$151 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 4/17. 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
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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 Cana2 stops$460
Santo Domingo
Santo Domingo2 stops$570
Montego Bay
Montego Bay2 stops$478
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$437
Kingston
Kingston1 stop$683
Simpson Bay
Simpson Bay1 stop$501
Providenciales
Providenciales1 stop$436
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$456
St. John's
St. John's2 stops$800
Puerto Plata
Puerto Plata2 stops$612
Punta Cana
Punta Cana2 stops$460
Santo Domingo
Santo Domingo2 stops$570
Montego Bay
Montego Bay2 stops$478
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$437
Kingston
Kingston1 stop$683
Simpson Bay
Simpson Bay1 stop$501
Providenciales
Providenciales1 stop$436
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$456
St. John's
St. John's2 stops$800
Puerto Plata
Puerto Plata2 stops$612

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

Fri, Jan 23 - Mon, Jan 26
United Airlines Logo
5:47 pm - 6:11 am
DAY
-
SJU
11h 24m2 stops
United Airlines Logo
2:05 am - 1:23 pm
SJU
-
DAY
12h 18m2 stops
$235United Airlines
Sun, Jan 18 - Fri, Jan 23
American Airlines Logo
6:00 am - 11:56 pm
DAY
-
SJU
16h 56m1 stop
American Airlines Logo
6:30 am - 5:43 pm
SJU
-
DAY
12h 13m2 stops
$260American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
8:09 am - 12:10 am
DAY
-
SJU
16h 01m1 stop
American Airlines Logo
11:59 pm - 11:38 am
SJU
-
DAY
11h 39m1 stop
$268American Airlines
Wed, Jan 21 - Sun, Jan 25
American Airlines Logo
6:44 am - 8:50 pm
DAY
-
SJU
13h 06m1 stop
American Airlines Logo
7:00 am - 8:38 pm
SJU
-
DAY
14h 38m1 stop
$269American Airlines
Sun, Jan 18 - Fri, Jan 23
American Airlines Logo
11:13 am - 11:56 pm
DAY
-
SJU
11h 43m2 stops
American Airlines Logo
6:30 am - 5:43 pm
SJU
-
DAY
12h 13m2 stops
$293American Airlines
Fri, Jan 23 - Thu, Jan 29
United Airlines Logo
5:47 pm - 6:11 am
DAY
-
SJU
11h 24m2 stops
United Airlines Logo
2:05 am - 5:04 pm
SJU
-
DAY
15h 59m2 stops
$325United Airlines
Sun, Jan 11 - Thu, Jan 15
Delta Logo
6:47 pm - 3:18 pm
DAY
-
NAS
20h 31m2 stops
Delta Logo
2:56 pm - 11:16 pm
NAS
-
DAY
8h 20m1 stop
$464Delta
Tue, Mar 24 - Thu, Mar 26
Delta Logo
6:00 am - 3:40 pm
DAY
-
PUJ
9h 40m1 stop
Delta Logo
4:42 pm - 1:49 pm
PUJ
-
DAY
21h 07m2 stops
$495Delta
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
11:37 am - 3:17 pm
DAY
-
SXM
26h 40m2 stops
WestJet Logo
4:20 pm - 5:57 pm
SXM
-
DAY
26h 37m2 stops
$3,451WestJet
Sun, Mar 1 - Thu, Mar 5
WestJet Logo
11:42 am - 2:46 pm
DAY
-
UVF
50h 04m2 stops
WestJet Logo
3:40 pm - 5:57 pm
UVF
-
DAY
27h 17m2 stops
$3,530WestJet
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 $324, 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 September, when the average cost of round-trip tickets is $771 and $684 respectively.

Good to know

Low seasonAugust
Cheapest flight$151
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 5% 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 3 airlines serving 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.
7.9
DeltaOverall score based on 8019 reviews
8.1Boarding
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
Airline reviews

Did not realize internet screen was hidden between seats and no info printed!!!!

6.0 GoodAnonymous, Dec 2025
BOS - MSP
Read more Delta reviews

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Sat next to a one year old. She crawled all over the place and made me laugh.

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

They did the one thing that really matters - got to Chicago early.

I liked the snacks and the flight attendants were friendly.

Gate agent at Frankfurt was terrible. She denied PRE boarding even as it was printed on the boarding pass. Refused to look at the boarding pass and literally shouting for no reason. Frankfurt airport has horrible and rude staff who avoids trying to answer any question at all. Overall, horrible experience.

The Crew and the food was the worst I ever had in Business Class. First they told us there were no space for carry on. It was plenty of space over our 2 row seats, we had to ask to let us travel with it which was accepted. They were aware that we had to run for the connection due to the previous flight delay. Have us one hour waiting for more customers and not even offer a glass of water. Then started the service and they started to serve other passengers drinks in business and did not offer any drinks until they serve our pre ordered meal and I ask for something to drink. I had to wait until they finished to serve all passengers until Inget something. The crew was the worts I ever had for Business Class in my life.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

I requested a low sodium meal. Reason being, I take medicine for high blood pressure and I wear compression socks on long flights to help with leg swelling. Having less sodium in meals really helps me feel better on long flights. I received my initial low sodium meal after takeoff. Just before landing, the crew came through with the meal cart and offered me what was being served. I said no thank you and then noticed my low sodium meal in the meal cart, with my name and seat assignment on it. I motioned to the crew member, but he grabbed the meal cart and proceeded to move to the rear of the aircraft. He didn’t see me or other passengers who had attempted to get this attention. He was more concerned about completing meal service since we were due to land in under 45 minutes. I pressed the call light five times from my seat to receive help, but no crew member responded to me. So, I didn’t receive a second meal, one that I requested (the low sodium option). This led me to have a migraine from only eating one meal on an 11-hour flight. This is why I’m not a fan of flying US-based airlines overseas. The crew members continue to show the absolute worst customer service experience. I would not recommend flying American for overseas flights.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Not great. Booked Extra seats and got nothing extra at all. It’s basically a big budget airline.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports