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Owensboro

$140+ Cheap flights from Owensboro

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — DFW
Feb 16 — Feb 231
Mon 2/16
Mon 2/23
1 adult, Economy
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What to know about flights from Owensboro

Discover essential information about flights departing from Owensboro, including flight schedules, destinations, airlines operating at the Owensboro airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated January 17, 2026.

Cheapest airline

Contour

Good round-trip deal

$107 or less

Good one-way deal

$44 or less
On average, Contour currently has the cheapest one-way flight from Owensboro Daviess County (avg. price of $144).
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Price to beat on a round-trip flight from Owensboro Daviess County.
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Price to beat on a one-way flight from Owensboro Daviess County.
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Find flights from Owensboro

Cheapest flights from Owensboro
Explore the most affordable flight options available from Owensboro. Find the lowest fares based on data from user searches, with prices last updated on January 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:40 am
OWB
-
MCO
1 stop6h 51m
Multiple Airlines
Fri 2/273:02 pm
MCO
-
OWB
1 stop4h 48m
Multiple Airlines
Deal found 1/15$259
This Mytrip deal was found by Cheapflights users on 1/16. 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.
Sat 1/311:55 pm
OWB
-
DFW
2 stops26h 20m
Contour
Wed 2/410:15 am
DFW
-
OWB
2 stops8h 45m
Contour
Deal found 1/16$281
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/303:10 pm
OWB
-
MCO
2 stops31h 49m
Multiple Airlines
Tue 2/37:35 pm
MCO
-
OWB
1 stop16h 35m
Multiple Airlines
Deal found 1/15$287
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/39:00 am
OWB
-
MCO
2 stops14h 44m
Multiple Airlines
Tue 4/79:30 pm
MCO
-
OWB
1 stop16h 25m
Multiple Airlines
Deal found 1/15$301
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 3/58:35 am
OWB
-
MCO
1 stop6h 56m
Multiple Airlines
Sun 3/156:05 am
MCO
-
OWB
1 stop13h 45m
Multiple Airlines
Deal found 1/16$309
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 1/311:55 pm
OWB
-
DFW
1 stop21h 40m
Multiple Airlines
Wed 2/47:15 pm
DFW
-
OWB
2 stops41h 10m
Multiple Airlines
Deal found 1/16$317
This Contour deal was found by Cheapflights users on 1/15. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/298:40 am
OWB
-
DFW
2 stops7h 35m
Contour
Thu 1/296:45 pm
DFW
-
OWB
2 stops24h 15m
Contour
Deal found 1/15$318
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 3/222:15 pm
OWB
-
MCO
1 stop6h 22m
Multiple Airlines
Fri 3/278:00 am
MCO
-
OWB
2 stops28h 15m
Multiple Airlines
Deal found 1/14$321
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:40 am
OWB
-
MCO
1 stop6h 51m
Multiple Airlines
Mon 2/166:54 pm
MCO
-
OWB
2 stops41h 16m
Multiple Airlines
Deal found 1/15$346
This Contour deal was found by Cheapflights users on 1/15. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/239:00 am
OWB
-
DFW
2 stops7h 15m
Contour
Mon 4/2710:10 am
DFW
-
OWB
2 stops26h 45m
Contour
Deal found 1/15$372
This Contour deal was found by Cheapflights users on 1/15. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:00 am
OWB
-
DFW
2 stops7h 15m
Contour
Thu 4/306:45 pm
DFW
-
OWB
2 stops42h 10m
Contour
Deal found 1/15$374
This Contour deal was found by Cheapflights users on 1/15. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/118:35 am
OWB
-
DFW
2 stops7h 40m
Contour
Sun 3/1510:10 am
DFW
-
OWB
2 stops26h 20m
Contour
Deal found 1/15$376

Find flights from Owensboro within your budget

 
Find flights departing from Owensboro that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on January 17, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Dallas/Fort Worth

Route

Depart

Return

Price

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Sun 2/22

8:40 am-4:31 pm

1 stop6h 51m

Orlando

Fri 2/27

3:02 pm-6:50 pm

1 stop4h 48m

$259

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Fri 4/3

9:00 am-4:24 pm

1 stop6h 24m

Orlando

Tue 4/7

9:30 pm-12:55 pm

1 stop16h 25m

$276

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Sat 1/31

1:55 pm-4:15 pm

2 stops26h 20m

Dallas/Fort Worth

Wed 2/4

10:15 am-7:00 pm

2 stops8h 45m

$281

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Fri 1/30

3:10 pm-11:59 pm

2 stops31h 49m

Orlando

Tue 2/3

7:35 pm-11:10 am

1 stop16h 35m

$287

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Thu 3/5

8:35 am-4:31 pm

1 stop6h 56m

Orlando

Sun 3/15

6:05 am-6:50 pm

1 stop13h 45m

$309

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Sat 1/31

1:55 pm-11:35 am

1 stop21h 40m

Dallas/Fort Worth

Wed 2/4

7:15 pm-12:25 pm

2 stops41h 10m

$317

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Thu 1/29

8:40 am-4:15 pm

2 stops7h 35m

Dallas/Fort Worth

Thu 1/29

6:45 pm-7:00 pm

2 stops24h 15m

$318

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Sun 3/22

2:15 pm-9:37 pm

1 stop6h 22m

Orlando

Fri 3/27

8:00 am-11:15 am

2 stops28h 15m

$321

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Thu 2/12

8:40 am-4:31 pm

1 stop6h 51m

Orlando

Mon 2/16

6:54 pm-11:10 am

2 stops41h 16m

$346

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Fri 4/24

9:00 am-4:15 pm

2 stops7h 15m

Dallas/Fort Worth

Thu 4/30

10:10 am-12:55 pm

2 stops26h 45m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 24 results
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Compare providers for flights from Owensboro

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 in January
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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: Among all the travel providers offering deals on flights from Owensboro, eDreams has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as eDreams about >95% of the time. This is based on searches for flights from Owensboro made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate eDreams the highest out of those offering flight deals from Owensboro. eDreams has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Owensboro. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Owensboro

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

Travel insights for flights from Owensboro

Get recent, data-driven insights about flights from Owensboro including ideal travel times, pricing trends, and more.

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

Currently, October is the cheapest month in which you can book a flight from Owensboro (average of $96). Flying from Owensboro in March will prove the most costly (average of $305). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What is the cheapest place to fly to from Owensboro?

The cheapest city to fly to from Owensboro is Chicago, with prices starting at $43. Explore other affordable destinations below.

Chicago
Chicago
From $43

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Related info for your journey

Access useful and relevant information related to your journey from Owensboro. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated January 17, 2026.

  • What is the cheapest flight from Owensboro to anywhere?

    Users have flown out of Owensboro for as low as $43 to Chicago O'Hare Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $83 to fly from Owensboro.

  • What is the cheapest month to fly from Owensboro?

    October is currently the cheapest month to fly from Owensboro. At this moment in time March is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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