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$128+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
feb. 25 — mar. 41
mié. 2/25
mié. 3/4
1 adult, Economy
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Cheap flight deals from Dayton to Caribbean

Cheapest flights from Dayton to Caribbean
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 enero 26, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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.
mar. 2/172:39 pm
DAY
-
SJU
1 stop8h 19m
Delta
jue. 2/196:15 am
SJU
-
DAY
1 stop8h 35m
Delta
Deal found 1/25$256
This American Airlines deal was found by Cheapflights users on 1/24. 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.
mié. 4/226:00 am
DAY
-
SJU
1 stop7h 49m
American Airlines
mié. 4/297:25 am
SJU
-
DAY
2 stops10h 12m
American Airlines
Deal found 1/24$289
This American Airlines deal was found by Cheapflights users on 1/25. 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.
mar. 2/175:47 am
DAY
-
SJU
2 stops10h 05m
American Airlines
jue. 2/196:00 am
SJU
-
DAY
1 stop17h 30m
American Airlines
Deal found 1/25$319
This American Airlines deal was found by Cheapflights users on 1/25. 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.
dom. 3/15:47 am
DAY
-
SJU
1 stop16h 53m
American Airlines
mar. 3/36:33 am
SJU
-
DAY
1 stop11h 32m
American Airlines
Deal found 1/25$369
This United Airlines deal was found by Cheapflights users on 1/24. 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.
mié. 4/2211:32 am
DAY
-
SJU
2 stops12h 18m
United Airlines
mar. 4/281:00 am
SJU
-
DAY
2 stops12h 26m
United Airlines
Deal found 1/24$379
This American Airlines deal was found by Cheapflights users on 1/25. 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.
sáb. 2/287:30 pm
DAY
-
PLS
2 stops18h 55m
American Airlines
mié. 3/43:25 pm
PLS
-
DAY
2 stops17h 53m
American Airlines
Deal found 1/25$381
This American Airlines deal was found by Cheapflights users on 1/25. 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.
vie. 2/275:47 am
DAY
-
PLS
1 stop6h 27m
American Airlines
vie. 3/61:14 pm
PLS
-
DAY
1 stop9h 16m
American Airlines
Deal found 1/25$385
This United Airlines deal was found by Cheapflights users on 1/25. 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.
sáb. 2/289:00 am
DAY
-
PLS
1 stop6h 52m
United Airlines
mié. 3/45:06 pm
PLS
-
DAY
1 stop21h 16m
United Airlines
Deal found 1/25$392
This American Airlines deal was found by Cheapflights users on 1/24. 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.
mié. 3/115:47 am
DAY
-
PLS
1 stop6h 12m
American Airlines
dom. 3/152:24 pm
PLS
-
DAY
1 stop26h 41m
American Airlines
Deal found 1/24$397
This American Airlines deal was found by Cheapflights users on 1/24. 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.
dom. 11/228:44 am
DAY
-
SJU
2 stops14h 03m
American Airlines
mar. 12/18:00 am
SJU
-
DAY
2 stops13h 35m
American Airlines
Deal found 1/24$408
This American Airlines deal was found by Cheapflights users on 1/25. 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.
jue. 2/56:00 am
DAY
-
SJU
1 stop16h 56m
American Airlines
sáb. 2/78:20 am
SJU
-
DAY
2 stops13h 18m
American Airlines
Deal found 1/25$420
This American Airlines deal was found by Cheapflights users on 1/24. 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.
sáb. 3/77:30 pm
DAY
-
SJU
1 stop14h 10m
American Airlines
mié. 3/117:11 am
SJU
-
DAY
2 stops10h 30m
American Airlines
Deal found 1/24$424

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 enero 26, 2026.

Round-trip from

$256
(American Airlines)

One-way from

$128
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$415
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($130 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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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 enero 26, 2026.
Use the filters below to find and compare flights from Dayton to Caribbean that are best for you.

Fly from

Dayton

Fly to

Caribbean

Route

Depart

Return

Price

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb. 4/25

6:00 am-10:05 pm

1 stop16h 05m

San Juan Luis Munoz Marin Intl

mié. 4/29

6:00 am-9:13 pm

1 stop15h 13m

$256

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

mar. 2/17

5:47 am-4:52 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

jue. 2/19

6:00 am-10:30 pm

1 stop17h 30m

$319

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

dom. 3/1

12:41 pm-5:24 am

1 stop15h 43m

San Juan Luis Munoz Marin Intl

mar. 3/3

10:50 am-9:56 pm

2 stops12h 06m

$369

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

sáb. 2/28

7:30 pm-10:14 am

1 stop14h 44m

Providenciales

mié. 3/4

1:20 pm-11:40 pm

2 stops10h 20m

$381

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

vie. 2/27

5:47 am-12:14 pm

1 stop6h 27m

Providenciales

vie. 3/6

1:14 pm-10:30 pm

1 stop9h 16m

$385

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

sáb. 2/28

9:00 am-3:52 pm

1 stop6h 52m

Providenciales

mié. 3/4

5:06 pm-2:22 pm

1 stop21h 16m

$392

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

mié. 3/11

5:47 am-11:59 am

1 stop6h 12m

Providenciales

dom. 3/15

2:24 pm-5:05 pm

1 stop26h 41m

$397

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb. 2/7

11:37 am-8:58 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

vie. 2/13

6:15 am-1:50 pm

1 stop8h 35m

$420

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

jue. 1/29

10:24 am-9:00 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

sáb. 1/31

8:10 am-2:17 pm

1 stop7h 07m

$420

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

jue. 2/5

6:00 am-11:56 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

sáb. 2/7

7:00 am-7:57 pm

2 stops13h 57m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 59 results
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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.
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

What is the cheapest month to book a flight from Dayton to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $149). Flying from Dayton to Caribbean in June is currently the most expensive (average of $230). 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 enero 26, 2026.
See what other customers who have flown with Delta, United Airlines, and American 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.
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,199 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • What airport do you fly from for flights from Dayton to Caribbean?

    Most people fly from Dayton (DAY) if they book a flight from Dayton to Caribbean. Dayton is conveniently located just 10.0 mi from Dayton’s city center.

  • How long is the flight from Dayton to Caribbean?

    There are many flights that can get you from Dayton to Caribbean in 6h 52m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. There are 1435 mi between Dayton and Caribbean. This flight may include one or multiple stops.

  • What are the most popular routes from Dayton to Caribbean?

    While some choose either Dayton - Punta Cana or Dayton - Oranjestad Reina Beatrix, Dayton - San Juan Luis Munoz Marin Intl is the most popular route from Dayton to Caribbean.

  • Can I find deals for flights from Dayton to Caribbean that include hotel bookings?

    Yes. In addition to deals on Dayton to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dayton to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dayton to Caribbean.

  • Can I find deals for business class flights from Dayton to Caribbean?

    Yes. Cheapflights offers flight deals from Dayton to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dayton to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $149). Flying from Dayton to Caribbean in June is currently the most expensive (average of $230). 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.

See more FAQs

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Alternative routes for Dayton to Caribbean

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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 enero 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$234Average$647FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$612FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$335Average$724FlexibilityNo cancel feeOn-time71%

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