$123 Find Cheap Flights from Dayton to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Dayton to Caribbean Islands departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dayton to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Dayton to Caribbean Islands, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Dayton to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$530
Santo Domingo
Santo Domingo1 stop$610
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$545
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay2 stops$740
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown1 stop$827
George Town
George Town2 stops$574
St. John's
St. John's2 stops$760
Punta Cana
Punta Cana1 stop$530
Santo Domingo
Santo Domingo1 stop$610
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$545
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay2 stops$740
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown1 stop$827
George Town
George Town2 stops$574
St. John's
St. John's2 stops$760

Book Cheap Dayton to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Dayton to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dayton to Caribbean Islands

Selasa, Apr 28 - Selasa, Mei 5
United Airlines Logo
11:32 am - 8:34 pm
DAY
-
SJU
9h 02m
1 stop
United Airlines Logo
7:20 am - 2:20 pm
SJU
-
DAY
7h 00m
1 stop
$286United Airlines
Rabu, Apr 29 - Selasa, Mei 5
United Airlines Logo
9:00 am - 9:24 pm
DAY
-
SJU
12h 24m
2 stops
United Airlines Logo
7:20 am - 2:20 pm
SJU
-
DAY
7h 00m
1 stop
$336United Airlines
Selasa, Mei 12 - Selasa, Mei 19
United Airlines Logo
8:45 am - 9:24 pm
DAY
-
SJU
12h 39m
2 stops
United Airlines Logo
7:20 am - 2:20 pm
SJU
-
DAY
7h 00m
1 stop
$347United Airlines
Isnin, Jul 6 - Isnin, Jul 13
American Airlines Logo
7:42 pm - 1:09 pm
DAY
-
MBJ
18h 27m
2 stops
American Airlines Logo
5:17 pm - 1:29 pm
MBJ
-
DAY
19h 12m
2 stops
$357American Airlines
Isnin, Jul 6 - Isnin, Jul 13
American Airlines Logo
5:42 pm - 1:23 pm
DAY
-
MBJ
20h 41m
1 stop
American Airlines Logo
5:17 pm - 1:29 pm
MBJ
-
DAY
19h 12m
2 stops
$363American Airlines
Selasa, Sep 22 - Sabtu, Sep 26
American Airlines Logo
6:19 am - 2:45 pm
DAY
-
SJU
8h 26m
2 stops
American Airlines Logo
7:05 pm - 10:52 am
SJU
-
DAY
15h 47m
2 stops
$366American Airlines
Selasa, Sep 22 - Sabtu, Sep 26
American Airlines Logo
8:39 am - 2:45 pm
DAY
-
SJU
6h 06m
1 stop
American Airlines Logo
7:05 pm - 10:52 am
SJU
-
DAY
15h 47m
2 stops
$406American Airlines
Ahad, Mei 10 - Khamis, Mei 14
Delta Logo
6:00 am - 1:25 pm
DAY
-
PUJ
7h 25m
1 stop
Delta Logo
1:05 pm - 11:32 pm
PUJ
-
DAY
10h 27m
1 stop
$530Delta
Selasa, Sep 15 - Selasa, Sep 22
Delta Logo
6:00 am - 1:20 pm
DAY
-
PUJ
7h 20m
1 stop
Delta Logo
3:59 pm - 11:15 pm
PUJ
-
DAY
7h 16m
1 stop
$568Delta
Ahad, Jun 28 - Selasa, Jul 7
Delta Logo
6:00 am - 11:34 am
DAY
-
GCM
6h 34m
1 stop
Delta Logo
12:56 pm - 11:51 pm
GCM
-
DAY
9h 55m
1 stop
$579Delta
Booking Insights

KAYAK's insights & trends for Dayton to Caribbean Islands flights

Get data-powered insights and trends into flights from Dayton to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Dayton to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $337, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Dayton to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Dayton to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Dayton to Caribbean Islands is October, when tickets cost $399 (return) on average. On the other hand, the most expensive months are August and June, when the average cost of round-trip tickets is $728 and $648 respectively.

Good to know

Low seasonSeptember
Cheapest flight$123
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Dayton to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Dayton to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Dayton to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Dayton to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Dayton to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Dayton to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Dayton to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Dayton to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Dayton to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Dayton to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Dayton to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Dayton to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9579 reviews
7.1Entertainment
7.3Comfort
8.1Crew
7.7Boarding
6.6Food
Airline reviews

Crew was friendly and competent. Food, wine, and entertainment were excellent except the raw tuna on the flight to Split. Recommend against serving that - at least as the only option. Many medical conditions do not allow people to eat raw fish.

10.0 ExcellentDenise and Scott, Apr 2026
IAD - MUC
Read more United Airlines reviews

Crew was friendly and competent. Food, wine, and entertainment were excellent except the raw tuna on the flight to Split. Recommend against serving that - at least as the only option. Many medical conditions do not allow people to eat raw fish.

Overall flight was ok. Flight attendant was receptive to assisting passengers with tight connections.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

The plane was very creaky and lots of ringing. Plane was dirty and dingy. I couldn't hear the captain's announcements from the flight deck. Not sure if it was the captain or the audio equipment, but good thing there wasn't an emergency where we needed clear instructions. The overhead compartments were clearly full, but the flight crew allowed people to stand in the back with their carry on luggage. Then after everyone boarded, they had to go to the front to gate check their luggage because there was no room for their bags and then they returned to their seats...such a waste of time when clearly the overhead compartments were full when they originally boarded.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

On time flight, good communication about boarding, lines didn't form unnecessarily for boarding before their group was announced (kept aisles clear), friendly flight attendants and service

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports