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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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
dic. 12 — dic. 191
vie. 12/12
vie. 12/19
1 adult, Economy
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Find 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 noviembre 12, 2025.

This American Airlines deal was found by Cheapflights users on 11/12. 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. 12/135:49 amDAY - SJU
1 stop17h 03mAmerican Airlines
jue. 12/182:39 pmSJU - DAY
1 stop7h 20mAmerican Airlines
Deal found 11/12$268
This American Airlines deal was found by Cheapflights users on 11/11. 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.
sáb. 12/61:57 pmDAY - SJU
2 stops19h 12mAmerican Airlines
lun. 12/156:25 amSJU - DAY
1 stop15h 09mAmerican Airlines
Deal found 11/11$340
This American Airlines deal was found by Cheapflights users on 11/11. 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.
lun. 12/157:04 pmDAY - PUJ
2 stops18h 28mAmerican Airlines
vie. 12/191:27 pmPUJ - DAY
1 stop11h 12mAmerican Airlines
Deal found 11/11$366
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/82:50 pmDAY - SJU
1 stop6h 32mUnited Airlines
vie. 12/124:52 pmSJU - DAY
1 stop7h 38mUnited Airlines
Deal found 11/11$384
This United Airlines deal was found by Cheapflights users on 11/12. 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.
dom. 11/169:15 amDAY - SJU
2 stops11h 11mUnited Airlines
lun. 11/172:05 amSJU - DAY
2 stops12h 23mUnited Airlines
Deal found 11/12$399
This American Airlines deal was found by Cheapflights users on 11/12. 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. 12/115:49 amDAY - SJU
1 stop17h 03mAmerican Airlines
lun. 12/156:25 amSJU - DAY
1 stop15h 09mAmerican Airlines
Deal found 11/12$403
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/27:15 amDAY - SJU
1 stop7h 25mUnited Airlines
vie. 12/52:05 amSJU - DAY
2 stops12h 13mUnited Airlines
Deal found 11/11$450
This American Airlines deal was found by Cheapflights users on 11/11. 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.
sáb. 11/151:55 pmDAY - SJU
2 stops8h 57mAmerican Airlines
lun. 11/178:20 amSJU - DAY
2 stops11h 19mAmerican Airlines
Deal found 11/11$459
This Delta deal was found by Cheapflights users on 11/10. 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.
dom. 12/711:19 amDAY - MBJ
1 stop5h 14mDelta
vie. 12/122:29 pmMBJ - DAY
1 stop8h 42mDelta
Deal found 11/10$473
This American Airlines deal was found by Cheapflights users on 11/10. 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.
dom. 12/76:01 amDAY - MBJ
2 stops8h 46mAmerican Airlines
vie. 12/1212:21 pmMBJ - DAY
2 stops10h 48mAmerican Airlines
Deal found 11/10$478
This American Airlines deal was found by Cheapflights users on 11/12. 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.
lun. 12/226:59 amDAY - NAS
1 stop5h 13mAmerican Airlines
mié. 12/242:38 pmNAS - DAY
1 stop5h 15mAmerican Airlines
Deal found 11/12$485
This American Airlines deal was found by Cheapflights users on 11/11. 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.
jue. 12/186:00 amDAY - STT
2 stops10h 39mAmerican Airlines
vie. 12/264:34 pmSTT - DAY
1 stop6h 27mAmerican Airlines
Deal found 11/11$509

Cheap flight deals from Dayton to Caribbean

Keep the following information in mind while searching for Dayton to Caribbean flight deals. Data was last updated noviembre 12, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$151
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$497
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
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Highest demand for flights based on searches. 21% potential increase in price ($154 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in November 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 noviembre 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

lun. 2/2

10:50 am-10:22 pm

2 stops10h 32m

San Juan Luis Munoz Marin Intl

vie. 2/6

4:52 pm-11:44 pm

1 stop7h 52m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

lun. 2/2

6:00 am-6:22 pm

2 stops11h 22m

San Juan Luis Munoz Marin Intl

vie. 2/6

2:28 pm-8:38 pm

1 stop7h 10m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

mié. 3/4

9:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

sáb. 3/7

10:15 am-10:03 pm

2 stops12h 48m

$325

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

lun. 3/2

11:00 am-9:00 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

sáb. 3/7

10:15 am-10:03 pm

2 stops12h 48m

$325

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

jue. 1/29

4:21 pm-4:26 pm

1 stop23h 05m

Punta Cana

dom. 2/1

5:33 pm-9:46 am

2 stops17h 13m

$377

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

sáb. 1/17

7:13 pm-3:45 pm

2 stops19h 32m

Punta Cana

vie. 1/23

4:09 pm-9:58 am

2 stops18h 49m

$391

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

lun. 12/15

5:49 am-1:29 pm

1 stop6h 40m

Punta Cana

vie. 12/19

1:27 pm-10:21 pm

1 stop9h 54m

$402

DaytonGeorge Town

DAY - GCM

DAYGCM

Dayton

mar. 3/3

7:11 pm-12:04 pm

1 stop16h 53m

George Town Owen Roberts Intl

lun. 3/9

1:00 pm-8:51 pm

1 stop6h 51m

$470

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

jue. 1/8

11:37 am-8:36 pm

1 stop8h 59m

Montego Bay Sangster Intl

dom. 1/11

12:38 pm-11:28 pm

1 stop10h 50m

$473

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

dom. 12/7

11:19 am-4:33 pm

1 stop5h 14m

Montego Bay Sangster Intl

vie. 12/12

2:29 pm-11:11 pm

1 stop8h 42m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 46 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 noviembre 12, 2025.

It’s typically best to fly out from Dayton to Caribbean in the afternoon. Doing so could potentially save you 25% on the flight price compared to flying at noon, 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 noviembre 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
8,009 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Boarding

8.1

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
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Boarding

8.1

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
9,015 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Boarding

8.1

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
8,009 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Boarding

8.1

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 8h 59m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. There are 1525 mi between Dayton and Caribbean. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Dayton to Caribbean one-way?

    $151 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $200 and $383, respectively.

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

    While some choose either Dayton - Saint Thomas Island Cyril E King or Dayton - Montego Bay Sangster Intl, 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 noviembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$636FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$716FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$370Average$708FlexibilityNo cancel feeOn-time71%

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