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$179+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$179
(American Airlines)

Popular in

August

Cheapest in

February

Average price

$684
From Dayton to Caribbean
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One-way flight from Dayton to Caribbean
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Highest demand for flights based on searches. 15% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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 11/42:00 pmDAY - SJU
2 stops8h 52mAmerican Airlines
Tue 11/116:25 amSJU - DAY
1 stop15h 11mAmerican Airlines
Deal found 9/16$235
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/226:05 amDAY - SJU
2 stops9h 50mAmerican Airlines
Sun 10/265:30 amSJU - DAY
1 stop17h 40mAmerican Airlines
Deal found 9/15$301
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 11/297:35 pmDAY - PUJ
2 stops17h 58mAmerican Airlines
Sat 12/63:56 pmPUJ - DAY
1 stop7h 46mAmerican Airlines
Deal found 9/15$383
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/25:55 pmDAY - PUJ
2 stops18h 45mUnited Airlines
Mon 10/63:15 pmPUJ - DAY
2 stops19h 52mUnited Airlines
Deal found 9/16$391
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/307:21 amDAY - SJU
1 stop7h 23mUnited Airlines
Sat 10/47:00 amSJU - DAY
2 stops13h 09mUnited Airlines
Deal found 9/15$399
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/1112:19 pmDAY - SJU
2 stops8h 55mAmerican Airlines
Sat 10/185:30 amSJU - DAY
1 stop13h 11mAmerican Airlines
Deal found 9/16$401
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/156:00 amDAY - SJU
1 stop16h 10mAmerican Airlines
Sun 10/195:30 amSJU - DAY
1 stop17h 40mAmerican Airlines
Deal found 9/17$403
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 11/42:50 pmDAY - SJU
1 stop6h 32mUnited Airlines
Mon 11/102:05 amSJU - DAY
2 stops12h 23mUnited Airlines
Deal found 9/16$405
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/126:00 amDAY - SJU
2 stops10h 52mAmerican Airlines
Sat 11/226:25 amSJU - DAY
1 stop15h 11mAmerican Airlines
Deal found 9/15$408
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/192:50 pmDAY - SJU
1 stop6h 32mUnited Airlines
Sat 11/228:30 amSJU - DAY
1 stop6h 44mUnited Airlines
Deal found 9/15$426
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/296:55 amDAY - PUJ
1 stop7h 24mUnited Airlines
Sat 12/612:56 pmPUJ - DAY
1 stop7h 21mUnited Airlines
Deal found 9/16$449
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/186:05 amDAY - NAS
1 stop5h 46mDelta
Wed 10/221:16 pmNAS - DAY
1 stop4h 43mDelta
Deal found 9/15$465

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 September 17, 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

Wed 1/28

8:03 am-4:08 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Sun 2/8

6:30 am-8:30 pm

1 stop15h 00m

$350

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 10/22

6:05 am-3:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sun 10/26

5:30 am-11:10 pm

1 stop17h 40m

$350

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 11/4

2:00 pm-11:52 pm

2 stops8h 52m

San Juan Luis Munoz Marin Intl

Tue 11/11

6:00 am-7:55 pm

2 stops14h 55m

$370

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Sat 11/29

7:35 pm-2:33 pm

2 stops17h 58m

Punta Cana

Sat 12/6

12:53 pm-10:07 pm

2 stops10h 14m

$383

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Tue 2/3

7:58 pm-11:40 am

2 stops14h 42m

Punta Cana

Sun 2/8

4:05 pm-9:12 am

2 stops18h 07m

$388

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 12/23

12:08 pm-11:16 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-2:46 pm

1 stop8h 16m

$399

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 9/30

7:21 am-2:44 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 am-11:07 am

2 stops10h 02m

$399

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 12/27

12:08 pm-11:16 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-2:46 pm

1 stop8h 16m

$399

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 9/30

11:15 am-10:00 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:30 am-3:51 pm

1 stop8h 21m

$399

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 3/10

11:44 am-7:55 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-2:01 pm

1 stop6h 51m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 44 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 September 17, 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 September 17, 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
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

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.

  • How long is the flight from Dayton to Caribbean?

    There are many flights that can get you from Dayton to Caribbean in 7h 05m. Fly via American Airlines, Delta, or United Airlines to get the fastest option. There are 1837 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?

    $179 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 United Airlines and Delta, with prices starting from $305 and $462, respectively.

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

    While some choose either Dayton - Montego Bay Sangster Intl or Dayton - George Town Owen Roberts 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, 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$621FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$364Average$723FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$385Average$733FlexibilityNo cancel feeOn-time71%

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