$1,088+ Cheap flights from Owensboro (OWB) to Florida Keys
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — EYW
Nov 15 — Nov 221
1 adult, Economy
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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
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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 Owensboro to Florida Keys
Keep the following information in mind while searching for Owensboro to Florida Keys flight deals. Data was last updated October 16, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,088 (Mytrip) |
Find flight deals from Owensboro to Florida Keys
Cheapest flights from Owensboro to Florida KeysExplore the most affordable flight options available from Owensboro to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.
Explore the most affordable flight options available from Owensboro to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.
This Mytrip deal was found by Cheapflights users on 10/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:40 amOWB - EYW
3 stops27h 50mMultiple Airlines
Tue 12/3012:20 pmEYW - OWB
2 stops25h 05mMultiple Airlines
Deal found 10/15![Multiple Airlines logo]()
$1,088
Cheapflights Fare Finder
Customize your flight search to find flights from Owensboro to Florida Keys 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 October 16, 2025.
Use the filters below to find and compare flights from Owensboro to Florida Keys that are best for you.
Fly from
Owensboro
Fly to
Florida Keys
Route
Depart
Return
Price
OwensboroKey West
OWB - EYW
OWBEYW
Owensboro Daviess County
Fri 12/26
8:40 am-1:30 pm
3 stops27h 50m
Key West
Tue 12/30
12:20 pm-12:25 pm
2 stops25h 05m
$1,088
Best time to book a flight from Owensboro to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Owensboro 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 Owensboro to Florida Keys
What is the cheapest month to book a flight from Owensboro to Florida Keys?
Currently, April is the cheapest month in which you can book a flight from Owensboro to Florida Keys (average of $219). Flying from Owensboro to Florida Keys in September is currently the most expensive (average of $290). 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.