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$265+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — ORL
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 2/93:10 pm
OWB
-
MCO
1 stop20h 16m
Multiple Airlines
Fri 2/135:34 pm
MCO
-
OWB
1 stop18h 36m
Multiple Airlines
Deal found 1/25$265
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sun 4/199:00 am
OWB
-
MCO
1 stop9h 39m
Multiple Airlines
Sat 4/256:00 am
MCO
-
OWB
1 stop7h 55m
Multiple Airlines
Deal found 1/25$275
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/262:15 pm
OWB
-
MCO
1 stop6h 22m
Multiple Airlines
Thu 4/210:40 pm
MCO
-
OWB
1 stop21h 10m
Multiple Airlines
Deal found 1/25$283
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/202:15 pm
OWB
-
MCO
1 stop8h 12m
Multiple Airlines
Mon 3/231:14 pm
MCO
-
OWB
1 stop6h 36m
Multiple Airlines
Deal found 1/25$284
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/53:10 pm
OWB
-
MCO
2 stops41h 57m
Multiple Airlines
Thu 2/125:34 pm
MCO
-
OWB
1 stop19h 51m
Multiple Airlines
Deal found 1/25$309
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/28:40 am
OWB
-
MCO
1 stop6h 51m
Multiple Airlines
Thu 2/55:28 pm
MCO
-
OWB
1 stop19h 57m
Multiple Airlines
Deal found 1/26$313
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/101:55 pm
OWB
-
MCO
3 stops23h 17m
Multiple Airlines
Sat 2/146:54 pm
MCO
-
OWB
2 stops18h 31m
Multiple Airlines
Deal found 1/26$330

Find 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Kiwi.com)
Provider with most accurate pricing for Owensboro Daviess County-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Owensboro Daviess County-Orlando (ORL) flights.
Search Deals
From Owensboro Daviess County to Orlando (ORL)
Search Deals

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 January 27, 2026.
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

Mon 2/9

3:10 pm-12:26 pm

1 stop20h 16m

Orlando

Fri 2/13

5:34 pm-11:10 am

1 stop18h 36m

$265

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Sun 4/19

9:00 am-7:39 pm

1 stop9h 39m

Orlando

Sat 4/25

6:00 am-12:55 pm

1 stop7h 55m

$275

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Thu 3/26

2:15 pm-9:37 pm

1 stop6h 22m

Orlando

Thu 4/2

10:40 pm-6:50 pm

1 stop21h 10m

$283

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Fri 3/20

2:15 pm-11:27 pm

1 stop8h 12m

Orlando

Mon 3/23

1:14 pm-6:50 pm

1 stop6h 36m

$284

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Mon 2/2

8:40 am-4:31 pm

1 stop6h 51m

Orlando

Thu 2/5

5:28 pm-12:25 pm

1 stop19h 57m

$313

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Tue 2/10

1:55 pm-2:12 pm

3 stops23h 17m

Orlando

Sat 2/14

6:54 pm-12:25 pm

2 stops18h 31m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Compare providers for flights from Owensboro to Orlando

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 Orlando in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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-Orlando flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Owensboro-Orlando flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Owensboro-Orlando flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Owensboro-Orlando 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-Orlando 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 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, August is the cheapest month in which you can book a flight from Owensboro to Orlando (average of $52). Flying from Owensboro to Orlando in November is currently the most expensive (average of $106). 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, August is the cheapest month in which you can book a flight from Owensboro to Orlando (average of $52). Flying from Owensboro to Orlando in November is currently the most expensive (average of $106). 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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