$133+ Cheap flights from Dayton (DAY) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Jul 26 — Aug 21
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Dayton 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 Dayton to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Dayton to CaribbeanExplore the most affordable flight options available from Dayton to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2026.
Explore the most affordable flight options available from Dayton to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 26, 2026.
This United Airlines deal was found by Cheapflights users on 6/23. 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 10/311:32 am
DAY
- SJU
2 stops12h 18m
United Airlines
Mon 10/51:00 am
SJU
- DAY
2 stops12h 43m
United Airlines
Deal found 6/23![United Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 6/21. 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 11/77:15 am
DAY
- SJU
2 stops14h 07m
United Airlines
Wed 11/118:05 am
SJU
- DAY
1 stop6h 56m
United Airlines
Deal found 6/21![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 6/22. 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 9/206:00 am
DAY
- SJU
1 stop7h 32m
American Airlines
Fri 9/252:22 pm
SJU
- DAY
1 stop7h 30m
American Airlines
Deal found 6/22![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/21. 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 10/76:34 am
DAY
- SJU
1 stop17h 16m
American Airlines
Wed 10/142:25 pm
SJU
- DAY
1 stop7h 06m
American Airlines
Deal found 6/21![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 6/24. 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 11/75:50 am
DAY
- SJU
1 stop16h 57m
American Airlines
Wed 11/116:25 am
SJU
- DAY
1 stop15h 10m
American Airlines
Deal found 6/24![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/173:52 pm
DAY
- MBJ
2 stops20h 45m
American Airlines
Sat 8/225:08 pm
MBJ
- DAY
2 stops19h 06m
American Airlines
Deal found 6/24![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 6/23. 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 11/306:00 am
DAY
- SJU
1 stop10h 25m
Delta
Mon 12/73:35 pm
SJU
- DAY
1 stop8h 39m
Delta
Deal found 6/23![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/76:00 am
DAY
- SJU
1 stop16h 24m
American Airlines
Fri 8/147:03 am
SJU
- DAY
1 stop14h 55m
American Airlines
Deal found 6/22![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/105:46 pm
DAY
- MBJ
2 stops18h 51m
American Airlines
Fri 8/142:52 pm
MBJ
- DAY
2 stops19h 04m
American Airlines
Deal found 6/24![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/23. 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 10/247:23 pm
DAY
- STX
2 stops19h 22m
American Airlines
Fri 10/304:00 pm
STX
- DAY
2 stops20h 03m
American Airlines
Deal found 6/23![American Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 6/22. 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 10/215:55 pm
DAY
- STX
2 stops20h 50m
American Airlines
Mon 10/264:00 pm
STX
- DAY
2 stops20h 03m
American Airlines
Deal found 6/22![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/205:32 pm
DAY
- MBJ
2 stops19h 10m
American Airlines
Sun 8/235:08 pm
MBJ
- DAY
2 stops18h 09m
American Airlines
Deal found 6/22![American Airlines logo]()
$486
Best flights from Dayton to CaribbeanDiscover carefully curated flight deals from Dayton to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2026.
Discover carefully curated flight deals from Dayton to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2026.
This United Airlines deal was found by Cheapflights users on 6/21. 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 11/72:44 pm
DAY
- SJU
1 stop6h 38m
United Airlines
Wed 11/118:05 am
SJU
- DAY
1 stop6h 56m
United Airlines
Deal found 6/21![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 6/24. 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 11/75:50 am
DAY
- SJU
1 stop16h 57m
American Airlines
Wed 11/116:25 am
SJU
- DAY
1 stop15h 10m
American Airlines
Deal found 6/24![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 6/22. 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 11/306:00 am
DAY
- SJU
1 stop10h 25m
Delta
Mon 12/73:35 pm
SJU
- DAY
1 stop8h 39m
Delta
Deal found 6/22![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/195:34 am
DAY
- SJU
2 stops10h 37m
American Airlines
Mon 8/247:30 am
SJU
- DAY
1 stop15h 48m
American Airlines
Deal found 6/21![American Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 6/21. 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 10/37:00 am
DAY
- SJU
1 stop7h 44m
United Airlines
Mon 10/51:00 am
SJU
- DAY
2 stops12h 43m
United Airlines
Deal found 6/21![United Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 6/21. 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 10/82:55 pm
DAY
- SJU
1 stop7h 04m
Delta
Thu 10/1512:46 pm
SJU
- DAY
1 stop10h 28m
Delta
Deal found 6/21![Delta logo]()
$441
This business-class.com deal was found by Cheapflights users on 6/24. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
DAY
- SDQ
1 stop7h 00m
Multiple Airlines
Fri 9/117:34 pm
SDQ
- DAY
2 stops16h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$950
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/105:46 pm
DAY
- MBJ
2 stops18h 51m
American Airlines
Fri 8/142:52 pm
MBJ
- DAY
2 stops19h 04m
American Airlines
Deal found 6/24![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/175:46 pm
DAY
- MBJ
2 stops18h 51m
American Airlines
Sat 8/222:21 pm
MBJ
- DAY
1 stop7h 57m
American Airlines
Deal found 6/24![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/24. 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 11/17:35 pm
DAY
- STX
2 stops21h 17m
American Airlines
Sun 11/86:42 pm
STX
- DAY
2 stops20h 15m
American Airlines
Deal found 6/24![American Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 6/24. 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 9/206:00 am
DAY
- PUJ
1 stop7h 25m
Delta
Wed 9/234:00 pm
PUJ
- DAY
1 stop7h 14m
Delta
Deal found 6/24![Delta logo]()
$582
This United Airlines deal was found by Cheapflights users on 6/21. 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 7/275:40 am
DAY
- NAS
1 stop9h 17m
United Airlines
Thu 7/303:59 pm
NAS
- DAY
1 stop7h 50m
United Airlines
Deal found 6/21![United Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 6/23. 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 10/247:23 pm
DAY
- STX
2 stops19h 22m
American Airlines
Fri 10/304:00 pm
STX
- DAY
2 stops20h 03m
American Airlines
Deal found 6/23![American Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 6/23. 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 10/196:00 am
DAY
- PUJ
1 stop7h 24m
Delta
Sat 10/312:49 pm
PUJ
- DAY
1 stop8h 25m
Delta
Deal found 6/23![Delta logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/23. 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 12/57:19 pm
DAY
- STX
2 stops21h 24m
American Airlines
Thu 12/106:38 pm
STX
- DAY
2 stops18h 42m
American Airlines
Deal found 6/23![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/24. 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 10/55:58 pm
DAY
- PUJ
2 stops21h 32m
United Airlines
Sat 10/101:50 pm
PUJ
- DAY
1 stop10h 08m
United Airlines
Deal found 6/24![United Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 6/22. 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 10/215:55 pm
DAY
- STX
2 stops20h 50m
American Airlines
Mon 10/264:00 pm
STX
- DAY
2 stops20h 03m
American Airlines
Deal found 6/22![American Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 6/22. 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 11/167:15 am
DAY
- MBJ
1 stop6h 33m
United Airlines
Thu 11/192:54 pm
MBJ
- DAY
1 stop8h 50m
United Airlines
Deal found 6/22![United Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 6/22. 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 8/205:32 pm
DAY
- MBJ
2 stops19h 10m
American Airlines
Sun 8/235:08 pm
MBJ
- DAY
2 stops18h 09m
American Airlines
Deal found 6/22![American Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 6/23. 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 7/265:40 am
DAY
- NAS
2 stops10h 16m
United Airlines
Wed 7/294:58 pm
NAS
- DAY
2 stops18h 06m
United Airlines
Deal found 6/23![United Airlines logo]()
$675
This Delta deal was found by Cheapflights users on 6/25. 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 7/76:38 pm
DAY
- SDQ
2 stops23h 28m
Delta
Wed 7/226:05 am
SDQ
- DAY
2 stops28h 25m
Delta
Deal found 6/25![Delta logo]()
$775
This United Airlines deal was found by Cheapflights users on 6/24. 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 8/16:15 pm
DAY
- NAS
2 stops21h 41m
United Airlines
Wed 8/53:59 pm
NAS
- DAY
1 stop7h 50m
United Airlines
Deal found 6/24![United Airlines logo]()
$676
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/257:09 am
DAY
- STT
1 stop9h 12m
American Airlines
Tue 7/284:50 pm
STT
- DAY
2 stops20h 14m
American Airlines
Deal found 6/24![American Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 6/25. 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 8/206:00 am
DAY
- SDQ
1 stop7h 28m
Delta
Mon 9/142:53 pm
SDQ
- DAY
1 stop8h 21m
Delta
Deal found 6/25![Delta logo]()
$780
This American Airlines deal was found by Cheapflights users on 6/23. 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 8/76:00 am
DAY
- NAS
1 stop8h 12m
American Airlines
Fri 8/143:35 pm
NAS
- DAY
1 stop6h 23m
American Airlines
Deal found 6/23![American Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 6/22. 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 8/106:15 pm
DAY
- MBJ
2 stops21h 55m
United Airlines
Fri 8/144:12 pm
MBJ
- DAY
1 stop16h 35m
United Airlines
Deal found 6/22![United Airlines logo]()
$699
This United Airlines deal was found by Cheapflights users on 6/23. 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 8/166:00 pm
DAY
- MBJ
2 stops22h 10m
United Airlines
Sat 8/222:40 pm
MBJ
- DAY
2 stops25h 50m
United Airlines
Deal found 6/23![United Airlines logo]()
$700
This American Airlines deal was found by Cheapflights users on 6/26. 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 9/115:50 am
DAY
- PUJ
1 stop9h 22m
American Airlines
Tue 9/151:44 pm
PUJ
- DAY
2 stops22h 31m
American Airlines
Deal found 6/26![American Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 6/25. 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 8/1011:26 am
DAY
- KIN
1 stop9h 47m
Delta
Sat 8/159:13 am
KIN
- DAY
1 stop12h 08m
Delta
Deal found 6/25![Delta logo]()
$934
This United Airlines deal was found by Cheapflights users on 6/22. 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 9/277:00 am
DAY
- PUJ
1 stop8h 00m
United Airlines
Thu 10/13:35 pm
PUJ
- DAY
1 stop18h 12m
United Airlines
Deal found 6/22![United Airlines logo]()
$711
Last-minute flights from Dayton to CaribbeanDiscover last-minute flight deals from Dayton to Caribbean. Data last updated June 26, 2026 and is based on user searches.
Discover last-minute flight deals from Dayton to Caribbean. Data last updated June 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/25. 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 6/294:10 pm
DAY
- SJU
1 stop7h 49m
American Airlines
Fri 7/35:45 am
SJU
- DAY
1 stop18h 10m
American Airlines
Deal found 6/25![American Airlines logo]()
$520
This United Airlines deal was found by Cheapflights users on 6/25. 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 6/296:15 pm
DAY
- SJU
2 stops11h 14m
United Airlines
Fri 7/33:56 pm
SJU
- DAY
1 stop7h 53m
United Airlines
Deal found 6/25![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/812:29 pm
DAY
- SJU
1 stop11h 29m
American Airlines
Fri 7/1712:59 am
SJU
- DAY
1 stop16h 26m
American Airlines
Deal found 6/24![American Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/98:49 am
DAY
- SJU
1 stop15h 09m
American Airlines
Fri 7/1712:59 am
SJU
- DAY
1 stop16h 26m
American Airlines
Deal found 6/21![American Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 6/26. 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 7/178:30 am
DAY
- NAS
1 stop4h 48m
American Airlines
Mon 7/2012:39 pm
NAS
- DAY
1 stop7h 58m
American Airlines
Deal found 6/26![American Airlines logo]()
$586
This American Airlines deal was found by Cheapflights users on 6/26. 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 7/185:50 am
DAY
- NAS
2 stops7h 28m
American Airlines
Tue 7/217:39 am
NAS
- DAY
2 stops9h 33m
American Airlines
Deal found 6/26![American Airlines logo]()
$590
This American Airlines deal was found by Cheapflights users on 6/21. 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 7/196:31 am
DAY
- NAS
1 stop6h 47m
American Airlines
Sun 7/2612:29 pm
NAS
- DAY
1 stop10h 22m
American Airlines
Deal found 6/21![American Airlines logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/225:50 am
DAY
- SDQ
1 stop7h 07m
American Airlines
Wed 7/291:57 pm
SDQ
- DAY
1 stop7h 28m
American Airlines
Deal found 6/24![American Airlines logo]()
$630
This American Airlines deal was found by Cheapflights users on 6/22. 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 7/235:51 pm
DAY
- STT
1 stop17h 12m
American Airlines
Wed 7/294:50 pm
STT
- DAY
2 stops19h 09m
American Airlines
Deal found 6/22![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/235:50 am
DAY
- AUA
2 stops11h 09m
American Airlines
Thu 7/304:59 pm
AUA
- DAY
2 stops20h 05m
American Airlines
Deal found 6/24![American Airlines logo]()
$594
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/257:09 am
DAY
- STT
1 stop9h 12m
American Airlines
Tue 7/284:50 pm
STT
- DAY
2 stops20h 14m
American Airlines
Deal found 6/24![American Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 6/21. 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 7/275:40 am
DAY
- NAS
1 stop9h 17m
United Airlines
Thu 7/303:59 pm
NAS
- DAY
1 stop7h 50m
United Airlines
Deal found 6/21![United Airlines logo]()
$628
One-way flights from Dayton to CaribbeanSearch for one-way flight options from Dayton to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 26, 2026.
Search for one-way flight options from Dayton to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 26, 2026.
This Delta deal was found by Cheapflights users on 6/23. 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 9/94:27 pm
DAY
- SJU
1 stop5h 52m
Delta
Deal found 6/23![Delta logo]()
$133
This Delta deal was found by Cheapflights users on 6/23. 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 9/211:26 am
DAY
- SJU
1 stop11h 03m
Delta
Deal found 6/23![Delta logo]()
$163
This American Airlines deal was found by Cheapflights users on 6/24. 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 9/29:45 am
DAY
- SJU
1 stop14h 14m
American Airlines
Deal found 6/24![American Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 10/223:03 pm
DAY
- PUJ
1 stop29h 22m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 6/25. 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 7/196:00 am
DAY
- NAS
1 stop10h 39m
Delta
Deal found 6/25![Delta logo]()
$263
This American Airlines deal was found by Cheapflights users on 6/22. 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 10/215:28 pm
DAY
- MBJ
2 stops16h 37m
American Airlines
Deal found 6/22![American Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 6/23. 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 11/1511:39 am
DAY
- SJU
1 stop8h 21m
United Airlines
Deal found 6/23![United Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 6/23. 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 9/155:25 am
DAY
- SJU
1 stop9h 19m
United Airlines
Deal found 6/23![United Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/25. 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 7/196:15 pm
DAY
- NAS
2 stops19h 32m
United Airlines
Deal found 6/25![United Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 7/314:27 pm
DAY
- SDQ
3 stops42h 36m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 6/23. 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 7/315:50 am
DAY
- SDQ
2 stops12h 50m
American Airlines
Deal found 6/23![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 6/25. 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 7/1911:23 am
DAY
- SJU
1 stop11h 06m
Delta
Deal found 6/25![Delta logo]()
$353
Find flight deals from Dayton to Caribbean
Keep the following information in mind while searching for Dayton to Caribbean flight deals. Data was last updated June 26, 2026.
Round-trip from | $296 (United Airlines) |
|---|---|
One-way from | $133 (Delta) |
Popular in | August |
Cheapest in | October |
Average price | $664 |
Cheapflights Fare Finder
Customize your flight search to find flights from Dayton 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 June 26, 2026.
Use the filters below to find and compare flights from Dayton to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Sat 11/7
2:44 pm-10:22 pm
1 stop6h 38m
San Juan Luis Munoz Marin Intl
Wed 11/11
8:05 am-2:01 pm
1 stop6h 56m
$301
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Sat 11/7
5:50 am-11:47 pm
1 stop16h 57m
San Juan Luis Munoz Marin Intl
Wed 11/11
6:25 am-8:35 pm
1 stop15h 10m
$366
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Wed 8/19
5:34 am-4:11 pm
2 stops10h 37m
San Juan Luis Munoz Marin Intl
Mon 8/24
7:30 am-11:18 pm
1 stop15h 48m
$371
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Mon 11/30
6:00 am-5:25 pm
1 stop10h 25m
San Juan Luis Munoz Marin Intl
Mon 12/7
3:35 pm-11:14 pm
1 stop8h 39m
$402
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Sat 10/3
7:00 am-2:44 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Mon 10/5
1:00 am-1:43 pm
2 stops12h 43m
$431
DaytonSan Juan
DAY - SJU
DAYSJU
Dayton
Thu 10/8
2:55 pm-9:59 pm
1 stop7h 04m
San Juan Luis Munoz Marin Intl
Thu 10/15
12:46 pm-11:14 pm
1 stop10h 28m
$441
DaytonMontego Bay
DAY - MBJ
DAYMBJ
Dayton
Mon 8/10
5:46 pm-11:37 am
2 stops18h 51m
Montego Bay Sangster Intl
Fri 8/14
2:52 pm-10:56 am
2 stops19h 04m
$452
DaytonMontego Bay
DAY - MBJ
DAYMBJ
Dayton
Mon 8/17
5:46 pm-11:37 am
2 stops18h 51m
Montego Bay Sangster Intl
Sat 8/22
2:21 pm-11:18 pm
1 stop7h 57m
$452
DaytonChristiansted
DAY - STX
DAYSTX
Dayton
Sun 11/1
7:35 pm-5:52 pm
2 stops21h 17m
Christiansted Henry Rohlsen
Sun 11/8
6:42 pm-1:57 pm
2 stops20h 15m
$478
DaytonChristiansted
DAY - STX
DAYSTX
Dayton
Sat 10/24
7:23 pm-2:45 pm
2 stops19h 22m
Christiansted Henry Rohlsen
Fri 10/30
4:00 pm-12:03 pm
2 stops20h 03m
$478
Showing 1-10 of 45 resultsSorted by cheapest first
Best time to book a flight from Dayton to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dayton with our price prediction graph.
DAY-SJU
DAY-MBJ
DAY-STX
DAY-PUJ
DAY-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 Dayton to Caribbean
DAY-0CB
DAY-SJU
DAY-MBJ
DAY-STX
DAY-PUJ
What is the cheapest month to book a flight from Dayton to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $118). Flying from Dayton to Caribbean in June is currently the most expensive (average of $447). 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 June 26, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Dayton to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Dayton 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 Dayton 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 Dayton to Caribbean by cabin class
Find flights from Dayton to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Dayton and Caribbean flights
Browse other Dayton and Caribbean flight options. Last updated on June 26, 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.
Dayton to Caribbean flights
Consider these flights traveling from Dayton to Caribbean.
Top 3 airlines flying from Dayton to Caribbean
Discover the top 3 airlines that operate flights from Dayton 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 June 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$281 | Average$672 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$286 | Average$517 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$319 | Average$704 | FlexibilityNo cancel fee | On-time71% |