Caribbean Islands

$133+ Cheap flights from Dayton (DAY) to Caribbean Islands

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Jul 13 — Jul 201
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Cheap flight deals from Dayton to Caribbean Islands

Keep the following information in mind while searching for Dayton to Caribbean Islands flight deals. Data was last updated July 8, 2025.

Round-trip from

$225
(United Airlines)

One-way from

$133
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$690
From Dayton to Caribbean Islands
One-way flight from Dayton to Caribbean Islands
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Dayton to Caribbean Islands

Cheapest flights from Dayton to Caribbean Islands
Explore the most affordable flight options available from Dayton to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2025.

This United Airlines deal was found by Cheapflights users on 7/5. 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 10/187:21 amDAY - SJU
1 stop7h 23mUnited Airlines
Sat 10/251:30 pmSJU - DAY
2 stops10h 14mUnited Airlines
Deal found 7/5$225
This United Airlines deal was found by Cheapflights users on 7/7. 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 8/217:45 pmDAY - PUJ
1 stop16h 55mUnited Airlines
Thu 8/284:35 pmPUJ - DAY
1 stop17h 15mUnited Airlines
Deal found 7/7$351
This Delta deal was found by Cheapflights users on 7/6. 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.
Tue 9/306:00 amDAY - PUJ
1 stop7h 20mDelta
Tue 10/71:53 pmPUJ - DAY
2 stops22h 21mDelta
Deal found 7/6$355
This American Airlines deal was found by Cheapflights users on 7/6. 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 7/176:50 amDAY - SJU
1 stop16h 00mAmerican Airlines
Fri 7/188:30 amSJU - DAY
1 stop13h 23mAmerican Airlines
Deal found 7/6$374
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/216:00 amDAY - PUJ
1 stop8h 45mAmerican Airlines
Thu 8/2812:05 pmPUJ - DAY
1 stop9h 55mAmerican Airlines
Deal found 7/7$374
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Thu 8/217:52 pmDAY - MBJ
2 stops18h 38mAmerican Airlines
Tue 8/263:35 pmMBJ - DAY
2 stops17h 23mAmerican Airlines
Deal found 7/8$436
This Delta deal was found by Cheapflights users on 7/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amDAY - STT
1 stop7h 22mDelta
Tue 12/163:32 pmSTT - DAY
1 stop8h 42mDelta
Deal found 7/8$499
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/126:00 amDAY - STT
2 stops10h 00mAmerican Airlines
Tue 9/161:40 pmSTT - DAY
2 stops22h 32mAmerican Airlines
Deal found 7/8$509
This American Airlines deal was found by Cheapflights users on 7/6. 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 8/15:21 amDAY - STX
2 stops11h 05mAmerican Airlines
Fri 8/83:49 pmSTX - DAY
2 stops26h 02mAmerican Airlines
Deal found 7/6$519
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/206:07 amDAY - SDQ
2 stops9h 18mAmerican Airlines
Wed 8/2710:25 amSDQ - DAY
2 stops13h 16mAmerican Airlines
Deal found 7/7$520
This American Airlines deal was found by Cheapflights users on 7/7. 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 11/17:24 pmDAY - NAS
1 stop16h 42mAmerican Airlines
Wed 11/52:15 pmNAS - DAY
1 stop8h 37mAmerican Airlines
Deal found 7/7$523
This American Airlines deal was found by Cheapflights users on 7/6. 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 11/98:11 pmDAY - AUA
1 stop16h 54mAmerican Airlines
Wed 11/193:50 pmAUA - DAY
1 stop8h 02mAmerican Airlines
Deal found 7/6$585

Cheapflights Fare Finder

Customize your flight search to find flights from Dayton to Caribbean Islands 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 July 8, 2025.
Use the filters below to find and compare flights from Dayton to Caribbean Islands that are best for you.

Fly from

Dayton

Fly to

Caribbean Islands

Route

Depart

Return

Price

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 10/18

7:21 am-2:44 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Sat 10/25

1:30 pm-11:44 pm

2 stops10h 14m

$225

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Thu 8/21

7:45 pm-12:40 pm

1 stop16h 55m

Punta Cana

Thu 8/28

4:35 pm-9:50 am

1 stop17h 15m

$351

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Tue 9/30

6:00 am-1:20 pm

1 stop7h 20m

Punta Cana

Tue 10/7

1:53 pm-12:14 pm

2 stops22h 21m

$355

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Thu 8/21

6:00 am-2:45 pm

1 stop8h 45m

Punta Cana

Thu 8/28

12:05 pm-10:00 pm

1 stop9h 55m

$374

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Mon 7/21

6:50 am-10:50 pm

1 stop16h 00m

San Juan Luis Munoz Marin Intl

Fri 7/25

8:30 am-9:53 pm

1 stop13h 23m

$379

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Thu 8/21

7:52 pm-1:30 pm

2 stops18h 38m

Montego Bay Sangster Intl

Tue 8/26

3:35 pm-9:58 am

2 stops17h 23m

$436

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Wed 11/12

6:00 am-11:56 am

1 stop5h 56m

Nassau Intl

Wed 11/19

1:21 pm-11:14 pm

1 stop9h 53m

$489

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Tue 12/9

6:00 am-2:22 pm

1 stop7h 22m

Saint Thomas Island Cyril E King

Tue 12/16

3:32 pm-11:14 pm

1 stop8h 42m

$499

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Fri 9/12

6:00 am-4:00 pm

2 stops10h 00m

Saint Thomas Island Cyril E King

Tue 9/16

1:40 pm-12:12 pm

2 stops22h 32m

$509

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Wed 11/12

6:10 am-1:20 pm

2 stops7h 10m

Nassau Intl

Wed 11/19

11:25 am-7:16 pm

2 stops7h 51m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

Showing 1-10 of 44 results
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Best time to book a flight from Dayton to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Dayton to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Dayton to Caribbean Islands (average of $254). Flying from Dayton to Caribbean Islands 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 EPX?

Find hourly flight availability from Dayton to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 8, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Dayton to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated July 8, 2025.
Read through reviews of airlines operating flights from Dayton to Caribbean Islands, such as Delta, LATAM Airlines, and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

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 Islands. 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 Islands?

    Dayton (DAY) is the airport you will fly out of if you book a flight from Dayton to Caribbean Islands. It is only a 10.0 mi journey to Dayton (DAY) from Dayton’s city center.

  • What are the cheapest airlines to fly from Dayton to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $133. United Airlines flights start at $228 while deals on Delta start at $313 one-way.

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

  • Can I find deals for flights from Dayton to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Dayton to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dayton to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dayton to Caribbean Islands.

  • Can I find deals for business class flights from Dayton to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Dayton to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Dayton to Caribbean Islands (average of $254). Flying from Dayton to Caribbean Islands 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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Alternative routes for Dayton to Caribbean Islands

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

Top 3 airlines flying from Dayton to Caribbean Islands

Discover the top 3 airlines that operate flights from Dayton to Caribbean Islands. 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 July 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$654FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$732FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$364Average$766FlexibilityNo cancel feeOn-time69%

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