$724+ Cheap flights from Owensboro to Key West (OWB - EYW)
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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — EYW
Nov 26 — Dec 31
Round-trip
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Key West
Cheapest
Best
Last-minute
Cheapest flights from Owensboro to Key WestExplore the most affordable flight options available from Owensboro to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
Explore the most affordable flight options available from Owensboro to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:25 pm -
2 stops46h 31m
Mon 11/234:10 pm -
1 stop7h 55m
Deal found 10/22![United Airlines logo]()
$1,044
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:45 am -
2 stops49h 39m
Sun 12/134:10 pm -
1 stop7h 44m
Deal found 10/26![United Airlines logo]()
$1,315
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:25 pm -
2 stops22h 27m
Sat 11/142:50 pm -
2 stops23h 50m
Deal found 10/26![United Airlines logo]()
$1,655
Best flights from Owensboro to Key WestDiscover carefully curated flight deals from Owensboro to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Owensboro to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/252:37 pm -
1 stop23h 45m
Fri 1/293:15 pm -
2 stops32h 41m
Deal found 10/22![United Airlines logo]()
$724
Last-minute flights from Owensboro to Key WestDiscover last-minute flight deals from Owensboro to Key West. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Owensboro to Key West. Data last updated October 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:25 pm -
2 stops22h 27m
Sat 11/142:50 pm -
2 stops23h 50m
Deal found 10/26![United Airlines logo]()
$1,655
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:25 pm -
2 stops46h 31m
Mon 11/234:10 pm -
1 stop7h 55m
Deal found 10/22![United Airlines logo]()
$1,044
Find flight deals from Owensboro to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Owensboro (OWB) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $724 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Owensboro to Key West 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 7,457,451 searches. Data last updated October 27, 2026.
Use the filters below to find and compare flights from Owensboro to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
OwensboroKey West
OWB Owensboro Daviess County - EYW Key West
OWBEYW
Owensboro Daviess County
Mon 1/25
2:37 pm-3:22 pm
1 stop23h 45m
Key West
Fri 1/29
3:15 pm-10:56 pm
2 stops32h 41m
$724
Sorted by cheapest first
Compare providers for flights from Owensboro to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Owensboro to Key West in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Owensboro-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Owensboro-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Owensboro-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Owensboro-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Owensboro-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Owensboro to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Owensboro with our price prediction graph.
OWB-EYW
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.
Related info for your journey
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