found 3/10![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:12 pm
COS
- MBJ
2 stops19h 18m
United Airlines
Mon 5/112:40 pm
MBJ
- COS
1 stop7h 51m
United Airlines
Deal found 3/12![United Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:35 am
COS
- SJU
2 stops10h 50m
Southwest
Wed 7/812:20 pm
SJU
- COS
2 stops11h 25m
Southwest
Deal found 3/13![Southwest logo]()
$492
This American Airlines deal was found by Cheapflights users on 3/10. 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 3/316:00 am
COS
- SJU
2 stops14h 58m
American Airlines
Fri 4/31:30 am
SJU
- COS
1 stop10h 20m
American Airlines
Deal found 3/10![American Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Fri 4/245:13 pm
COS
- MBJ
2 stops19h 17m
United Airlines
Fri 5/12:40 pm
MBJ
- COS
2 stops19h 07m
United Airlines
Deal found 3/10![United Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 3/14. 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 5/166:20 am
COS
- SJU
1 stop7h 15m
Southwest
Fri 5/226:50 am
SJU
- COS
2 stops16h 55m
Southwest
Deal found 3/14![Southwest logo]()
$492
This United Airlines deal was found by Cheapflights users on 3/11. 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 8/16:00 am
COS
- MBJ
1 stop8h 45m
United Airlines
Sat 8/84:33 pm
MBJ
- COS
2 stops20h 50m
United Airlines
Deal found 3/11![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:35 am
COS
- SJU
1 stop12h 50m
Southwest
Thu 6/185:00 am
SJU
- COS
2 stops11h 05m
Southwest
Deal found 3/13![Southwest logo]()
$508
This United Airlines deal was found by Cheapflights users on 3/11. 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 5/97:05 am
COS
- MBJ
1 stop7h 40m
United Airlines
Tue 5/122:40 pm
MBJ
- COS
2 stops21h 07m
United Airlines
Deal found 3/11![United Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 3/13. 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 5/15:13 pm
COS
- PUJ
2 stops19h 21m
American Airlines
Tue 5/55:25 pm
PUJ
- COS
2 stops21h 24m
American Airlines
Deal found 3/13![American Airlines logo]()
$577
This American Airlines deal was found by Cheapflights users on 3/11. 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 4/46:00 am
COS
- AUA
1 stop8h 06m
American Airlines
Sat 4/185:25 pm
AUA
- COS
2 stops21h 24m
American Airlines
Deal found 3/11![American Airlines logo]()
$612
This United Airlines deal was found by Cheapflights users on 3/13. 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 5/17:05 am
COS
- PUJ
1 stop8h 30m
United Airlines
Tue 5/54:40 pm
PUJ
- COS
2 stops18h 07m
United Airlines
Deal found 3/13![United Airlines logo]()
$577
This Southwest deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:35 am
COS
- NAS
2 stops10h 55m
Southwest
Sun 6/282:10 pm
NAS
- COS
2 stops12h 35m
Southwest
Deal found 3/12![Southwest logo]()
$656
This American Airlines deal was found by Cheapflights users on 3/13. 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 7/25:15 pm
COS
- PUJ
2 stops20h 03m
American Airlines
Mon 7/64:50 pm
PUJ
- COS
2 stops20h 54m
American Airlines
Deal found 3/13![American Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
COS
- PUJ
1 stop9h 35m
United Airlines
Mon 4/203:35 pm
PUJ
- COS
2 stops19h 14m
United Airlines
Deal found 3/14![United Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 3/14. 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 6/133:45 pm
COS
- NAS
2 stops16h 18m
American Airlines
Sat 6/208:00 am
NAS
- COS
2 stops16h 25m
American Airlines
Deal found 3/14![American Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
COS
- STT
1 stop7h 28m
Delta
Wed 6/33:01 pm
STT
- COS
1 stop8h 26m
Delta
Deal found 3/10![Delta logo]()
$1,072
This American Airlines deal was found by Cheapflights users on 3/12. 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 4/245:13 pm
COS
- STT
2 stops21h 02m
American Airlines
Sat 5/22:05 pm
STT
- COS
2 stops21h 22m
American Airlines
Deal found 3/12![American Airlines logo]()
$656
This United Airlines deal was found by Cheapflights users on 3/10. 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 5/511:43 am
COS
- GCM
2 stops23h 47m
United Airlines
Thu 5/71:35 pm
GCM
- COS
2 stops22h 12m
United Airlines
Deal found 3/10![United Airlines logo]()
$664
This American Airlines deal was found by Cheapflights users on 3/10. 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 4/95:13 pm
COS
- PUJ
2 stops17h 49m
American Airlines
Mon 4/135:25 pm
PUJ
- COS
2 stops21h 24m
American Airlines
Deal found 3/10![American Airlines logo]()
$664
This United Airlines deal was found by Cheapflights users on 3/10. 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 4/183:26 pm
COS
- PUJ
2 stops22h 04m
United Airlines
Tue 4/214:40 pm
PUJ
- COS
2 stops30h 51m
United Airlines
Deal found 3/10![United Airlines logo]()
$667
This American Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:41 am
COS
- NAS
1 stop7h 03m
American Airlines
Sun 5/38:18 am
NAS
- COS
2 stops17h 14m
American Airlines
Deal found 3/12![American Airlines logo]()
$665
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/281:33 pm
COS
- AUA
2 stops21h 07m
United Airlines
Thu 4/304:30 pm
AUA
- COS
2 stops20h 17m
United Airlines
Deal found 3/13![United Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Mon 8/33:45 pm
COS
- POS
2 stops20h 31m
American Airlines
Sat 8/83:25 pm
POS
- COS
2 stops20h 36m
American Airlines
Deal found 3/11![American Airlines logo]()
$714
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:26 pm
COS
- STT
2 stops18h 54m
United Airlines
Thu 4/162:10 pm
STT
- COS
2 stops20h 39m
United Airlines
Deal found 3/12![United Airlines logo]()
$724
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Sun 8/26:32 pm
COS
- NAS
2 stops14h 56m
United Airlines
Sat 8/84:58 pm
NAS
- COS
2 stops17h 43m
United Airlines
Deal found 3/11![United Airlines logo]()
$732
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated March 15, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated March 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/10. 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 3/316:00 am
COS
- SJU
2 stops14h 58m
American Airlines
Fri 4/31:30 am
SJU
- COS
1 stop10h 20m
American Airlines
Deal found 3/10![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 3/13. 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 3/316:20 am
COS
- SJU
1 stop7h 58m
Delta
Sat 4/47:30 am
SJU
- COS
2 stops16h 35m
Delta
Deal found 3/13![Delta logo]()
$502
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Wed 4/16:00 am
COS
- SJU
2 stops14h 58m
American Airlines
Wed 4/810:03 am
SJU
- COS
2 stops15h 29m
American Airlines
Deal found 3/10![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 3/10. 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 4/91:39 pm
COS
- SJU
2 stops19h 14m
American Airlines
Thu 4/1611:59 pm
SJU
- COS
1 stop18h 24m
American Airlines
Deal found 3/10![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 3/14. 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 4/145:41 am
COS
- SJU
2 stops10h 29m
American Airlines
Wed 4/226:45 am
SJU
- COS
1 stop18h 47m
American Airlines
Deal found 3/14![American Airlines logo]()
$333
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Mon 4/203:26 pm
COS
- MBJ
2 stops22h 44m
United Airlines
Sun 4/264:12 pm
MBJ
- COS
2 stops17h 37m
United Airlines
Deal found 3/10![United Airlines logo]()
$546
This United Airlines deal was found by Cheapflights users on 3/10. 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 4/215:13 pm
COS
- MBJ
2 stops20h 57m
United Airlines
Tue 4/284:12 pm
MBJ
- COS
2 stops19h 45m
United Airlines
Deal found 3/10![United Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Fri 4/245:13 pm
COS
- MBJ
2 stops19h 17m
United Airlines
Fri 5/12:40 pm
MBJ
- COS
2 stops19h 07m
United Airlines
Deal found 3/10![United Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 3/12. 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 4/251:39 pm
COS
- SJU
2 stops17h 34m
American Airlines
Sat 5/210:01 am
SJU
- COS
2 stops15h 31m
American Airlines
Deal found 3/12![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:13 pm
COS
- MBJ
2 stops19h 12m
American Airlines
Sun 5/34:37 pm
MBJ
- COS
2 stops17h 50m
American Airlines
Deal found 3/12![American Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/285:13 pm
COS
- MBJ
2 stops20h 57m
United Airlines
Tue 5/52:40 pm
MBJ
- COS
1 stop7h 51m
United Airlines
Deal found 3/13![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 3/15. 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 4/295:41 am
COS
- MBJ
2 stops8h 56m
American Airlines
Wed 5/610:17 am
MBJ
- COS
2 stops14h 15m
American Airlines
Deal found 3/15![American Airlines logo]()
$516
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 March 15, 2026.
Search for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Fri 4/171:39 pm
COS
- SJU
2 stops17h 32m
American Airlines
Deal found 3/11![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 3/10. 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 6/168:00 am
COS
- SJU
1 stop18h 25m
American Airlines
Deal found 3/10![American Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:55 pm
COS
- NAS
2 stops15h 20m
Southwest
Deal found 3/14![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:35 am
COS
- SJU
2 stops9h 30m
Southwest
Deal found 3/10![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/215:20 pm
COS
- NAS
2 stops17h 55m
Southwest
Deal found 3/14![Southwest logo]()
$258
This American Airlines deal was found by Cheapflights users on 3/14. 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 6/228:00 am
COS
- NAS
1 stop7h 05m
American Airlines
Deal found 3/14![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Mon 6/2210:06 am
COS
- NAS
3 stops31h 09m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$336
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 March 15, 2026.
Round-trip from | $322 (American Airlines) |
|---|---|
One-way from | $214 (American Airlines) |
Popular in | December |
Cheapest in | August |
Average price | $516 |
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 2,558,603 searches. Data last updated March 15, 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
Sat 5/2
1:39 pm-9:13 am
2 stops17h 34m
San Juan Luis Munoz Marin Intl
Sat 5/9
10:01 am-11:32 pm
2 stops15h 31m
$373
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Thu 4/9
1:39 pm-10:53 am
2 stops19h 14m
San Juan Luis Munoz Marin Intl
Thu 4/16
11:59 pm-4:23 pm
1 stop18h 24m
$384
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Sat 5/2
6:20 am-3:35 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Thu 5/7
6:50 am-3:30 pm
2 stops10h 40m
$396
Colorado SpringsMontego Bay
COS - MBJ
COSMBJ
Colorado Springs
Tue 4/28
5:13 pm-3:10 pm
2 stops20h 57m
Montego Bay Sangster Intl
Tue 5/5
2:40 pm-10:47 am
2 stops21h 07m
$397
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 3/31
6:00 am-10:58 pm
2 stops14h 58m
San Juan Luis Munoz Marin Intl
Fri 4/3
1:30 am-9:50 am
1 stop10h 20m
$459
Colorado SpringsMontego Bay
COS - MBJ
COSMBJ
Colorado Springs
Mon 5/4
5:12 pm-1:30 pm
2 stops19h 18m
Montego Bay Sangster Intl
Mon 5/11
2:40 pm-9:31 pm
1 stop7h 51m
$465
Colorado SpringsMontego Bay
COS - MBJ
COSMBJ
Colorado Springs
Fri 4/24
5:13 pm-1:30 pm
2 stops19h 17m
Montego Bay Sangster Intl
Fri 5/1
2:40 pm-8:47 am
2 stops19h 07m
$475
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Wed 7/1
5:35 am-6:25 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Wed 7/8
12:20 pm-9:45 pm
2 stops11h 25m
$492
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Sat 5/16
6:20 am-3:35 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Fri 5/22
6:50 am-9:45 pm
2 stops16h 55m
$492
Colorado SpringsMontego Bay
COS - MBJ
COSMBJ
Colorado Springs
Sat 8/1
6:00 am-3:45 pm
1 stop8h 45m
Montego Bay Sangster Intl
Sat 8/8
4:33 pm-12:23 pm
2 stops20h 50m
$496
Showing 1-10 of 37 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-PUJ
COS-AUA
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-PUJ
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 $178). Flying from Colorado Springs to Caribbean in December is currently the most expensive (average of $292). 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 March 15, 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.
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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 March 15, 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 March 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$192 | Average$375 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$700 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$355 | Average$542 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$380 | Average$639 | FlexibilityNo cancel fee | On-time63% |