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Owensboro

$219+ Cheap flights from Owensboro

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
OWB — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 29, 2026.

Cheapest airline

Contour

Good round-trip deal

$107 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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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 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/272:15 pm
OWB
-
MCO
1 stop27h 23m
Multiple Airlines
Wed 3/411:56 am
MCO
-
OWB
1 stop7h 54m
Multiple Airlines
Deal found 1/28$219
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 1/27$289
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/258:35 am
OWB
-
MCO
1 stop6h 49m
Multiple Airlines
Sun 3/297:33 am
MCO
-
OWB
1 stop12h 17m
Multiple Airlines
Deal found 1/28$294
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/118:40 am
OWB
-
DFW
2 stops14h 01m
Multiple Airlines
Sun 2/155:01 am
DFW
-
OWB
1 stop7h 24m
Multiple Airlines
Deal found 1/27$302
This Gotogate deal was found by Cheapflights users on 1/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/118:40 am
OWB
-
DFW
2 stops8h 50m
Contour
Sun 2/1510:15 am
DFW
-
OWB
2 stops8h 45m
Contour
Deal found 1/27$347
This Contour deal was found by Cheapflights users on 1/28. 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 1/28$372
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Sun 3/18:35 am
OWB
-
LAX
2 stops30h 03m
Multiple Airlines
Tue 3/31:05 am
LAX
-
OWB
3 stops33h 25m
Multiple Airlines
Deal found 1/28$382
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/118:40 am
OWB
-
MCO
1 stop6h 51m
Multiple Airlines
Sun 2/155:15 am
MCO
-
OWB
2 stops14h 45m
Multiple Airlines
Deal found 1/27$388
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/141:55 pm
OWB
-
MSY
1 stop9h 20m
Multiple Airlines
Mon 2/169:17 am
MSY
-
OWB
1 stop9h 43m
Multiple Airlines
Deal found 1/27$411
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Thu 2/123:10 pm
OWB
-
MSY
1 stop8h 05m
Multiple Airlines
Mon 2/169:17 am
MSY
-
OWB
1 stop9h 43m
Multiple Airlines
Deal found 1/28$510
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Thu 2/128:40 am
OWB
-
LAX
3 stops41h 10m
Multiple Airlines
Sun 2/151:05 am
LAX
-
OWB
3 stops32h 05m
Multiple Airlines
Deal found 1/27$761
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/133:10 pm
OWB
-
MCO
1 stop22h 24m
Multiple Airlines
Sat 2/2111:05 pm
MCO
-
OWB
2 stops38h 20m
Multiple Airlines
Deal found 1/28$845

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 29, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Fri 2/27

2:15 pm-6:38 pm

1 stop27h 23m

Orlando

Wed 3/4

11:56 am-6:50 pm

1 stop7h 54m

$219

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

$289

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Wed 3/25

8:35 am-4:24 pm

1 stop6h 49m

Orlando

Sun 3/29

7:33 am-6:50 pm

1 stop12h 17m

$294

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Wed 2/11

8:40 am-10:41 pm

2 stops14h 01m

Dallas/Fort Worth

Sun 2/15

5:01 am-12:25 pm

1 stop7h 24m

$302

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Wed 2/11

8:40 am-5:30 pm

2 stops8h 50m

Dallas/Fort Worth

Sun 2/15

10:15 am-7:00 pm

2 stops8h 45m

$347

OwensboroDallas

OWB - DFW

OWBDFW

Owensboro Daviess County

Thu 4/23

9:00 am-4:15 pm

2 stops7h 15m

Dallas/Fort Worth

Mon 4/27

10:10 am-12:55 pm

2 stops26h 45m

$372

OwensboroLos Angeles

OWB - LAX

OWBLAX

Owensboro Daviess County

Sun 3/1

8:35 am-12:38 pm

2 stops30h 03m

Los Angeles

Tue 3/3

1:05 am-12:30 pm

3 stops33h 25m

$382

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Wed 2/11

8:40 am-1:49 pm

3 stops28h 09m

Orlando

Sun 2/15

5:23 pm-12:25 pm

2 stops20h 02m

$405

OwensboroNew Orleans

OWB - MSY

OWBMSY

Owensboro Daviess County

Sat 2/14

1:55 pm-11:15 pm

1 stop9h 20m

New Orleans Louis Armstrong

Mon 2/16

9:17 am-7:00 pm

1 stop9h 43m

$411

OwensboroNew Orleans

OWB - MSY

OWBMSY

Owensboro Daviess County

Thu 2/12

3:10 pm-11:15 pm

1 stop8h 05m

New Orleans Louis Armstrong

Mon 2/16

9:17 am-7:00 pm

1 stop9h 43m

$510

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 14 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*
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: Among all the travel providers offering deals on flights from Owensboro, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub 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 FlightHub the highest out of those offering flight deals from Owensboro. FlightHub 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, February is the cheapest month in which you can book a flight from Owensboro (average of $80). Flying from Owensboro in June will prove the most costly (average of $114). 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 $103. Explore other affordable destinations below.

Chicago
Chicago
From $103

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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 29, 2026.

  • What is the cheapest flight from Owensboro to anywhere?

    Users have flown out of Owensboro for as low as $103 to Chicago O'Hare Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $108 to fly from Owensboro.

  • What is the cheapest month to fly from Owensboro?

    February is currently the cheapest month to fly from Owensboro. At this moment in time June 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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