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Caribbean Islands

$124+ Cheap flights from Dayton (DAY) to Caribbean Islands

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Dayton to Caribbean Islands

Cheapest flights from Dayton to Caribbean Islands
Explore the most affordable flight options available from Dayton to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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 - NAS
1 stop8h 54mUnited Airlines
Wed 1/712:55 pmNAS - DAY
2 stops10h 49mUnited Airlines
Deal found 12/15$397
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/156:01 amDAY - PUJ
2 stops9h 15mAmerican Airlines
Fri 12/1912:29 pmPUJ - DAY
2 stops12h 10mAmerican Airlines
Deal found 12/13$408
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/166:00 amDAY - PUJ
1 stop9h 27mAmerican Airlines
Sat 12/202:23 pmPUJ - DAY
1 stop10h 16mAmerican Airlines
Deal found 12/13$434
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/175:49 amDAY - SJU
1 stop17h 03mAmerican Airlines
Sat 12/202:39 pmSJU - DAY
1 stop7h 20mAmerican Airlines
Deal found 12/15$459
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/316:59 amDAY - NAS
1 stop6h 54mAmerican Airlines
Wed 1/712:09 pmNAS - DAY
1 stop6h 36mAmerican Airlines
Deal found 12/15$459
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/216:01 amDAY - SJU
1 stop16h 58mAmerican Airlines
Fri 12/268:25 amSJU - DAY
1 stop14h 36mAmerican Airlines
Deal found 12/15$499
This Delta deal was found by Cheapflights users on 12/15. 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 12/246:05 amDAY - NAS
1 stop8h 58mDelta
Mon 1/51:15 pmNAS - DAY
1 stop4h 43mDelta
Deal found 12/15$633
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/216:01 amDAY - SJU
1 stop16h 58mAmerican Airlines
Sat 12/278:25 amSJU - DAY
1 stop12h 28mAmerican Airlines
Deal found 12/14$659
This Delta deal was found by Cheapflights users on 12/15. 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 12/256:05 amDAY - NAS
1 stop5h 03mDelta
Mon 1/51:15 pmNAS - DAY
1 stop4h 43mDelta
Deal found 12/15$663
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/257:07 amDAY - SJU
1 stop15h 15mAmerican Airlines
Tue 12/307:00 amSJU - DAY
2 stops11h 07mAmerican Airlines
Deal found 12/15$672
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/219:23 pmDAY - SJU
1 stop12h 10mMultiple Airlines
Sat 12/275:50 pmSJU - DAY
2 stops39h 24mMultiple Airlines
Deal found 12/14$680
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/199:24 amDAY - SJU
2 stops35h 41mMultiple Airlines
Sun 12/2810:33 pmSJU - DAY
1 stop10h 41mMultiple Airlines
Deal found 12/15$684

Find flight deals from Dayton to Caribbean Islands

Keep the following information in mind while searching for Dayton to Caribbean Islands flight deals. Data was last updated December 16, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$124
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$509
From Dayton to Caribbean Islands
Search Deals
One-way flight from Dayton to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($128 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 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 Islands 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 16, 2025.
Use the filters below to find and compare flights from Dayton to Caribbean Islands that are best for you.

Fly from

Dayton

Fly to

Caribbean Islands

Route

Depart

Return

Price

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 2/4

10:24 am-9:00 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-1:23 pm

2 stops12h 18m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 2/3

10:24 am-12:36 am

2 stops13h 12m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-1:23 pm

2 stops12h 18m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 2/4

6:44 am-8:50 pm

1 stop13h 06m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:00 am-8:38 pm

1 stop14h 38m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 2/3

6:00 am-8:50 pm

2 stops13h 50m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:00 am-8:38 pm

1 stop14h 38m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 4/22

7:15 am-8:38 pm

2 stops13h 23m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:20 am-2:01 pm

1 stop6h 41m

$283

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

$313

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Mon 5/4

2:44 pm-9:24 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Sat 5/9

7:20 am-2:01 pm

1 stop6h 41m

$355

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sun 2/8

9:05 am-10:22 pm

2 stops12h 17m

San Juan Luis Munoz Marin Intl

Wed 2/11

2:05 am-1:25 pm

2 stops12h 20m

$370

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Mon 1/5

6:00 am-5:00 pm

1 stop11h 00m

Nassau Intl

Tue 1/13

2:56 pm-11:16 pm

1 stop8h 20m

$393

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Wed 12/31

6:28 am-3:22 pm

1 stop8h 54m

Nassau Intl

Wed 1/7

12:55 pm-11:44 pm

2 stops10h 49m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 48 results
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Best time to book a flight from Dayton to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, January is the cheapest month in which you can book a flight from Dayton to Caribbean Islands (average of $128). Flying from Dayton to Caribbean Islands 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 EPX?

Find hourly flight availability from Dayton to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

It’s optimal to fly from Dayton to Caribbean Islands in the afternoon. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated December 16, 2025.
Read through reviews of airlines operating flights from Dayton to Caribbean Islands, such as Delta, United Airlines, and American Airlines. 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.
Delta
7.9
Good
8,010 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

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
8,010 reviews
Delta
7.9
Good
8,010 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

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
8,010 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

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
11,048 reviews
Delta
7.9
Good
8,010 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

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 Islands. 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 Islands?

    Dayton (DAY) is the airport you will fly out of if you book a flight from Dayton to Caribbean Islands. It is only a 10.0 mi journey to Dayton (DAY) from Dayton’s city center.

  • How long is the flight from Dayton to Caribbean Islands?

    For as low as $235, United Airlines can have you in Caribbean Islands from Dayton in 9h 36m. Dayton and Caribbean Islands are separated by a distance of 1837 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    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 Islands.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Dayton to Caribbean Islands 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 Islands?

    Currently, January is the cheapest month in which you can book a flight from Dayton to Caribbean Islands (average of $128). Flying from Dayton to Caribbean Islands 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 Islands

Discover the top 3 airlines that operate flights from Dayton to Caribbean Islands. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$716FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$641FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$381Average$730FlexibilityNo cancel feeOn-time71%

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