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$113+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
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Cheap 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 March 28, 2026.

This American Airlines deal was found by Cheapflights users on 3/25. 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 4/196:00 am
DAY
-
SJU
2 stops8h 52m
American Airlines
Wed 4/221:25 pm
SJU
-
DAY
1 stop8h 13m
American Airlines
Deal found 3/25$316
This American Airlines deal was found by Cheapflights users on 3/25. 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 10/245:55 pm
DAY
-
SJU
1 stop5h 55m
American Airlines
Tue 10/275:25 am
SJU
-
DAY
1 stop16h 06m
American Airlines
Deal found 3/25$326
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Fri 5/88:13 pm
DAY
-
MBJ
2 stops18h 17m
United Airlines
Fri 5/154:12 pm
MBJ
-
DAY
1 stop16h 41m
United Airlines
Deal found 3/23$352
This Delta deal was found by Cheapflights users on 3/25. 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 4/226:00 am
DAY
-
PLS
1 stop8h 10m
Delta
Wed 4/293:25 pm
PLS
-
DAY
1 stop8h 52m
Delta
Deal found 3/25$353
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/226:00 am
DAY
-
PLS
2 stops8h 15m
American Airlines
Wed 4/291:25 pm
PLS
-
DAY
2 stops10h 28m
American Airlines
Deal found 3/25$363
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 12/125:49 am
DAY
-
SJU
1 stop17h 03m
American Airlines
Thu 12/176:25 am
SJU
-
DAY
1 stop15h 36m
American Airlines
Deal found 3/27$366
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/216:00 am
DAY
-
SJU
2 stops14h 51m
American Airlines
Tue 4/2810:03 am
SJU
-
DAY
2 stops11h 35m
American Airlines
Deal found 3/24$368
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Sun 5/106:30 pm
DAY
-
PLS
2 stops17h 30m
American Airlines
Sun 5/173:23 pm
PLS
-
DAY
2 stops20h 55m
American Airlines
Deal found 3/26$384
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/306:00 am
DAY
-
SJU
1 stop7h 50m
American Airlines
Mon 5/46:00 am
SJU
-
DAY
1 stop15h 38m
American Airlines
Deal found 3/25$406
This American Airlines deal was found by Cheapflights users on 3/25. 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 9/107:45 am
DAY
-
SJU
2 stops10h 25m
American Airlines
Mon 9/147:05 pm
SJU
-
DAY
2 stops15h 47m
American Airlines
Deal found 3/25$418
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/136:00 am
DAY
-
SJU
1 stop16h 05m
American Airlines
Sat 5/236:20 am
SJU
-
DAY
1 stop15h 11m
American Airlines
Deal found 3/24$423
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Mon 5/116:30 pm
DAY
-
MBJ
2 stops18h 21m
American Airlines
Mon 5/184:37 pm
MBJ
-
DAY
2 stops18h 41m
American Airlines
Deal found 3/27$439

Find flight deals from Dayton to Caribbean

Keep the following information in mind while searching for Dayton to Caribbean flight deals. Data was last updated March 28, 2026.

Round-trip from

$316
(American Airlines)

One-way from

$113
(Delta)

Popular in

August

Cheapest in

October

Average price

$490
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 28, 2026.
Use the filters below to find and compare flights from Dayton to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 4/21

6:00 am-3:20 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Tue 4/28

6:00 am-9:38 pm

1 stop15h 38m

$316

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Fri 5/8

8:13 pm-1:30 pm

2 stops18h 17m

Montego Bay Sangster Intl

Fri 5/15

4:12 pm-9:53 am

1 stop16h 41m

$352

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Wed 4/22

6:00 am-2:10 pm

1 stop8h 10m

Providenciales

Wed 4/29

3:25 pm-12:17 am

1 stop8h 52m

$353

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Wed 4/22

6:00 am-2:15 pm

2 stops8h 15m

Providenciales

Wed 4/29

1:25 pm-11:53 pm

2 stops10h 28m

$363

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Sat 5/23

6:05 pm-3:10 pm

2 stops22h 05m

Montego Bay Sangster Intl

Fri 5/29

4:12 pm-1:42 pm

2 stops20h 30m

$467

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Wed 7/22

5:43 am-3:10 pm

2 stops10h 27m

Montego Bay Sangster Intl

Wed 7/29

2:40 pm-11:04 am

2 stops19h 24m

$467

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Mon 4/27

9:15 pm-4:05 pm

2 stops18h 50m

Providenciales

Wed 4/29

5:15 pm-9:53 am

1 stop16h 38m

$468

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Tue 4/21

7:15 am-3:31 pm

1 stop8h 16m

Saint Thomas Island Cyril E King

Wed 4/22

2:10 pm-11:59 pm

1 stop9h 49m

$490

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Sun 5/3

6:56 pm-10:45 am

1 stop15h 49m

Punta Cana

Wed 5/6

1:42 pm-10:03 pm

1 stop8h 21m

$509

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Tue 4/28

7:15 am-3:10 pm

2 stops8h 55m

Montego Bay Sangster Intl

Wed 4/29

4:12 pm-9:53 am

1 stop16h 41m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 46 resultsSorted by cheapest first
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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, July is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $150). Flying from Dayton to Caribbean in August is currently the most expensive (average of $235). 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.

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 March 28, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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
8,356 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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
8,356 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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
9,499 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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
7.1
Good
11,520 reviews
Delta
7.9
Good
8,356 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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 10m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. There are 1435 mi between Dayton and Caribbean. This flight may include one or multiple stops.

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

    While some choose either Dayton - San Juan Luis Munoz Marin Intl or Dayton - Oranjestad Reina Beatrix, Dayton - Punta Cana 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, July is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $150). Flying from Dayton to Caribbean in August is currently the most expensive (average of $235). 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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$205Average$595FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$566FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$319Average$682FlexibilityNo cancel feeOn-time71%

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