Caribbean

$196+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
ago. 18 — ago. 251
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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 agosto 13, 2025.

Round-trip from

$215
(United Airlines)

One-way from

$114
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$771
From Dayton to Caribbean
One-way flight from Dayton to Caribbean
Highest demand for flights based on searches. 13% potential increase in price ($87 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 agosto 13, 2025.

This American Airlines deal was found by Cheapflights users on 8/12. 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.
mié. 10/226:00 amDAY - SJU
1 stop16h 10mAmerican Airlines
dom. 10/265:30 amSJU - DAY
1 stop17h 30mAmerican Airlines
Deal found 8/12$265
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sáb. 10/256:15 amDAY - SJU
1 stop16h 50mAmerican Airlines
dom. 11/26:42 pmSJU - DAY
2 stops26h 53mAmerican Airlines
Deal found 8/13$275
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mié. 10/297:00 amDAY - SJU
2 stops11h 25mAmerican Airlines
dom. 11/25:25 amSJU - DAY
1 stop15h 10mAmerican Airlines
Deal found 8/13$297
This United Airlines deal was found by Cheapflights users on 8/11. 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.
sáb. 10/49:00 amDAY - SJU
2 stops14h 57mUnited Airlines
mar. 10/73:56 pmSJU - DAY
1 stop7h 48mUnited Airlines
Deal found 8/11$305
This American Airlines deal was found by Cheapflights users on 8/11. 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. 10/65:19 pmDAY - SJU
1 stop6h 35mAmerican Airlines
mar. 10/145:30 amSJU - DAY
1 stop17h 30mAmerican Airlines
Deal found 8/11$315
This American Airlines deal was found by Cheapflights users on 8/13. 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.
dom. 10/265:19 pmDAY - SJU
1 stop6h 35mAmerican Airlines
dom. 11/25:25 amSJU - DAY
2 stops16h 46mAmerican Airlines
Deal found 8/13$340
This American Airlines deal was found by Cheapflights users on 8/11. 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.
dom. 10/126:15 amDAY - PUJ
1 stop8h 32mAmerican Airlines
mié. 10/221:27 pmPUJ - DAY
1 stop9h 33mAmerican Airlines
Deal found 8/11$351
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/141:29 pmDAY - PUJ
2 stops22h 59mDelta
vie. 10/241:53 pmPUJ - DAY
2 stops20h 31mDelta
Deal found 8/12$355
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mar. 8/267:58 amDAY - PUJ
1 stop6h 17mAmerican Airlines
vie. 8/295:00 pmPUJ - DAY
1 stop27h 13mAmerican Airlines
Deal found 8/13$357
This American Airlines deal was found by Cheapflights users on 8/11. 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.
mié. 9/105:16 pmDAY - SJU
2 stops17h 55mAmerican Airlines
mié. 9/176:10 amSJU - DAY
2 stops17h 34mAmerican Airlines
Deal found 8/11$360
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/111:29 pmDAY - PUJ
2 stops22h 59mDelta
vie. 10/241:53 pmPUJ - DAY
2 stops22h 51mDelta
Deal found 8/12$380
This American Airlines deal was found by Cheapflights users on 8/11. 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. 10/115:19 pmDAY - PUJ
2 stops18h 16mAmerican Airlines
dom. 10/191:48 pmPUJ - DAY
2 stops20h 12mAmerican Airlines
Deal found 8/11$385

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 agosto 13, 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

dom. 1/18

7:15 am-10:22 pm

2 stops14h 07m

San Juan Luis Munoz Marin Intl

mié. 1/21

8:10 am-2:01 pm

1 stop6h 51m

$215

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb. 1/31

11:44 am-12:36 am

2 stops11h 52m

San Juan Luis Munoz Marin Intl

mar. 2/3

2:05 am-1:14 pm

2 stops12h 09m

$244

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb. 10/25

6:15 am-11:05 pm

1 stop16h 50m

San Juan Luis Munoz Marin Intl

dom. 11/2

5:25 am-7:35 pm

1 stop15h 10m

$265

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

mié. 10/22

6:00 am-10:10 pm

1 stop16h 10m

San Juan Luis Munoz Marin Intl

dom. 10/26

5:30 am-11:00 pm

1 stop17h 30m

$265

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb. 1/31

8:05 pm-1:30 pm

1 stop16h 25m

San Juan Luis Munoz Marin Intl

mié. 2/4

7:20 am-10:42 pm

1 stop16h 22m

$265

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

mar. 11/4

5:50 am-11:47 pm

1 stop16h 57m

San Juan Luis Munoz Marin Intl

mar. 11/11

6:25 am-8:35 pm

1 stop15h 10m

$265

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

dom. 10/12

6:15 am-2:47 pm

1 stop8h 32m

Punta Cana

mié. 10/22

1:27 pm-11:00 pm

1 stop9h 33m

$351

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

mar. 10/14

1:29 pm-12:28 pm

2 stops22h 59m

Punta Cana

mar. 10/21

1:53 pm-12:44 pm

2 stops22h 51m

$355

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

mar. 10/14

1:29 pm-12:28 pm

2 stops22h 59m

Punta Cana

vie. 10/24

1:53 pm-10:24 am

2 stops20h 31m

$355

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

mar. 10/14

3:17 pm-12:28 pm

2 stops21h 11m

Punta Cana

mié. 10/22

1:53 pm-10:24 am

2 stops20h 31m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 48 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, September is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $254). Flying from Dayton to Caribbean in June is currently the most expensive (average of $339). 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 agosto 13, 2025.

When flying from Dayton to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 agosto 13, 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.
8.0
Very good

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the most popular routes 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, September is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $254). Flying from Dayton to Caribbean in June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Dayton to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 agosto 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$617FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$735FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$349Average$762FlexibilityNo cancel feeOn-time69%

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