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$153+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
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 13, 2026.

This United Airlines deal was found by Cheapflights users on 3/8. 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 5/211:35 am
DAY
-
SJU
2 stops12h 15m
United Airlines
Tue 5/57:20 am
SJU
-
DAY
1 stop7h 00m
United Airlines
Deal found 3/8$247
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Sat 5/21:57 pm
DAY
-
SJU
1 stop6h 54m
American Airlines
Tue 5/55:45 am
SJU
-
DAY
2 stops9h 56m
American Airlines
Deal found 3/10$290
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Sat 11/145:50 am
DAY
-
SJU
1 stop16h 57m
American Airlines
Sat 11/216:25 am
SJU
-
DAY
1 stop15h 10m
American Airlines
Deal found 3/10$306
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Sat 5/161:57 pm
DAY
-
SJU
1 stop6h 58m
American Airlines
Mon 5/2512:59 am
SJU
-
DAY
1 stop16h 28m
American Airlines
Deal found 3/11$318
This American Airlines deal was found by Cheapflights users on 3/9. 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 8/158:00 am
DAY
-
SJU
1 stop15h 41m
American Airlines
Fri 8/216:00 am
SJU
-
DAY
1 stop15h 31m
American Airlines
Deal found 3/9$319
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Fri 5/86:07 pm
DAY
-
SJU
2 stops18h 22m
American Airlines
Wed 5/207:25 am
SJU
-
DAY
2 stops16h 28m
American Airlines
Deal found 3/11$320
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Sat 4/257:15 am
DAY
-
MBJ
2 stops8h 55m
United Airlines
Sat 5/24:12 pm
MBJ
-
DAY
1 stop16h 41m
United Airlines
Deal found 3/11$352
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 9/57:27 pm
DAY
-
MBJ
2 stops14h 58m
American Airlines
Sat 9/1212:43 pm
MBJ
-
DAY
1 stop7h 48m
American Airlines
Deal found 3/12$357
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/87:33 pm
DAY
-
MBJ
1 stop20h 37m
United Airlines
Wed 4/154:12 pm
MBJ
-
DAY
2 stops17h 45m
United Airlines
Deal found 3/9$371
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Fri 5/156:57 pm
DAY
-
STT
2 stops18h 18m
American Airlines
Tue 5/195:05 pm
STT
-
DAY
2 stops20h 17m
American Airlines
Deal found 3/8$372
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 4/116:56 pm
DAY
-
STT
2 stops16h 39m
American Airlines
Thu 4/1612:25 pm
STT
-
DAY
2 stops11h 28m
American Airlines
Deal found 3/12$392
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/238:10 pm
DAY
-
MBJ
1 stop17h 40m
United Airlines
Thu 4/304:12 pm
MBJ
-
DAY
1 stop16h 41m
United Airlines
Deal found 3/9$399

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 13, 2026.

Round-trip from

$247
(United Airlines)

One-way from

$153
(American Airlines)

Popular in

August

Cheapest in

October

Average price

$447
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($59 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 13, 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

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Wed 4/8

7:33 pm-3:10 pm

1 stop20h 37m

Montego Bay Sangster Intl

Wed 4/15

4:12 pm-10:57 am

2 stops17h 45m

$371

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Fri 5/15

6:57 pm-12:35 pm

2 stops17h 38m

Saint Thomas Island Cyril E King

Tue 5/19

12:47 pm-9:38 pm

1 stop8h 51m

$372

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Fri 5/15

6:07 pm-12:29 pm

2 stops18h 22m

San Juan Luis Munoz Marin Intl

Fri 5/22

12:59 am-10:46 am

1 stop9h 47m

$426

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

$447

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Mon 6/1

6:05 pm-1:30 pm

2 stops20h 25m

Montego Bay Sangster Intl

Sun 6/7

4:12 pm-9:48 am

1 stop16h 36m

$447

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Mon 4/13

7:15 am-3:31 pm

1 stop8h 16m

Saint Thomas Island Cyril E King

Thu 4/16

2:10 pm-10:09 pm

1 stop7h 59m

$462

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 5/2

11:35 am-11:50 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Wed 5/20

1:00 am-9:48 am

2 stops8h 48m

$472

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Sat 4/11

9:00 am-5:00 pm

1 stop8h 00m

Saint Thomas Island Cyril E King

Thu 4/16

2:10 pm-11:59 pm

1 stop9h 49m

$482

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Sat 4/11

7:15 am-5:00 pm

1 stop9h 45m

Saint Thomas Island Cyril E King

Wed 4/15

2:10 pm-11:59 pm

1 stop9h 49m

$482

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Fri 4/10

7:15 am-3:31 pm

1 stop8h 16m

Saint Thomas Island Cyril E King

Thu 4/16

2:10 pm-10:09 pm

1 stop7h 59m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 54 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 $234). 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 13, 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
8,287 reviews

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

Boarding

8.1

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
8,287 reviews
Delta
7.9
Good
8,287 reviews

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

Boarding

8.1

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
9,418 reviews
Delta
7.9
Good
8,287 reviews

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

Boarding

8.1

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
11,449 reviews
Delta
7.9
Good
8,287 reviews

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

Boarding

8.1

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 5h 05m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. There are 1098 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 - Punta Cana or Dayton - Oranjestad Reina Beatrix, 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, 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 $234). 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 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$205Average$610FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$569FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$335Average$686FlexibilityNo cancel feeOn-time71%

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