What is the cheapest airline that flies from Dayton to Caribbean?

American Airlines and United Airlines are the most popular carriers operating from Dayton to Caribbean

What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Dayton according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Dayton Airport to Caribbean?

Prices for flights from Dayton Airport to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Dayton Airport to Caribbean?

As of December 2025, there are 3 operators available to choose from for flights from Dayton Airport to Caribbean.

How old do you have to be to fly from Dayton Airport to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dayton Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$151 Cheap Flights from Dayton to Caribbean in 2025/26

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Find the cheapest flights from Dayton to Caribbean

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:24 am - 10:22 pm

DAY

SJU

10h 58m2 stops

2:05 am - 1:23 pm

SJU

DAY

12h 18m2 stops

$235United Airlines

Sun, Jan 18 - Wed, Jan 28

2:04 pm - 6:11 am

DAY

SJU

15h 07m2 stops

4:52 pm - 11:44 pm

SJU

DAY

7h 52m1 stop

$258United Airlines

Sat, Jan 17 - Sat, Jan 24

6:00 am - 11:56 pm

DAY

SJU

16h 56m1 stop

6:30 am - 8:38 pm

SJU

DAY

15h 08m1 stop

$268American Airlines

Sat, Jan 17 - Sat, Jan 24

9:05 am - 10:22 pm

DAY

SJU

12h 17m2 stops

2:05 am - 1:23 pm

SJU

DAY

12h 18m2 stops

$270United Airlines

Sat, Jan 17 - Fri, Jan 23

2:37 pm - 11:45 pm

DAY

SJU

8h 08m1 stop

3:55 pm - 11:16 pm

SJU

DAY

8h 21m1 stop

$280Delta

Mon, Jan 19 - Fri, Jan 23

10:00 am - 8:50 pm

DAY

SJU

9h 50m2 stops

7:00 am - 8:38 pm

SJU

DAY

14h 38m1 stop

$301American Airlines

Wed, Feb 4 - Sat, Feb 7

6:00 am - 3:59 pm

DAY

SJU

8h 59m2 stops

5:55 pm - 10:38 am

SJU

DAY

17h 43m1 stop

$308American Airlines

Wed, Feb 4 - Mon, Feb 9

4:00 pm - 11:45 pm

DAY

SJU

6h 45m1 stop

3:55 pm - 11:16 pm

SJU

DAY

8h 21m1 stop

$317Delta

Sun, Jan 18 - Thu, Jan 22

9:05 am - 10:22 pm

DAY

SJU

12h 17m2 stops

2:05 am - 1:23 pm

SJU

DAY

12h 18m2 stops

$325United Airlines

Sun, Jan 18 - Fri, Jan 30

6:00 am - 2:31 pm

DAY

SXM

7h 31m1 stop

4:05 pm - 8:57 pm

SXM

DAY

29h 52m1 stop

$608British Airways

Thu, Feb 5 - Thu, Feb 12

American Airlines flights from Dayton to Caribbean

Our best American Airlines deals on Dayton to Caribbean flight tickets

American Airlines

Jan 17

DAY6:00 amDayton

16h 56m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Jan 24

SJU6:30 amSan Juan Luis Munoz Marin Intl

15h 08m

1 stop

DAY8:38 pmDayton

$268

Find similar

American Airlines

Feb 4

DAY10:00 amDayton

9h 50m

2 stops

SJU8:50 pmSan Juan Luis Munoz Marin Intl

Feb 7

SJU7:00 amSan Juan Luis Munoz Marin Intl

14h 38m

1 stop

DAY8:38 pmDayton

$301

Find similar

American Airlines

Feb 4

DAY6:00 amDayton

8h 59m

2 stops

SJU3:59 pmSan Juan Luis Munoz Marin Intl

Feb 9

SJU5:55 pmSan Juan Luis Munoz Marin Intl

17h 43m

1 stop

DAY10:38 amDayton

$308

Find similar

United Airlines flights from Dayton to Caribbean

Our best United Airlines deals on Dayton to Caribbean flight tickets

United Airlines

Jan 18

DAY10:24 amDayton

10h 58m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Jan 28

SJU2:05 amSan Juan Luis Munoz Marin Intl

12h 18m

2 stops

DAY1:23 pmDayton

$235

Find similar

United Airlines

Jan 17

DAY2:04 pmDayton

15h 07m

2 stops

SJU6:11 amSan Juan Luis Munoz Marin Intl

Jan 24

SJU4:52 pmSan Juan Luis Munoz Marin Intl

7h 52m

1 stop

DAY11:44 pmDayton

$258

Find similar

United Airlines

Jan 17

DAY9:05 amDayton

12h 17m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Jan 23

SJU2:05 amSan Juan Luis Munoz Marin Intl

12h 18m

2 stops

DAY1:23 pmDayton

$270

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sun 1/18

10:24 am-10:22 pm

2 stops10h 58m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-1:23 pm

2 stops12h 18m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 1/17

2:04 pm-6:11 am

2 stops15h 07m

San Juan Luis Munoz Marin Intl

Sat 1/24

4:52 pm-11:44 pm

1 stop7h 52m

$258

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 1/17

6:00 am-11:56 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:30 am-8:38 pm

1 stop15h 08m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sat 1/17

9:05 am-10:22 pm

2 stops12h 17m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:05 am-1:23 pm

2 stops12h 18m

$270

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Mon 1/19

2:37 pm-11:45 pm

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Fri 1/23

3:55 pm-11:16 pm

1 stop8h 21m

$280

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 2/4

10:00 am-8:50 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:00 am-8:38 pm

1 stop14h 38m

$301

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Wed 2/4

6:00 am-3:59 pm

2 stops8h 59m

San Juan Luis Munoz Marin Intl

Mon 2/9

5:55 pm-10:38 am

1 stop17h 43m

$308

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sun 1/18

4:00 pm-11:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:55 pm-11:16 pm

1 stop8h 21m

$317

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Sun 1/18

9:05 am-10:22 pm

2 stops12h 17m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-1:23 pm

2 stops12h 18m

$325

DaytonSimpson Bay

DAY - SXM

DAYSXM

Dayton

Thu 2/5

6:00 am-2:31 pm

1 stop7h 31m

Simpson Bay Princess Juliana

Thu 2/12

4:05 pm-8:57 pm

1 stop29h 52m

$608

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Dayton to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Dayton to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $399. If you don’t want to visit Caribbean in October, then you should wait until January to fly from Dayton, when ticket prices are also cheap, with an average price of $447.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Dayton to Caribbean is on a Tuesday when prices can be found for as low as $376. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $676. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the afternoon is the cheapest time of day to fly from Dayton to Caribbean when you can find flight prices for as low as $364. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $589.

Can stopping save me money on Dayton to Caribbean flights?

You could potentially save up to 22% on your flight if you consider stops on a Dayton to Caribbean flight.

Cheap Dayton to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dayton to Caribbean

Fastest flight time	5h 14m
Direct flights	None

The fastest flight from Dayton to Caribbean takes 5h 14m

There are no direct flights from Dayton to Caribbean. There are no popular flight routes from Dayton to Caribbean.

Search flight deals

When did momondo last update prices for flights from Dayton Airport to Caribbean?
Prices for flights from Dayton Airport to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Dayton Airport to Caribbean?
As of December 2025, there are 3 operators available to choose from for flights from Dayton Airport to Caribbean.
How old do you have to be to fly from Dayton Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dayton Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Dayton to Caribbean

Compare and see reviews for airlines that fly from Dayton to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $264	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
United Airlines	PriceFrom $305	Free Cancellation	Rating 7.4 9,105 reviews	Search United Airlines flights
American Airlines	PriceFrom $370	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Dayton to Caribbean?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Dayton to Caribbean. momondo saves you time and could save you money on your trip.

Can I find flights from Dayton to Caribbean with flexible booking policies on momondo?

All flight searches from Dayton to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Dayton to Caribbean?

Once all potential Dayton to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Dayton to Caribbean right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Dayton and alert you when they change.