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$190+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$302
(American Airlines)

One-way from

$190
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$690
From Dayton to Caribbean
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One-way flight from Dayton to Caribbean
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Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/2. 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 7/216:23 pmDAY - SJU
1 stop10h 43mAmerican Airlines
Wed 7/238:30 amSJU - DAY
1 stop13h 23mAmerican Airlines
Deal found 7/2$302
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 12/111:43 amDAY - SJU
1 stop8h 17mUnited Airlines
Sat 12/68:30 amSJU - DAY
2 stops12h 39mUnited Airlines
Deal found 7/1$346
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/65:16 pmDAY - PUJ
2 stops17h 52mAmerican Airlines
Sat 9/1312:59 pmPUJ - DAY
1 stop8h 06mAmerican Airlines
Deal found 7/2$380
This American Airlines deal was found by Cheapflights users on 6/30. 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 11/28:11 pmDAY - MBJ
1 stop15h 49mAmerican Airlines
Fri 11/144:10 pmMBJ - DAY
1 stop18h 14mAmerican Airlines
Deal found 6/30$441
This Delta deal was found by Cheapflights users on 7/1. 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 11/126:00 amDAY - NAS
1 stop9h 25mDelta
Wed 11/191:21 pmNAS - DAY
1 stop9h 53mDelta
Deal found 7/1$489
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/126:52 amDAY - STT
2 stops9h 08mAmerican Airlines
Tue 9/161:40 pmSTT - DAY
2 stops21h 48mAmerican Airlines
Deal found 7/2$509
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 10/1711:05 amDAY - MBJ
1 stop5h 28mDelta
Tue 10/212:19 pmMBJ - DAY
1 stop7h 55mDelta
Deal found 7/1$515
This American Airlines deal was found by Cheapflights users on 7/1. 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 11/126:34 amDAY - NAS
1 stop4h 41mAmerican Airlines
Wed 11/191:00 pmNAS - DAY
2 stops8h 02mAmerican Airlines
Deal found 7/1$519
This American Airlines deal was found by Cheapflights users on 7/3. 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 8/15:22 pmDAY - STX
2 stops21h 53mAmerican Airlines
Fri 8/83:49 pmSTX - DAY
2 stops26h 02mAmerican Airlines
Deal found 7/3$519
This Delta deal was found by Cheapflights users on 7/3. 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.
Sat 9/206:00 amDAY - GCM
1 stop6h 36mDelta
Sat 9/2712:52 pmGCM - DAY
1 stop9h 15mDelta
Deal found 7/3$548
This American Airlines deal was found by Cheapflights users on 7/2. 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 9/206:32 pmDAY - GCM
2 stops17h 50mAmerican Airlines
Sat 9/2712:10 pmGCM - DAY
2 stops22h 19mAmerican Airlines
Deal found 7/2$552
This Delta deal was found by Cheapflights users on 6/30. 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.
Mon 9/296:00 amDAY - STT
1 stop7h 33mDelta
Wed 10/12:43 pmSTT - DAY
1 stop8h 24mDelta
Deal found 6/30$564

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 July 3, 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

Mon 7/21

6:23 pm-5:06 am

1 stop10h 43m

San Juan Luis Munoz Marin Intl

Wed 7/23

8:30 am-9:53 pm

1 stop13h 23m

$302

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Mon 12/1

11:43 am-9:00 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Sat 12/6

8:30 am-8:09 pm

2 stops12h 39m

$346

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Sat 9/6

5:16 pm-11:08 am

2 stops17h 52m

Punta Cana

Sat 9/13

12:59 pm-9:05 pm

1 stop8h 06m

$380

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Sun 11/2

8:11 pm-12:00 pm

1 stop15h 49m

Montego Bay Sangster Intl

Fri 11/14

4:10 pm-10:24 am

1 stop18h 14m

$441

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Wed 11/12

6:00 am-3:25 pm

1 stop9h 25m

Nassau Intl

Wed 11/19

1:21 pm-11:14 pm

1 stop9h 53m

$489

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Sat 10/4

7:21 am-3:05 pm

1 stop7h 44m

Punta Cana

Sat 10/11

4:35 pm-9:50 am

1 stop17h 15m

$491

DaytonSaint Thomas Island

DAY - STT

DAYSTT

Dayton

Fri 9/12

6:52 am-4:00 pm

2 stops9h 08m

Saint Thomas Island Cyril E King

Tue 9/16

1:40 pm-8:30 am

2 stops18h 50m

$509

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Fri 10/17

11:05 am-3:33 pm

1 stop5h 28m

Montego Bay Sangster Intl

Tue 10/21

2:19 pm-11:14 pm

1 stop7h 55m

$515

DaytonNassau

DAY - NAS

DAYNAS

Dayton

Wed 11/12

6:34 am-11:15 am

1 stop4h 41m

Nassau Intl

Wed 11/19

1:00 pm-9:02 pm

2 stops8h 02m

$519

DaytonChristiansted

DAY - STX

DAYSTX

Dayton

Fri 8/1

5:22 pm-3:15 pm

2 stops21h 53m

Christiansted Henry Rohlsen

Fri 8/8

3:49 pm-5:51 pm

2 stops26h 02m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 40 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, September is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $254). Flying from Dayton to Caribbean 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 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 July 3, 2025.

When flying from Dayton to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 3, 2025.
See what other customers who have flown with Delta, LATAM Airlines, and United 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
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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!
LATAM Airlines
7.5
Good
1,805 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

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. 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.

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

    $190 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 Delta and United Airlines, with prices starting from $271 and $323, respectively.

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

    While some choose either Dayton - San Juan Luis Munoz Marin Intl or Dayton - Montego Bay Sangster Intl, Dayton - Oranjestad Reina Beatrix 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, September is the cheapest month in which you can book a flight from Dayton to Caribbean (average of $254). Flying from Dayton to Caribbean 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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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$647FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$732FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$364Average$705FlexibilityNo cancel feeOn-time69%

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