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$291+ Cheap flights from Owensboro (OWB) to Orlando (ORL)

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — ORL
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Owensboro to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Owensboro (OWB) to Orlando (ORL). 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 September 11, 2025.

Round-trip from

$291
(Kiwi.com)
From Owensboro Daviess County to Orlando (ORL)
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Find flight deals from Owensboro to Orlando

Cheapest flights from Owensboro to Orlando
Explore the most affordable flight options available from Owensboro to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/262:00 pmOWB - MCO
1 stop9h 35mMultiple Airlines
Tue 9/307:50 pmMCO - OWB
1 stop17h 35mMultiple Airlines
Deal found 9/11$291
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/252:00 pmOWB - MCO
1 stop9h 35mMultiple Airlines
Mon 9/295:24 pmMCO - OWB
1 stop19h 16mMultiple Airlines
Deal found 9/10$298
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/242:00 pmOWB - MCO
1 stop6h 06mMultiple Airlines
Sun 9/287:50 pmMCO - OWB
1 stop23h 10mMultiple Airlines
Deal found 9/9$341
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/132:00 pmOWB - MCO
2 stops32h 17mMultiple Airlines
Mon 9/157:50 pmMCO - OWB
1 stop16h 50mMultiple Airlines
Deal found 9/9$567
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:40 amOWB - MCO
2 stops22h 00mMultiple Airlines
Thu 11/135:40 pmMCO - OWB
2 stops19h 45mMultiple Airlines
Deal found 9/9$1,521

Cheapflights Fare Finder

 
Customize your flight search to find flights from Owensboro to Orlando 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 September 11, 2025.
Use the filters below to find and compare flights from Owensboro to Orlando that are best for you.

Fly from

Owensboro

Fly to

Orlando

Route

Depart

Return

Price

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Fri 9/26

2:00 pm-12:35 am

1 stop9h 35m

Orlando

Tue 9/30

7:50 pm-12:25 pm

1 stop17h 35m

$291

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Thu 9/25

2:00 pm-12:35 am

1 stop9h 35m

Orlando

Mon 9/29

5:24 pm-11:40 am

1 stop19h 16m

$298

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Wed 9/24

2:00 pm-9:06 pm

1 stop6h 06m

Orlando

Sun 9/28

7:50 pm-6:00 pm

1 stop23h 10m

$341

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Sun 11/9

8:40 am-7:40 am

2 stops22h 00m

Orlando

Thu 11/13

5:40 pm-12:25 pm

2 stops19h 45m

$1,521

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Best time to book a flight from Owensboro to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando 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 Orlando

What is the cheapest month to book a flight from Owensboro to Orlando?

Currently, May is the cheapest month in which you can book a flight from Owensboro to Orlando (average of $206). Flying from Owensboro to Orlando in November is currently the most expensive (average of $289). 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.

Related info for your journey

Find useful and relevant information for your journey from Owensboro to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Owensboro to Orlando?

    Owensboro Daviess County (OWB) is the airport you will fly out of if you book a flight from Owensboro to Orlando. You should not have trouble finding flights to Orlando from Daviess County; the airport handles an average of 0 outbound flights to Orlando per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Owensboro airport to Orlando. It is only a 3.6 mi journey to Daviess County (OWB) from Owensboro’s city center.

  • Can I find deals for flights from Owensboro to Orlando that include hotel bookings?

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

  • How can I find direct flights from Owensboro to Orlando?

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

  • Can I find deals for business class flights from Owensboro to Orlando?

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

  • What is the cheapest month to book a flight from Owensboro to Orlando?

    Currently, May is the cheapest month in which you can book a flight from Owensboro to Orlando (average of $206). Flying from Owensboro to Orlando in November is currently the most expensive (average of $289). 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.

See more FAQs

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