HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$185+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
DAY — SJU
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Dayton to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 31, 2025.

Round-trip from

$408
(United)

One-way from

$185
(Delta)

Popular in

June

Cheapest in

January

Average price

$520
From Dayton to Caribbean
Search Deals
One-way flight from Dayton to Caribbean
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 March 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/30. 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 10/158:38 amDAY - SJU
2 stops26h 37mAmerican Airlines
Wed 10/226:30 amSJU - DAY
2 stops17h 10mAmerican Airlines
Deal found 3/30$255
This United Airlines deal was found by Cheapflights users on 3/30. 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 10/156:00 amDAY - SJU
1 stop6h 34mUnited Airlines
Wed 10/223:56 pmSJU - DAY
1 stop7h 33mUnited Airlines
Deal found 3/30$335
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mon 6/25:35 amDAY - STX
2 stops9h 50mAmerican Airlines
Mon 6/95:20 pmSTX - DAY
2 stops24h 34mAmerican Airlines
Deal found 3/30$419
This Delta deal was found by Cheapflights users on 3/30. 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.
Fri 5/92:32 pmDAY - SJU
1 stop8h 15mDelta
Wed 5/142:31 pmSJU - DAY
1 stop9h 02mDelta
Deal found 3/30$420
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Tue 4/297:37 pmDAY - PUJ
1 stop14h 53mAmerican Airlines
Tue 5/62:12 pmPUJ - DAY
2 stops18h 52mAmerican Airlines
Deal found 3/30$459
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/267:37 pmDAY - GCM
2 stops18h 22mAmerican Airlines
Sat 5/1011:55 amGCM - DAY
1 stop8h 59mAmerican Airlines
Deal found 3/31$507
This American Airlines deal was found by Cheapflights users on 3/30. 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 9/125:35 pmDAY - STT
2 stops19h 15mAmerican Airlines
Tue 9/165:20 pmSTT - DAY
2 stops18h 55mAmerican Airlines
Deal found 3/30$514
This American Airlines deal was found by Cheapflights users on 3/30. 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 10/228:38 amDAY - NAS
1 stop4h 42mAmerican Airlines
Fri 10/3112:56 pmNAS - DAY
1 stop6h 46mAmerican Airlines
Deal found 3/30$515
This American Airlines deal was found by Cheapflights users on 3/31. 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 6/217:34 amDAY - PLS
1 stop8h 56mAmerican Airlines
Sat 6/281:18 pmPLS - DAY
1 stop9h 45mAmerican Airlines
Deal found 3/31$542
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/146:55 amDAY - SXM
1 stop6h 20mAmerican Airlines
Wed 5/212:05 pmSXM - DAY
1 stop7h 49mAmerican Airlines
Deal found 3/30$548
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/247:40 pmDAY - MBJ
1 stop14h 30mAmerican Airlines
Sat 5/3112:40 pmMBJ - DAY
1 stop6h 53mAmerican Airlines
Deal found 3/30$563
This Delta deal was found by Cheapflights users on 3/31. 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.
Thu 5/156:00 amDAY - SXM
1 stop7h 54mDelta
Thu 5/223:19 pmSXM - DAY
1 stop8h 14mDelta
Deal found 3/31$567

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 31, 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

Wed 4/23

2:05 pm-11:54 pm

1 stop9h 49m

San Juan Luis Munoz Marin Intl

Wed 4/30

3:56 pm-11:44 pm

1 stop7h 48m

$408

DaytonChristiansted

DAY - STX

DAYSTX

Dayton

Mon 6/2

5:35 am-3:25 pm

2 stops9h 50m

Christiansted Henry Rohlsen

Mon 6/9

5:20 pm-5:54 pm

2 stops24h 34m

$419

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Fri 5/9

2:32 pm-10:47 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Wed 5/14

2:31 pm-11:33 pm

1 stop9h 02m

$420

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 4/23

7:30 am-12:09 am

1 stop16h 39m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:30 am-4:57 pm

2 stops11h 27m

$421

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Tue 4/29

7:37 pm-10:30 am

1 stop14h 53m

Punta Cana

Tue 5/6

2:12 pm-9:04 am

2 stops18h 52m

$459

DaytonGeorge Town

DAY - GCM

DAYGCM

Dayton

Sat 4/26

7:37 pm-12:59 pm

2 stops18h 22m

George Town Owen Roberts Intl

Sat 5/10

11:55 am-9:54 pm

1 stop8h 59m

$507

DaytonProvidenciales

DAY - PLS

DAYPLS

Dayton

Sat 6/21

7:34 am-4:30 pm

1 stop8h 56m

Providenciales

Sat 6/28

1:18 pm-11:03 pm

1 stop9h 45m

$542

DaytonSimpson Bay

DAY - SXM

DAYSXM

Dayton

Wed 5/14

6:55 am-1:15 pm

1 stop6h 20m

Simpson Bay Princess Juliana

Wed 5/21

2:05 pm-9:54 pm

1 stop7h 49m

$548

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Sat 5/24

7:40 pm-9:10 am

1 stop14h 30m

Montego Bay Sangster Intl

Sat 5/31

12:40 pm-8:33 pm

1 stop6h 53m

$563

DaytonSimpson Bay

DAY - SXM

DAYSXM

Dayton

Thu 5/15

6:00 am-1:54 pm

1 stop7h 54m

Simpson Bay Princess Juliana

Thu 5/22

3:19 pm-11:33 pm

1 stop8h 14m

$567

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 26 results
1
2
3

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 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 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 March 31, 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.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

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 31, 2025.
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Overall

8.0

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.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Overall

8.0

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.
United Airlines
7.4
Good
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Overall

8.0

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Overall

8.0

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.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Comfort

8.0

Overall

8.0

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. 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?

    $185 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $288 and $558, respectively.

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

    While some choose either Dayton - Saint Thomas Island Cyril E King or Dayton - Montego Bay Sangster Intl, 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, 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 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Dayton to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to Las Vegas flights
Detroit to Seattle flights
Detroit to Fort Lauderdale flights
Detroit to Orlando flights
Detroit to Newark flights
Detroit to Los Angeles flights
Detroit to John F Kennedy Intl flights
Detroit to Sky Harbor Intl flights
Detroit to Miami flights
Detroit to Cancún flights
Detroit to Denver flights
Cleveland to Orlando flights
Detroit to LaGuardia flights
Detroit to Tampa flights
Cleveland to Las Vegas flights
Cleveland to Newark flights
Cleveland to John F Kennedy Intl flights
Cleveland to Seattle flights
Pittsburgh to Seattle flights
Cincinnati to Seattle flights
Cincinnati to Las Vegas flights
Cleveland to Fort Lauderdale flights
Columbus to Seattle flights
Pittsburgh to Orlando flights
Cincinnati to Orlando flights
Cleveland to Denver flights
Cincinnati to John F Kennedy Intl flights
Cincinnati to LaGuardia flights
Cleveland to LaGuardia flights
Cincinnati to Denver flights
Pittsburgh to Las Vegas flights
Cleveland to Fort Myers flights
Columbus to Newark flights
Cleveland to Tampa flights
Detroit to Hobby flights
Detroit to New Orleans flights
Detroit to Dallas/Fort Worth flights
Detroit to Atlanta flights
Detroit to Baltimore flights
Cincinnati to Boston flights
Cleveland to Boston flights
Detroit to Dulles Intl flights
Cincinnati to Dallas/Fort Worth flights
Cleveland to Los Angeles flights
Detroit to Vancouver Intl flights
Detroit to Honolulu flights
Columbus to John F Kennedy Intl flights
Pittsburgh to Fort Lauderdale flights
Pittsburgh to Minneapolis flights
Cincinnati to Newark flights

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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$704FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$284Average$728FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$364Average$722FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.