How long is the flight from Owensboro to Key West?

Departing from Owensboro to Key West will take you 28h 33m. The distance from Owensboro to Key West is about 964 mi.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

What is the cheapest time of day to fly from OWB to EYW?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Owensboro to Key West as you normally would.

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.

Can I find deals for flights from Owensboro to Key West that include hotel bookings?

Yes. In addition to deals on Owensboro to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Owensboro to Key West?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Owensboro to Key West.

Can I find deals for business class flights from Owensboro to Key West?

Yes. Cheapflights offers flight deals from Owensboro to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$1,106+ Cheap Flights from Owensboro to Key West

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Cheap flight deals from Owensboro to Key West

Cheapest

Best

Cheapest flights from Owensboro to Key West
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 July 25, 2026.

Fri 10/168:45 am

OWB

EYW

2 stops28h 33m

United Airlines

Mon 10/192:15 pm

EYW

OWB

2 stops24h 25m

United Airlines

Deal found 7/21

$1,106

Wed 11/112:25 pm

OWB

EYW

1 stop23h 51m

United Airlines

Sun 11/154:00 pm

EYW

OWB

2 stops22h 40m

United Airlines

Deal found 7/22

$1,209

Wed 11/252:25 pm

OWB

EYW

1 stop23h 51m

United Airlines

Sun 11/294:00 pm

EYW

OWB

1 stop7h 55m

United Airlines

Deal found 7/23

$1,891

Find flight deals from Owensboro to Key West

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$1,106 (United Airlines)

Provider with most accurate pricing for Owensboro Daviess County-Key West flight deals.

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Provider most trusted by Cheapflights users for Owensboro Daviess County-Key West flights.

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From Owensboro Daviess County to Key West

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Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OwensboroKey West

OWB - EYW

OWBEYW

Owensboro Daviess County

Fri 10/16

8:45 am-2:18 pm

2 stops28h 33m

Key West

Mon 10/19

2:15 pm-1:40 pm

2 stops24h 25m

$1,106

OwensboroKey West

OWB - EYW

OWBEYW

Owensboro Daviess County

Wed 11/11

2:25 pm-3:16 pm

1 stop23h 51m

Key West

Sun 11/15

4:00 pm-1:40 pm

2 stops22h 40m

$1,209

Quickest round-trip

OwensboroKey West

OWB - EYW

OWBEYW

Owensboro Daviess County

Wed 11/25

2:25 pm-3:16 pm

1 stop23h 51m

Key West

Sun 11/29

4:00 pm-10:55 pm

1 stop7h 55m

$1,891

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Sorted by cheapest first

Compare providers for flights from Owensboro to Key West

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 July.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

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

How long is the flight from Owensboro to Key West?
Departing from Owensboro to Key West will take you 28h 33m. The distance from Owensboro to Key West is about 964 mi.
Can I find deals for flights from Owensboro to Key West that include hotel bookings?
Yes. In addition to deals on Owensboro to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Owensboro to Key West?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Owensboro to Key West.
Can I find deals for business class flights from Owensboro to Key West?
Yes. Cheapflights offers flight deals from Owensboro to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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$1,106+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Owensboro to Key West with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Owensboro to Key West

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 July 25, 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 July 25, 2026.

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 July 25, 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 July 25, 2026.

Find flight deals from Owensboro to Key West

Most accurate provider

Most trusted provider

Round-trip from

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Use the filters below to find and compare flights from Owensboro to Key West that are best for you.

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 July.

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.

Related info for your journey

How long is the flight from Owensboro to Key West?

Can I find deals for flights from Owensboro to Key West that include hotel bookings?

How can I find direct flights from Owensboro to Key West?

Can I find deals for business class flights from Owensboro to Key West?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Owensboro to Key West

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Owensboro to Key West by cabin class

Find flights from Owensboro to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Key West

Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 25, 2026.

Owensboro and Key West flights

Browse other Owensboro and Key West flight options. Last updated on July 25, 2026.

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Browse through other flights departing from Owensboro. Flights are based on user searches made on Cheapflights and were last updated on July 25, 2026.

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Cheapest flights from Owensboro to Key West
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 July 25, 2026.

Best flights from Owensboro to Key West
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 July 25, 2026.