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$151+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:45 pmDAY - PLS
1 stop16h 22mAmerican Airlines
Wed 12/171:12 pmPLS - DAY
1 stop7h 56mAmerican Airlines
Deal found 12/11$364
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amDAY - PLS
1 stop6h 45mDelta
Sun 12/213:50 pmPLS - DAY
1 stop8h 09mDelta
Deal found 12/11$394
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:01 amDAY - PLS
2 stops8h 41mAmerican Airlines
Sun 12/2111:25 amPLS - DAY
2 stops10h 56mAmerican Airlines
Deal found 12/11$404
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:45 pmDAY - PUJ
1 stop18h 11mAmerican Airlines
Thu 12/181:27 pmPUJ - DAY
1 stop9h 54mAmerican Airlines
Deal found 12/10$405
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/157:19 pmDAY - PUJ
2 stops18h 13mAmerican Airlines
Fri 12/191:27 pmPUJ - DAY
1 stop11h 12mAmerican Airlines
Deal found 12/11$408
This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amDAY - PUJ
1 stop7h 25mDelta
Sat 12/204:46 pmPUJ - DAY
1 stop8h 13mDelta
Deal found 12/10$434
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:45 pmDAY - MBJ
1 stop14h 27mAmerican Airlines
Tue 12/163:12 pmMBJ - DAY
1 stop7h 57mAmerican Airlines
Deal found 12/11$473
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:19 pmDAY - PUJ
2 stops17h 43mAmerican Airlines
Sat 12/2012:29 pmPUJ - DAY
2 stops10h 32mAmerican Airlines
Deal found 12/10$478
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:50 pmDAY - STT
2 stops19h 28mUnited Airlines
Wed 3/114:25 pmSTT - DAY
2 stops21h 57mUnited Airlines
Deal found 12/10$544
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/132:10 pmDAY - PUJ
2 stops25h 04mUnited Airlines
Thu 12/185:20 pmPUJ - DAY
2 stops20h 58mUnited Airlines
Deal found 12/10$578
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:03 amDAY - STT
2 stops8h 49mAmerican Airlines
Tue 3/173:40 pmSTT - DAY
2 stops19h 59mAmerican Airlines
Deal found 12/10$599
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:28 amDAY - STT
1 stop8h 50mUnited Airlines
Mon 3/162:05 pmSTT - DAY
1 stop9h 38mUnited Airlines
Deal found 12/10$634

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 December 12, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$151
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$577
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 12, 2025.
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

Sun 3/1

6:00 am-11:44 pm

1 stop16h 44m

San Juan Luis Munoz Marin Intl

Fri 3/13

1:30 am-11:39 am

1 stop10h 09m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 1/13

6:00 am-4:33 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Wed 1/21

7:07 am-10:32 pm

1 stop16h 25m

$240

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Thu 3/12

12:09 pm-5:28 am

1 stop17h 19m

San Juan Luis Munoz Marin Intl

Fri 3/13

1:30 am-11:39 am

1 stop10h 09m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 1/13

7:10 pm-12:29 pm

2 stops16h 19m

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-9:44 pm

1 stop16h 44m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sun 1/4

6:00 am-11:59 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:30 am-8:38 pm

1 stop15h 08m

$273

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 4/22

2:44 pm-9:24 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:20 am-2:01 pm

1 stop6h 41m

$291

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 4/22

8:09 am-12:10 am

1 stop16h 01m

San Juan Luis Munoz Marin Intl

Wed 4/29

5:40 am-8:28 pm

1 stop14h 48m

$308

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Fri 1/2

6:05 am-12:45 pm

1 stop6h 40m

Providenciales

Wed 1/7

3:50 pm-11:16 pm

1 stop7h 26m

$364

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Sat 1/24

7:44 am-2:32 pm

1 stop6h 48m

Providenciales

Sat 1/31

1:39 pm-10:32 pm

1 stop8h 53m

$364

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Sun 3/29

7:30 pm-2:25 pm

2 stops18h 55m

Providenciales

Wed 4/1

1:18 pm-9:30 am

2 stops20h 12m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 55 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, January is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $128). 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.

What is the cheapest time of day to fly from DAY to CB?

Find hourly flight availability from Dayton to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

It’s typically best to fly out from Dayton to Caribbean in the afternoon. Doing so could potentially save you 23% on the flight price compared to flying in the morning, which is usually more expensive.

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 December 12, 2025.
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
8,008 reviews

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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
9,095 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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
11,050 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Crew

8.5

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 40m. Fly via American Airlines, Delta, or United Airlines 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, January is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $128). 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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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$697FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$641FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$381Average$733FlexibilityNo cancel feeOn-time71%

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