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$124+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
nov 28 — dez 51
sex 11/28
sex 12/5
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 outubro 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
seg 12/87:04 pmDAY - SJU
2 stops14h 05mAmerican Airlines
sex 12/123:58 pmSJU - DAY
1 stop8h 11mAmerican Airlines
Deal found 10/28$235
This American Airlines deal was found by Cheapflights users on 10/27. 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.
ter 12/26:00 amDAY - SJU
2 stops17h 44mAmerican Airlines
sex 12/58:20 amSJU - DAY
2 stops16h 21mAmerican Airlines
Deal found 10/27$295
This American Airlines deal was found by Cheapflights users on 10/27. 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.
ter 12/26:00 amDAY - SJU
2 stops17h 44mAmerican Airlines
ter 12/98:20 amSJU - DAY
1 stop10h 06mAmerican Airlines
Deal found 10/27$340
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/77:42 pmDAY - SJU
1 stop16h 19mAmerican Airlines
dom 12/146:25 amSJU - DAY
1 stop15h 09mAmerican Airlines
Deal found 10/26$381
This American Airlines deal was found by Cheapflights users on 10/27. 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.
ter 12/26:00 amDAY - SJU
2 stops17h 44mAmerican Airlines
seg 12/86:25 amSJU - DAY
2 stops15h 43mAmerican Airlines
Deal found 10/27$393
This Delta deal was found by Cheapflights users on 10/28. 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.
ter 11/41:29 pmDAY - SJU
1 stop8h 30mDelta
ter 11/117:00 amSJU - DAY
1 stop6h 37mDelta
Deal found 10/28$399
This American Airlines deal was found by Cheapflights users on 10/27. 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.
seg 12/157:04 pmDAY - SJU
2 stops14h 05mAmerican Airlines
qui 12/256:00 amSJU - DAY
1 stop7h 39mAmerican Airlines
Deal found 10/27$403
This United Airlines deal was found by Cheapflights users on 10/28. 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.
seg 11/1011:43 amDAY - SJU
2 stops9h 39mUnited Airlines
qui 11/208:10 amSJU - DAY
1 stop9h 56mUnited Airlines
Deal found 10/28$407
This Delta deal was found by Cheapflights users on 10/28. 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.
qua 10/296:05 amDAY - PUJ
1 stop8h 26mDelta
qua 11/53:49 pmPUJ - DAY
1 stop7h 55mDelta
Deal found 10/28$440
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sex 12/126:01 amDAY - NAS
1 stop5h 05mAmerican Airlines
sex 12/192:53 pmNAS - DAY
1 stop7h 08mAmerican Airlines
Deal found 10/27$445
This United Airlines deal was found by Cheapflights users on 10/28. 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.
qua 10/295:41 pmDAY - PUJ
2 stops18h 18mUnited Airlines
qua 11/55:20 pmPUJ - DAY
2 stops18h 48mUnited Airlines
Deal found 10/28$445
This American Airlines deal was found by Cheapflights users on 10/27. 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.
qua 12/36:01 amDAY - SJU
2 stops15h 08mAmerican Airlines
qui 12/48:18 amSJU - DAY
2 stops14h 37mAmerican Airlines
Deal found 10/27$450

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 outubro 29, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$124
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$415
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 ($116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 outubro 29, 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

seg 12/8

8:07 am-10:09 pm

1 stop13h 02m

San Juan Luis Munoz Marin Intl

sex 12/12

3:58 pm-11:09 pm

1 stop8h 11m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

ter 12/2

6:00 am-12:44 am

2 stops17h 44m

San Juan Luis Munoz Marin Intl

qui 12/4

2:36 pm-10:42 pm

2 stops9h 06m

$295

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

ter 3/10

11:00 am-9:22 pm

2 stops10h 22m

San Juan Luis Munoz Marin Intl

ter 3/10

1:05 am-1:24 pm

2 stops12h 19m

$320

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

sáb 1/10

2:04 pm-6:11 am

2 stops15h 07m

San Juan Luis Munoz Marin Intl

qua 1/14

4:52 pm-11:44 pm

1 stop7h 52m

$341

DaytonNassau

DAY - NAS

DAYNAS

Dayton

sex 12/12

6:01 am-11:06 am

1 stop5h 05m

Nassau Intl

sex 12/19

2:53 pm-10:01 pm

1 stop7h 08m

$445

DaytonNassau

DAY - NAS

DAYNAS

Dayton

qui 1/8

6:44 am-12:13 pm

1 stop5h 29m

Nassau Intl

seg 1/12

1:12 pm-9:08 pm

1 stop7h 56m

$445

DaytonChristiansted

DAY - STX

DAYSTX

Dayton

qui 1/15

7:10 pm-5:05 pm

2 stops20h 55m

Christiansted Henry Rohlsen

seg 1/19

6:09 pm-12:04 pm

2 stops18h 55m

$449

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

seg 12/15

5:49 am-1:29 pm

1 stop6h 40m

Punta Cana

sex 12/19

1:27 pm-11:39 pm

1 stop11h 12m

$456

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

qui 12/11

6:00 am-2:47 pm

1 stop7h 47m

Punta Cana

qui 12/18

1:27 pm-11:39 pm

1 stop11h 12m

$456

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

qua 2/4

7:10 pm-2:55 pm

2 stops18h 45m

Punta Cana

seg 2/9

2:51 pm-9:46 am

2 stops19h 55m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 42 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 outubro 29, 2025.

It’s typically best to fly out from Dayton to Caribbean in the afternoon. Doing so could potentially save you 18% 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 outubro 29, 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
7,992 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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, United 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?

    $124 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 $224 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 outubro 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$701FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$364Average$703FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$370Average$724FlexibilityNo cancel feeOn-time71%

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