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

American Airlines, Delta, 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 6 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 November 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.

$124 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.

6:00 am - 11:56 pmDAY-SJU

16h 56m1 stop

7:00 am - 8:38 pmSJU-DAY

14h 38m1 stop

$235American Airlines

Find Deal

Thu, Jan 29 - Tue, Feb 3

10:50 am - 9:00 pmDAY-SJU

9h 10m1 stop

2:15 pm - 11:44 pmSJU-DAY

10h 29m2 stops

$263United Airlines

Find Deal

Thu, Jan 29 - Tue, Feb 3

11:13 am - 11:56 pmDAY-SJU

11h 43m2 stops

1:24 pm - 11:47 pmSJU-DAY

11h 23m2 stops

$268American Airlines

Find Deal

Thu, Jan 29 - Tue, Feb 3

2:44 pm - 9:22 pmDAY-SJU

6h 38m1 stop

7:10 am - 2:23 pmSJU-DAY

7h 13m1 stop

$320United Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

6:00 am - 3:20 pmDAY-MBJ

9h 20m1 stop

12:38 pm - 11:59 pmMBJ-DAY

11h 21m1 stop

$539Delta

Find Deal

Sun, Jan 25 - Fri, Jan 30

6:00 am - 12:35 pmDAY-GCM

6h 35m1 stop

1:00 pm - 11:16 pmGCM-DAY

9h 16m1 stop

$548Delta

Find Deal

Tue, Mar 3 - Mon, Mar 9

6:01 am - 2:10 pmDAY-SXM

7h 09m1 stop

2:59 pm - 10:01 pmSXM-DAY

8h 02m1 stop

$816British Airways

Find Deal

Fri, Dec 19 - Fri, Dec 26

6:00 am - 4:33 pmDAY-SXM

9h 33m2 stops

5:33 pm - 11:35 amSXM-DAY

19h 02m2 stops

$860British Airways

Find Deal

Fri, Dec 19 - Fri, Dec 26

4:00 pm - 3:15 pmDAY-PUJ

22h 15m2 stops

2:45 am - 11:59 pmPUJ-DAY

22h 14m2 stops

$2,504LATAM Airlines

Find Deal

Sun, Dec 21 - Thu, Dec 25

6:47 pm - 3:15 pmDAY-PUJ

19h 28m2 stops

2:45 am - 11:28 pmPUJ-DAY

21h 43m2 stops

$2,511LATAM Airlines

Find Deal

Thu, Jan 8 - Sun, Jan 11

United Airlines flights from Dayton to Caribbean

Our best United Airlines deals on Dayton to Caribbean flight tickets

United Airlines

Jan 29

DAY10:50 amDayton

9h 10m

1 stop

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU2:15 pmSan Juan Luis Munoz Marin Intl

10h 29m

2 stops

DAY11:44 pmDayton

$263

Find similar

United Airlines

Mar 10

DAY2:44 pmDayton

6h 38m

1 stop

SJU9:22 pmSan Juan Luis Munoz Marin Intl

Mar 11

SJU7:10 amSan Juan Luis Munoz Marin Intl

7h 13m

1 stop

DAY2:23 pmDayton

$320

Find similar

United Airlines

Jan 29

DAY10:50 amDayton

12h 46m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Feb 2

SJU2:05 amSan Juan Luis Munoz Marin Intl

12h 18m

2 stops

DAY1:23 pmDayton

$360

Find similar

American Airlines flights from Dayton to Caribbean

Our best American Airlines deals on Dayton to Caribbean flight tickets

American Airlines

Jan 29

DAY6:00 amDayton

16h 56m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU7:00 amSan Juan Luis Munoz Marin Intl

14h 38m

1 stop

DAY8:38 pmDayton

$235

Find similar

American Airlines

Jan 29

DAY11:13 amDayton

11h 43m

2 stops

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU1:24 pmSan Juan Luis Munoz Marin Intl

11h 23m

2 stops

DAY11:47 pmDayton

$268

Find similar

American Airlines

Jan 30

DAY6:00 amDayton

16h 56m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU6:00 amSan Juan Luis Munoz Marin Intl

10h 45m

1 stop

DAY3:45 pmDayton

$308

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Thu 1/29

6:00 am-11:56 pm

1 stop16h 56m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-8:38 pm

1 stop14h 38m

$235

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Thu 1/29

10:50 am-9:00 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-11:44 pm

2 stops10h 29m

$263

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Thu 1/29

11:13 am-11:56 pm

2 stops11h 43m

San Juan Luis Munoz Marin Intl

Tue 2/3

1:24 pm-11:47 pm

2 stops11h 23m

$268

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Tue 3/10

2:44 pm-9:22 pm

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-2:23 pm

1 stop7h 13m

$320

DaytonMontego Bay

DAY - MBJ

DAYMBJ

Dayton

Sun 1/25

6:00 am-3:20 pm

1 stop9h 20m

Montego Bay Sangster Intl

Fri 1/30

12:38 pm-11:59 pm

1 stop11h 21m

$539

DaytonGeorge Town

DAY - GCM

DAYGCM

Dayton

Tue 3/3

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Mon 3/9

1:00 pm-11:16 pm

1 stop9h 16m

$548

DaytonSimpson Bay

DAY - SXM

DAYSXM

Dayton

Fri 12/19

6:01 am-2:10 pm

1 stop7h 09m

Simpson Bay Princess Juliana

Fri 12/26

2:59 pm-10:01 pm

1 stop8h 02m

$816

DaytonSimpson Bay

DAY - SXM

DAYSXM

Dayton

Fri 12/19

6:00 am-4:33 pm

2 stops9h 33m

Simpson Bay Princess Juliana

Fri 12/26

5:33 pm-11:35 am

2 stops19h 02m

$860

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Sun 12/21

4:00 pm-3:15 pm

2 stops22h 15m

Punta Cana

Thu 12/25

2:45 am-11:59 pm

2 stops22h 14m

$2,504

DaytonPunta Cana

DAY - PUJ

DAYPUJ

Dayton

Thu 1/8

6:47 pm-3:15 pm

2 stops19h 28m

Punta Cana

Sun 1/11

2:45 am-11:28 pm

2 stops21h 43m

$2,511

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 $415. If you don’t want to visit Caribbean in October, then you should wait until February to fly from Dayton, when ticket prices are also cheap, with an average price of $424.

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.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Dayton when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $593 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Dayton for as low as $312 on momondo.

Can stopping save me money on Dayton to Caribbean flights?

You could potentially save up to 40% 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

Direct flights	None

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 November 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 8,003 reviews	Search Delta flights
United Airlines	PriceFrom $305	Free Cancellation	Rating 7.4 9,002 reviews	Search United Airlines flights
American Airlines	PriceFrom $370	Free Cancellation	Rating 7.2 11,040 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.