$87+ Cheap flights from Pueblo, CO 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SJU
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Pueblo 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 Pueblo to Caribbean
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Cheapest flights from Pueblo to CaribbeanExplore the most affordable flight options available from Pueblo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Pueblo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:31 pm
DEN
- SJU
1 stop9h 22m
Frontier
Tue 4/211:25 pm
SJU
- DEN
1 stop11h 28m
Frontier
Deal found 2/2![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 5/611:05 pm
DEN
- SJU
1 stop16h 25m
Frontier
Wed 5/133:19 pm
SJU
- DEN
1 stop9h 40m
Frontier
Deal found 2/2![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/2211:25 pm
DEN
- SJU
1 stop10h 14m
Multiple Airlines
Wed 2/2511:52 am
SJU
- DEN
1 stop24h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$205
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:59 pm
DEN
- SJU
1 stop21h 44m
Frontier
Wed 3/111:59 am
SJU
- DEN
1 stop23h 05m
Frontier
Deal found 2/1![Frontier logo]()
$207
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:59 pm
DEN
- SJU
1 stop21h 44m
Frontier
Tue 2/2411:07 am
SJU
- DEN
1 stop14h 52m
Frontier
Deal found 2/2![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 2/2412:59 am
DEN
- SJU
2 stops14h 59m
Multiple Airlines
Wed 3/411:07 am
SJU
- DEN
1 stop9h 28m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 5/1211:59 pm
DEN
- SJU
1 stop7h 55m
Frontier
Mon 5/184:11 pm
SJU
- DEN
1 stop29h 56m
Frontier
Deal found 2/1![Frontier logo]()
$210
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/112:59 am
DEN
- SJU
1 stop11h 03m
Frontier
Mon 3/95:30 am
SJU
- DEN
1 stop11h 42m
Frontier
Deal found 2/1![Frontier logo]()
$211
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:20 am
DEN
- SJU
1 stop12h 37m
Frontier
Mon 4/139:10 pm
SJU
- DEN
1 stop19h 22m
Frontier
Deal found 2/1![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 3/312:59 am
DEN
- SJU
1 stop11h 08m
Multiple Airlines
Wed 3/1110:52 am
SJU
- DEN
2 stops14h 12m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/2312:59 am
DEN
- SJU
1 stop11h 07m
Frontier
Fri 2/273:53 am
SJU
- DEN
1 stop22h 06m
Frontier
Deal found 2/2![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/210:00 am
DEN
- SJU
1 stop13h 25m
Multiple Airlines
Mon 3/96:49 pm
SJU
- DEN
1 stop14h 24m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$217
Best flights from Pueblo to CaribbeanDiscover carefully curated flight deals from Pueblo to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Pueblo to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:25 am
DEN
- SJU
1 stop14h 33m
Frontier
Thu 3/195:30 am
SJU
- DEN
1 stop28h 48m
Frontier
Deal found 2/2![Frontier logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:59 pm
DEN
- STT
1 stop11h 32m
Multiple Airlines
Wed 3/112:36 pm
STT
- DEN
1 stop10h 33m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 2/1. 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 3/212:59 am
DEN
- GCM
1 stop9h 30m
Delta
Wed 3/41:54 pm
GCM
- DEN
1 stop10h 54m
Delta
Deal found 2/1![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/48:30 pm
DEN
- GCM
1 stop15h 15m
United Airlines
Wed 3/111:50 pm
GCM
- DEN
1 stop10h 40m
United Airlines
Deal found 2/2![United Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 1/31. 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 5/95:15 pm
DEN
- GCM
2 stops17h 17m
American Airlines
Wed 5/1312:00 pm
GCM
- DEN
2 stops21h 26m
American Airlines
Deal found 1/31![American Airlines logo]()
$347
This KAYAK deal was found by Cheapflights users on 2/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:59 pm
DEN
- PLS
1 stop12h 11m
JetBlue
Wed 4/292:24 pm
PLS
- DEN
1 stop10h 37m
JetBlue
Deal found 2/1![JetBlue logo]()
$409
This Southwest deal was found by Cheapflights users on 2/1. 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 4/812:05 pm
DEN
- SJU
2 stops9h 35m
Southwest
Wed 4/1511:25 am
SJU
- DEN
2 stops10h 05m
Southwest
Deal found 2/1![Southwest logo]()
$440
This Copa Airlines deal was found by Cheapflights users on 2/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:51 pm
DEN
- AUA
1 stop13h 51m
Copa Airlines
Thu 4/307:19 am
AUA
- DEN
1 stop13h 06m
Copa Airlines
Deal found 2/2![Copa Airlines logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:35 pm
DEN
- STT
2 stops41h 59m
Multiple Airlines
Wed 3/112:36 pm
STT
- DEN
1 stop10h 33m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:59 pm
DEN
- STT
1 stop11h 32m
Multiple Airlines
Sat 3/73:36 pm
STT
- DEN
1 stop9h 48m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$304
This Priceline deal was found by Cheapflights users on 2/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1812:59 am
DEN
- MBJ
1 stop10h 54m
Frontier
Sat 2/2812:40 pm
MBJ
- DEN
1 stop10h 55m
Frontier
Deal found 2/2![Frontier logo]()
$335
This Delta deal was found by Cheapflights users on 2/1. 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 4/1312:55 am
DEN
- GCM
1 stop10h 05m
Delta
Tue 4/211:25 pm
GCM
- DEN
1 stop7h 54m
Delta
Deal found 2/1![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 1/31. 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 5/123:00 pm
DEN
- UVF
2 stops20h 35m
American Airlines
Tue 5/193:13 pm
UVF
- DEN
2 stops22h 34m
American Airlines
Deal found 1/31![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/211:59 pm
DEN
- STT
1 stop11h 32m
Multiple Airlines
Sun 3/82:36 pm
STT
- DEN
1 stop19h 44m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$314
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:01 am
DEN
- MBJ
1 stop7h 16m
Frontier
Sat 2/2812:40 pm
MBJ
- DEN
1 stop10h 55m
Frontier
Deal found 2/1![Frontier logo]()
$380
This KAYAK deal was found by Cheapflights users on 2/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:39 pm
DEN
- AUA
1 stop15h 11m
JetBlue
Wed 3/2512:40 pm
AUA
- DEN
1 stop12h 19m
JetBlue
Deal found 2/2![JetBlue logo]()
$422
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:55 am
DEN
- GCM
1 stop10h 05m
Delta
Fri 5/11:25 pm
GCM
- DEN
1 stop9h 39m
Delta
Deal found 2/1![Delta logo]()
$384
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/57:00 am
DEN
- GCM
2 stops11h 15m
American Airlines
Tue 3/107:45 am
GCM
- DEN
2 stops15h 55m
American Airlines
Deal found 2/2![American Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/46:20 pm
DEN
- STT
1 stop17h 11m
Multiple Airlines
Wed 3/112:36 pm
STT
- DEN
1 stop10h 33m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 2/2. 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 4/205:00 am
DEN
- PLS
1 stop7h 55m
Southwest
Fri 4/243:50 pm
PLS
- DEN
1 stop8h 10m
Southwest
Deal found 2/2![Southwest logo]()
$456
This Delta deal was found by Cheapflights users on 2/1. 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 4/3012:55 am
DEN
- GCM
1 stop10h 05m
Delta
Wed 5/61:25 pm
GCM
- DEN
1 stop12h 08m
Delta
Deal found 2/1![Delta logo]()
$384
This KAYAK deal was found by Cheapflights users on 2/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:59 pm
DEN
- NAS
1 stop10h 28m
JetBlue
Wed 5/131:46 pm
NAS
- DEN
1 stop11h 15m
JetBlue
Deal found 2/1![JetBlue logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 5/1211:59 pm
DEN
- PUJ
2 stops15h 06m
Multiple Airlines
Sat 5/1611:47 am
PUJ
- DEN
1 stop13h 06m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 2/2. 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 5/1111:50 pm
DEN
- NAS
1 stop11h 25m
Southwest
Fri 5/158:45 am
NAS
- DEN
1 stop13h 15m
Southwest
Deal found 2/2![Southwest logo]()
$458
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/79:43 am
DEN
- SJU
Nonstop5h 55m
United Airlines
Wed 4/221:40 pm
SJU
- DEN
Nonstop6h 35m
United Airlines
Deal found 2/1![United Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/194:43 pm
DEN
- UVF
2 stops19h 35m
American Airlines
Thu 2/263:48 pm
UVF
- DEN
2 stops22h 03m
American Airlines
Deal found 2/2![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 2/2. 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 4/2912:55 am
DEN
- GCM
1 stop10h 05m
Delta
Wed 5/61:25 pm
GCM
- DEN
1 stop12h 08m
Delta
Deal found 2/2![Delta logo]()
$384
This Southwest deal was found by Cheapflights users on 1/31. 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 3/38:45 am
DEN
- SJU
2 stops9h 10m
Southwest
Mon 3/92:50 pm
SJU
- DEN
2 stops11h 35m
Southwest
Deal found 1/31![Southwest logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/16:00 am
DEN
- STT
2 stops31h 34m
Multiple Airlines
Sun 3/82:36 pm
STT
- DEN
1 stop19h 44m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$348
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:59 pm
DEN
- AUA
2 stops12h 06m
JetBlue
Tue 5/123:10 pm
AUA
- DEN
2 stops33h 51m
JetBlue
Deal found 2/2![JetBlue logo]()
$464
Last-minute flights from Pueblo to CaribbeanDiscover last-minute flight deals from Pueblo to Caribbean. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Pueblo to Caribbean. Data last updated February 3, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:59 pm
DEN
- SJU
1 stop21h 44m
Frontier
Tue 2/2411:07 am
SJU
- DEN
1 stop14h 52m
Frontier
Deal found 2/2![Frontier logo]()
$208
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:59 pm
DEN
- SJU
1 stop23h 54m
Frontier
Wed 2/253:53 am
SJU
- DEN
1 stop22h 06m
Frontier
Deal found 2/1![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/2211:25 pm
DEN
- SJU
1 stop10h 14m
Multiple Airlines
Wed 2/2511:52 am
SJU
- DEN
1 stop24h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/2312:59 am
DEN
- SJU
1 stop11h 07m
Frontier
Fri 2/273:53 am
SJU
- DEN
1 stop22h 06m
Frontier
Deal found 2/2![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 2/2412:59 am
DEN
- SJU
2 stops14h 59m
Multiple Airlines
Wed 3/411:07 am
SJU
- DEN
1 stop9h 28m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$209
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/112:59 am
DEN
- SJU
1 stop11h 03m
Frontier
Mon 3/95:30 am
SJU
- DEN
1 stop11h 42m
Frontier
Deal found 2/1![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/210:00 am
DEN
- SJU
1 stop13h 25m
Multiple Airlines
Mon 3/96:49 pm
SJU
- DEN
1 stop14h 24m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/212:59 am
DEN
- SJU
2 stops14h 59m
Multiple Airlines
Thu 3/126:46 pm
SJU
- DEN
1 stop30h 09m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/212:59 am
DEN
- STT
2 stops12h 35m
Multiple Airlines
Tue 3/102:36 pm
STT
- DEN
1 stop10h 33m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$221
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:59 pm
DEN
- SJU
1 stop21h 44m
Frontier
Wed 3/111:59 am
SJU
- DEN
1 stop23h 05m
Frontier
Deal found 2/1![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 3/312:59 am
DEN
- SJU
1 stop11h 08m
Multiple Airlines
Wed 3/1110:52 am
SJU
- DEN
2 stops14h 12m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$214
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:20 am
DEN
- SJU
1 stop12h 37m
Frontier
Mon 4/139:10 pm
SJU
- DEN
1 stop19h 22m
Frontier
Deal found 2/1![Frontier logo]()
$213
One-way flights from Pueblo to CaribbeanSearch for one-way flight options from Pueblo to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Pueblo to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Travelocity deal was found by Cheapflights users on 2/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:59 am
DEN
- NAS
1 stop11h 31m
Frontier
Deal found 2/2![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/212:59 am
DEN
- STT
2 stops12h 35m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$91
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:59 pm
DEN
- SJU
1 stop11h 00m
Frontier
Deal found 2/1![Frontier logo]()
$101
This United Airlines deal was found by Cheapflights users on 2/2. 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 5/118:23 pm
DEN
- GCM
1 stop15h 07m
United Airlines
Deal found 2/2![United Airlines logo]()
$106
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/115:15 pm
DEN
- GCM
2 stops17h 18m
American Airlines
Deal found 2/2![American Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Tue 2/1711:59 pm
DEN
- SJU
1 stop21h 44m
Frontier
Deal found 1/31![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/29:00 pm
DEN
- SJU
2 stops15h 31m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sat 3/76:00 am
DEN
- SJU
1 stop11h 06m
Frontier
Deal found 2/2![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2011:25 pm
DEN
- SJU
1 stop17h 18m
Frontier
Deal found 1/31![Frontier logo]()
$119
This Priceline deal was found by Cheapflights users on 2/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1611:59 pm
DEN
- SJU
1 stop12h 18m
Frontier
Deal found 2/2![Frontier logo]()
$120
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:00 am
DEN
- SJU
1 stop23h 59m
Frontier
Deal found 2/1![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 2/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:59 pm
DEN
- SJU
1 stop10h 28m
Frontier
Deal found 2/2![Frontier logo]()
$122
Find flight deals from Pueblo to Caribbean
Keep the following information in mind while searching for Pueblo to Caribbean flight deals. Data was last updated February 3, 2026.
Round-trip from | $202 (Frontier) |
|---|---|
One-way from | $87 (Travelocity) |
Popular in | December |
Cheapest in | August |
Average price | $515 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pueblo 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 3, 2026.
Use the filters below to find and compare flights from Pueblo to Caribbean that are best for you.
Fly from
Pueblo
Fly to
Caribbean
Route
Depart
Return
Price
DenverSan Juan
DEN - SJU
DENSJU
Denver Intl
Wed 3/11
9:25 am-1:58 am
1 stop14h 33m
San Juan Luis Munoz Marin Intl
Thu 3/19
5:30 am-8:18 am
1 stop28h 48m
$227
DenverSaint Thomas Island
DEN - STT
DENSTT
Denver Intl
Fri 2/27
11:59 pm-2:31 pm
1 stop11h 32m
Saint Thomas Island Cyril E King
Wed 3/11
2:36 pm-11:09 pm
1 stop10h 33m
$303
DenverSaint Thomas Island
DEN - STT
DENSTT
Denver Intl
Thu 2/26
7:35 pm-4:34 pm
2 stops41h 59m
Saint Thomas Island Cyril E King
Wed 3/11
2:36 pm-11:09 pm
1 stop10h 33m
$303
DenverSaint Thomas Island
DEN - STT
DENSTT
Denver Intl
Fri 2/27
11:59 pm-2:31 pm
1 stop11h 32m
Saint Thomas Island Cyril E King
Sat 3/7
3:36 pm-10:24 pm
1 stop9h 48m
$304
DenverSaint Thomas Island
DEN - STT
DENSTT
Denver Intl
Mon 3/2
11:59 pm-2:31 pm
1 stop11h 32m
Saint Thomas Island Cyril E King
Sun 3/8
2:36 pm-8:20 am
1 stop19h 44m
$314
DenverSaint Thomas Island
DEN - STT
DENSTT
Denver Intl
Wed 3/4
6:20 pm-2:31 pm
1 stop17h 11m
Saint Thomas Island Cyril E King
Wed 3/11
2:36 pm-11:09 pm
1 stop10h 33m
$329
DenverMontego Bay
DEN - MBJ
DENMBJ
Denver Intl
Wed 2/18
12:59 am-1:53 pm
1 stop10h 54m
Montego Bay Sangster Intl
Sat 2/28
12:40 pm-9:35 pm
1 stop10h 55m
$335
DenverPunta Cana
DEN - PUJ
DENPUJ
Denver Intl
Tue 5/12
11:59 pm-5:05 pm
2 stops15h 06m
Punta Cana
Sat 5/16
11:47 am-10:53 pm
1 stop13h 06m
$335
DenverGeorge Town
DEN - GCM
DENGCM
Denver Intl
Mon 3/2
12:59 am-12:29 pm
1 stop9h 30m
George Town Owen Roberts Intl
Wed 3/4
1:54 pm-10:48 pm
1 stop10h 54m
$341
DenverGeorge Town
DEN - GCM
DENGCM
Denver Intl
Mon 4/13
12:55 am-12:00 pm
1 stop10h 05m
George Town Owen Roberts Intl
Tue 4/21
1:25 pm-8:19 pm
1 stop7h 54m
$341
Showing 1-10 of 60 results
Best time to book a flight from Pueblo to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Pueblo with our price prediction graph.
DEN-NAS
DEN-STT
DEN-SJU
DEN-GCM
DEN-PLS
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 Pueblo to Caribbean
PU5-0CB
DEN-NAS
DEN-STT
DEN-SJU
DEN-GCM
What is the cheapest month to book a flight from Pueblo to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Pueblo to Caribbean (average of $200). Flying from Pueblo to Caribbean in June is currently the most expensive (average of $533). 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 3, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Pueblo to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Pueblo 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 for Pueblo to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from Pueblo to Caribbean
Discover the top 4 airlines that operate flights from Pueblo 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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$192 | Average$463 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$697 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$391 | Average$593 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$406 | Average$539 | FlexibilityNo cancel fee | On-time63% |