Caribbean Islands

$190+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
May 6 — May 131
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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 May 1, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$190
(Delta)

Popular in

June

Cheapest in

January

Average price

$503
From Dayton to Caribbean Islands
One-way flight from Dayton to Caribbean Islands
Highest demand for flights based on searches. 13% potential increase in price ($91 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 5/257:40 pmDAY - SJU
2 stops17h 05mAmerican Airlines
Thu 5/296:10 amSJU - DAY
2 stops15h 44mAmerican Airlines
Deal found 4/30$265
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/116:00 amDAY - SJU
1 stop8h 44mUnited Airlines
Mon 6/161:05 amSJU - DAY
2 stops11h 53mUnited Airlines
Deal found 4/30$418
This Delta deal was found by Cheapflights users on 4/30. 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 5/202:32 pmDAY - SJU
1 stop8h 15mDelta
Thu 5/297:30 amSJU - DAY
1 stop6h 17mDelta
Deal found 4/30$442
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/277:40 pmDAY - PUJ
2 stops16h 18mAmerican Airlines
Tue 6/34:00 pmPUJ - DAY
2 stops17h 04mAmerican Airlines
Deal found 4/29$459
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/97:40 pmDAY - NAS
1 stop13h 50mAmerican Airlines
Sun 5/1110:29 amNAS - DAY
1 stop6h 35mAmerican Airlines
Deal found 4/30$494
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/127:15 amDAY - PLS
1 stop8h 50mUnited Airlines
Sat 7/195:15 pmPLS - DAY
1 stop16h 36mUnited Airlines
Deal found 4/29$537
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/36:40 amDAY - PLS
1 stop7h 40mAmerican Airlines
Tue 7/83:20 pmPLS - DAY
1 stop6h 50mAmerican Airlines
Deal found 4/30$541
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/206:33 amDAY - GCM
1 stop5h 32mAmerican Airlines
Sat 9/273:15 pmGCM - DAY
2 stops17h 56mAmerican Airlines
Deal found 4/30$542
This American Airlines deal was found by Cheapflights users on 4/30. 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 12/78:09 pmDAY - STT
2 stops16h 46mAmerican Airlines
Sun 12/144:35 pmSTT - DAY
2 stops17h 30mAmerican Airlines
Deal found 4/30$549
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/135:56 pmDAY - MBJ
1 stop16h 39mAmerican Airlines
Sat 9/2010:35 amMBJ - DAY
1 stop10h 31mAmerican Airlines
Deal found 4/30$566
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/286:55 amDAY - AUA
1 stop9h 15mAmerican Airlines
Wed 6/412:29 pmAUA - DAY
1 stop9h 25mAmerican Airlines
Deal found 4/30$585
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/285:40 pmDAY - AUA
2 stops21h 40mUnited Airlines
Wed 6/44:30 pmAUA - DAY
2 stops18h 43mUnited Airlines
Deal found 4/30$590

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 May 1, 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

Sun 5/25

7:40 pm-12:45 pm

2 stops17h 05m

San Juan Luis Munoz Marin Intl

Thu 5/29

6:10 am-9:54 pm

2 stops15h 44m

$265

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 6/11

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Mon 6/16

1:05 am-12:58 pm

2 stops11h 53m

$418

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 5/20

2:32 pm-10:47 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Thu 5/29

7:30 am-1:47 pm

1 stop6h 17m

$442

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Tue 5/27

7:40 pm-11:58 am

2 stops16h 18m

Punta Cana

Tue 6/3

4:00 pm-9:04 am

2 stops17h 04m

$459

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Sat 7/12

7:15 am-4:05 pm

1 stop8h 50m

Providenciales

Sat 7/19

5:15 pm-9:51 am

1 stop16h 36m

$537

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Thu 7/3

6:40 am-2:20 pm

1 stop7h 40m

Providenciales

Tue 7/8

3:20 pm-10:10 pm

1 stop6h 50m

$541

DaytonGeorge Town

DAY - GCM

DAYGCM

Dayton

Sat 9/20

6:22 pm-11:05 am

2 stops17h 43m

George Town Owen Roberts Intl

Sat 9/27

12:45 pm-10:11 am

2 stops20h 26m

$542

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Fri 10/3

6:33 am-4:00 pm

2 stops9h 27m

Saint Thomas Island Cyril E King

Tue 10/7

1:24 pm-10:08 pm

1 stop8h 44m

$549

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Sat 9/13

5:56 pm-9:35 am

1 stop16h 39m

Montego Bay Sangster Intl

Sat 9/20

10:35 am-10:06 pm

1 stop10h 31m

$566

DaytonOranjestad

DAY - AUA

DAYAUA

Dayton

Wed 5/28

6:55 am-4:10 pm

1 stop9h 15m

Oranjestad Reina Beatrix

Wed 6/4

12:29 pm-9:54 pm

1 stop9h 25m

$585

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 31 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 December is currently the most expensive (average of $336). 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 May 1, 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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 1, 2025.
Read through reviews of airlines operating flights from Dayton to Caribbean Islands, such as Delta, United Airlines and American 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

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 Delta, which is currently one of the cheapest options available, starting at $190. American Airlines flights start at $191 while deals on United Airlines start at $232 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 December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$707FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$734FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$364Average$731FlexibilityNo cancel feeOn-time69%

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