$173+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Mar 14 — Mar 211
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Colorado Springs to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Colorado Springs to Caribbean
Cheapest
Best
Last-minute
One-way
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 February 12, 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 February 12, 2026.
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 5/55:41 am
COS
- SJU
2 stops10h 29m
American Airlines
Tue 5/125:45 am
SJU
- COS
2 stops18h 40m
American Airlines
Deal found 2/11![American Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/10. 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 2/2512:30 pm
COS
- SJU
1 stop13h 54m
American Airlines
Wed 3/47:33 am
SJU
- COS
1 stop11h 25m
American Airlines
Deal found 2/10![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:01 pm
COS
- SJU
2 stops17h 39m
American Airlines
Mon 10/268:30 am
SJU
- COS
2 stops16h 49m
American Airlines
Deal found 2/9![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:39 pm
COS
- SJU
2 stops17h 34m
American Airlines
Thu 4/3011:59 pm
SJU
- COS
1 stop18h 24m
American Airlines
Deal found 2/11![American Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 2/10. 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 4/219:57 am
COS
- SJU
2 stops21h 16m
American Airlines
Fri 5/111:59 pm
SJU
- COS
1 stop11h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am
COS
- SJU
1 stop8h 30m
United Airlines
Tue 10/201:05 am
SJU
- COS
2 stops14h 06m
United Airlines
Deal found 2/10![United Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 11/186:00 am
COS
- SJU
2 stops12h 00m
United Airlines
Wed 12/22:25 pm
SJU
- COS
1 stop9h 31m
United Airlines
Deal found 2/11![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:45 pm
COS
- SXM
2 stops20h 05m
American Airlines
Wed 7/81:45 pm
SXM
- COS
2 stops22h 10m
American Airlines
Deal found 2/9![American Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 2/10. 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 3/171:59 pm
COS
- SJU
1 stop13h 29m
American Airlines
Wed 3/189:50 am
SJU
- COS
2 stops16h 09m
American Airlines
Deal found 2/10![American Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 2/11. 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 4/181:39 pm
COS
- SJU
2 stops19h 14m
American Airlines
Sat 4/256:02 pm
SJU
- COS
2 stops17h 25m
American Airlines
Deal found 2/11![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:02 am
COS
- SJU
2 stops15h 38m
American Airlines
Mon 8/177:05 pm
SJU
- COS
2 stops16h 56m
American Airlines
Deal found 2/9![American Airlines logo]()
$408
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 6/113:45 pm
COS
- MBJ
2 stops18h 34m
American Airlines
Wed 6/174:20 pm
MBJ
- COS
2 stops18h 34m
American Airlines
Deal found 2/11![American Airlines logo]()
$449
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 February 12, 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 February 12, 2026.
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
COS
- SJU
1 stop14h 31m
American Airlines
Wed 3/47:00 am
SJU
- COS
2 stops11h 58m
American Airlines
Deal found 2/9![American Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:59 am
COS
- SJU
1 stop9h 26m
United Airlines
Mon 7/272:05 am
SJU
- COS
2 stops13h 09m
United Airlines
Deal found 2/9![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:59 am
COS
- GCM
2 stops27h 01m
Delta
Tue 5/121:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$494
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:50 pm
COS
- MBJ
2 stops17h 10m
Southwest
Thu 2/263:10 pm
MBJ
- COS
2 stops21h 30m
Southwest
Deal found 2/9![Southwest logo]()
$637
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:22 pm
COS
- SJU
2 stops18h 51m
American Airlines
Tue 4/287:00 pm
SJU
- COS
2 stops23h 23m
American Airlines
Deal found 2/10![American Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 2/10. 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 4/217:35 am
COS
- SJU
2 stops14h 15m
United Airlines
Tue 4/281:00 am
SJU
- COS
2 stops13h 36m
United Airlines
Deal found 2/10![United Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:13 pm
COS
- SJU
1 stop9h 19m
American Airlines
Mon 4/2711:59 pm
SJU
- COS
1 stop11h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 4/245:13 pm
COS
- SJU
1 stop9h 19m
American Airlines
Wed 4/296:45 am
SJU
- COS
1 stop11h 38m
American Airlines
Deal found 2/10![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:55 am
COS
- GCM
2 stops23h 05m
Delta
Wed 5/131:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$494
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:45 pm
COS
- SXM
2 stops20h 05m
American Airlines
Wed 7/81:45 pm
SXM
- COS
2 stops22h 10m
American Airlines
Deal found 2/9![American Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:55 am
COS
- GCM
2 stops22h 59m
Delta
Thu 5/141:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$494
This United Airlines deal was found by Cheapflights users on 2/12. 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
- GCM
2 stops18h 18m
United Airlines
Mon 5/111:35 pm
GCM
- COS
2 stops20h 12m
United Airlines
Deal found 2/12![United Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:39 pm
COS
- SJU
2 stops17h 34m
American Airlines
Thu 4/307:00 pm
SJU
- COS
2 stops16h 27m
American Airlines
Deal found 2/11![American Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:55 am
COS
- GCM
2 stops22h 59m
Delta
Tue 5/121:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$494
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
COS
- MBJ
1 stop8h 45m
United Airlines
Wed 6/34:12 pm
MBJ
- COS
2 stops20h 12m
United Airlines
Deal found 2/9![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:39 pm
COS
- SJU
1 stop7h 23m
American Airlines
Sat 4/256:45 am
SJU
- COS
1 stop11h 38m
American Airlines
Deal found 2/10![American Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 2/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/286:50 am
COS
- NAS
2 stops9h 40m
Southwest
Sat 4/48:35 am
NAS
- COS
2 stops10h 05m
Southwest
Deal found 2/11![Southwest logo]()
$653
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 am
COS
- GCM
2 stops23h 05m
Delta
Tue 5/121:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/271:33 pm
COS
- SXM
2 stops21h 00m
United Airlines
Wed 4/291:35 pm
SXM
- COS
2 stops21h 12m
United Airlines
Deal found 2/8![United Airlines logo]()
$532
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 am
COS
- GCM
2 stops23h 05m
Delta
Thu 5/141:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 pm
COS
- NAS
2 stops18h 18m
United Airlines
Wed 3/114:25 pm
NAS
- COS
2 stops18h 24m
United Airlines
Deal found 2/8![United Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Thu 6/113:45 pm
COS
- MBJ
2 stops18h 34m
American Airlines
Wed 6/174:20 pm
MBJ
- COS
2 stops18h 34m
American Airlines
Deal found 2/11![American Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:55 am
COS
- GCM
2 stops22h 59m
Delta
Tue 5/121:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 2/11. 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 4/125:13 pm
COS
- PUJ
2 stops20h 17m
United Airlines
Sat 4/182:20 pm
PUJ
- COS
1 stop9h 11m
United Airlines
Deal found 2/11![United Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/303:45 pm
COS
- MBJ
2 stops19h 00m
American Airlines
Wed 6/34:20 pm
MBJ
- COS
2 stops18h 34m
American Airlines
Deal found 2/9![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 am
COS
- GCM
2 stops23h 05m
Delta
Wed 5/131:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$510
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:59 am
COS
- GCM
2 stops27h 01m
Delta
Sun 5/101:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/271:33 pm
COS
- PUJ
2 stops21h 07m
United Airlines
Thu 4/302:20 pm
PUJ
- COS
2 stops20h 27m
United Airlines
Deal found 2/8![United Airlines logo]()
$597
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:55 am
COS
- GCM
2 stops22h 59m
Delta
Sun 5/101:19 pm
GCM
- COS
1 stop9h 39m
Delta
Deal found 2/12![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
COS
- MBJ
1 stop6h 53m
American Airlines
Thu 2/263:53 pm
MBJ
- COS
1 stop10h 06m
American Airlines
Deal found 2/9![American Airlines logo]()
$535
Last-minute flights from Colorado Springs to CaribbeanDiscover last-minute flight deals from Colorado Springs to Caribbean. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado Springs to Caribbean. Data last updated February 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/214:51 pm
COS
- GCM
2 stops19h 23m
American Airlines
Tue 3/34:25 pm
GCM
- COS
1 stop7h 45m
American Airlines
Deal found 2/9![American Airlines logo]()
$634
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:59 am
COS
- SJU
1 stop9h 26m
United Airlines
Mon 7/272:05 am
SJU
- COS
2 stops13h 09m
United Airlines
Deal found 2/9![United Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2411:49 am
COS
- SJU
1 stop8h 42m
American Airlines
Mon 7/2712:39 am
SJU
- COS
1 stop15h 56m
American Airlines
Deal found 2/9![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 2/10. 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 2/256:00 am
COS
- SJU
1 stop14h 31m
American Airlines
Wed 3/47:00 am
SJU
- COS
2 stops11h 58m
American Airlines
Deal found 2/10![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
COS
- MBJ
1 stop6h 53m
American Airlines
Thu 2/263:53 pm
MBJ
- COS
1 stop10h 06m
American Airlines
Deal found 2/9![American Airlines logo]()
$535
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:50 pm
COS
- MBJ
2 stops17h 10m
Southwest
Thu 2/263:10 pm
MBJ
- COS
2 stops21h 30m
Southwest
Deal found 2/9![Southwest logo]()
$637
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:49 pm
COS
- PUJ
2 stops20h 06m
American Airlines
Wed 3/43:46 pm
PUJ
- COS
1 stop9h 24m
American Airlines
Deal found 2/9![American Airlines logo]()
$594
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 pm
COS
- NAS
2 stops18h 18m
United Airlines
Wed 3/114:25 pm
NAS
- COS
2 stops18h 24m
United Airlines
Deal found 2/8![United Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 2/10. 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 3/171:59 pm
COS
- SJU
1 stop13h 29m
American Airlines
Wed 3/189:50 am
SJU
- COS
2 stops16h 09m
American Airlines
Deal found 2/10![American Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/276:55 pm
COS
- NAS
2 stops16h 38m
United Airlines
Fri 4/32:53 pm
NAS
- COS
2 stops19h 56m
United Airlines
Deal found 2/10![United Airlines logo]()
$640
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/284:50 pm
COS
- NAS
2 stops16h 58m
American Airlines
Sat 4/45:45 pm
NAS
- COS
1 stop18h 05m
American Airlines
Deal found 2/11![American Airlines logo]()
$615
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
COS
- SJU
2 stops12h 50m
American Airlines
Sat 4/46:33 am
SJU
- COS
1 stop19h 26m
American Airlines
Deal found 2/9![American Airlines logo]()
$424
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 February 12, 2026.
Search for one-way flight options from Colorado Springs to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/161:39 pm
COS
- SJU
2 stops17h 21m
American Airlines
Deal found 2/9![American Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:22 pm
COS
- MBJ
2 stops22h 34m
Delta
Deal found 2/9![Delta logo]()
$182
This Delta deal was found by Cheapflights users on 2/10. 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.
Sat 8/16:00 am
COS
- MBJ
1 stop8h 28m
Delta
Deal found 2/10![Delta logo]()
$223
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/13:25 pm
COS
- MBJ
2 stops19h 17m
American Airlines
Deal found 2/10![American Airlines logo]()
$224
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/181:28 pm
COS
- SJU
1 stop7h 47m
Delta
Deal found 2/9![Delta logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:13 pm
COS
- SJU
3 stops40h 36m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:48 pm
COS
- SJU
2 stops20h 02m
American Airlines
Deal found 2/9![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:03 pm
COS
- SJU
3 stops38h 46m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:39 pm
COS
- SJU
1 stop13h 49m
American Airlines
Deal found 2/9![American Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:36 am
COS
- SJU
1 stop10h 50m
United Airlines
Deal found 2/9![United Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:55 pm
COS
- SJU
2 stops24h 27m
United Airlines
Deal found 2/9![United Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/213:25 pm
COS
- SJU
2 stops11h 46m
United Airlines
Deal found 2/10![United Airlines logo]()
$430
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 February 12, 2026.
Round-trip from | $282 (American Airlines) |
|---|---|
One-way from | $173 (American Airlines) |
Popular in | December |
Cheapest in | August |
Average price | $557 |
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 February 12, 2026.
Use the filters below to find and compare flights from Colorado Springs to Caribbean that are best for you.
Fly from
Colorado Springs
Fly to
Caribbean
Route
Depart
Return
Price
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Wed 2/25
6:00 am-11:31 pm
1 stop14h 31m
San Juan Luis Munoz Marin Intl
Wed 3/4
7:00 am-3:58 pm
2 stops11h 58m
$338
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 2/24
5:59 am-6:25 pm
1 stop9h 26m
San Juan Luis Munoz Marin Intl
Mon 7/27
2:05 am-1:14 pm
2 stops13h 09m
$356
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Sat 4/25
12:22 pm-9:13 am
2 stops18h 51m
San Juan Luis Munoz Marin Intl
Tue 4/28
7:00 pm-4:23 pm
2 stops23h 23m
$356
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Mon 4/20
5:13 pm-4:32 am
1 stop9h 19m
San Juan Luis Munoz Marin Intl
Mon 4/27
11:59 pm-9:27 am
1 stop11h 28m
$356
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Fri 4/24
5:13 pm-4:32 am
1 stop9h 19m
San Juan Luis Munoz Marin Intl
Wed 4/29
6:45 am-4:23 pm
1 stop11h 38m
$356
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Tue 4/21
7:35 am-11:50 pm
2 stops14h 15m
San Juan Luis Munoz Marin Intl
Tue 4/28
1:00 am-12:36 pm
2 stops13h 36m
$372
Colorado SpringsSimpson Bay
COS - SXM
COSSXM
Colorado Springs
Mon 6/29
3:45 pm-1:50 pm
2 stops20h 05m
Simpson Bay Princess Juliana
Wed 7/8
1:45 pm-9:55 am
2 stops22h 10m
$376
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Wed 4/22
1:39 pm-9:13 am
2 stops17h 34m
San Juan Luis Munoz Marin Intl
Thu 4/30
7:00 pm-9:27 am
2 stops16h 27m
$390
Colorado SpringsSan Juan
COS - SJU
COSSJU
Colorado Springs
Sat 4/18
1:39 pm-11:02 pm
1 stop7h 23m
San Juan Luis Munoz Marin Intl
Sat 4/25
6:45 am-4:23 pm
1 stop11h 38m
$390
Colorado SpringsMontego Bay
COS - MBJ
COSMBJ
Colorado Springs
Thu 6/11
3:45 pm-11:19 am
2 stops18h 34m
Montego Bay Sangster Intl
Wed 6/17
4:20 pm-9:54 am
2 stops18h 34m
$449
Showing 1-10 of 45 results
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-SXM
COS-GCM
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-MBJ
COS-SXM
COS-GCM
What is the cheapest month to book a flight from Colorado Springs to Caribbean?
Currently, March is the cheapest month in which you can book a flight from Colorado Springs to Caribbean (average of $164). 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 February 12, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United 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
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 February 12, 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 February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$192 | Average$463 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$688 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$380 | Average$549 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$391 | Average$614 | FlexibilityNo cancel fee | On-time69% |