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Owensboro

$53+ Cheap flights from O'Hare Intl (ORD) to Owensboro (OWB)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OWB
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Owensboro

Cheapest flights from O'Hare Intl to Owensboro
Explore the most affordable flight options available from O'Hare Intl to Owensboro. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:40 amORD - OWB
Nonstop1h 30mContour
Sat 1/38:40 amOWB - ORD
Nonstop1h 35mContour
Deal found 12/15$105
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Mon 12/2910:55 amORD - OWB
Nonstop1h 30mContour
Fri 1/28:40 amOWB - ORD
Nonstop1h 35mContour
Deal found 12/16$125
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Wed 12/245:30 pmORD - OWB
Nonstop1h 30mContour
Mon 12/293:10 pmOWB - ORD
Nonstop1h 35mContour
Deal found 12/16$150
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:30 pmORD - OWB
Nonstop1h 30mContour
Mon 12/293:10 pmOWB - ORD
Nonstop1h 35mContour
Deal found 12/15$234

Find flight deals from O'Hare Intl to Owensboro

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Owensboro (OWB). 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 December 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$104
(Mytrip)

One-way from

$53
(Booking.com)

Popular in

June

Cheapest in

February

Good round-trip deal

$109 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Owensboro Daviess County flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Owensboro Daviess County flights.
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From Chicago O'Hare Intl to Owensboro Daviess County
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One-way flight from Chicago O'Hare Intl to Owensboro Daviess County
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Highest demand for flights based on searches. 4% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Owensboro Daviess County.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Owensboro 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 December 17, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Owensboro that are best for you.

Fly from

O'Hare Intl

Fly to

Owensboro

Route

Depart

Return

Price

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 1/2

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Fri 1/9

8:40 am-10:15 am

Nonstop1h 35m

$104

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 12/30

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Sat 1/3

8:40 am-10:15 am

Nonstop1h 35m

$105

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 1/2

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Tue 1/6

1:55 pm-3:30 pm

Nonstop1h 35m

$107

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 1/7

5:30 pm-7:00 pm

Nonstop1h 30m

Owensboro Daviess County

Sat 1/10

1:55 pm-3:30 pm

Nonstop1h 35m

$109

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 2/17

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Sat 2/21

1:55 pm-3:30 pm

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 2/12

5:30 pm-7:00 pm

Nonstop1h 30m

Owensboro Daviess County

Mon 2/16

8:40 am-10:15 am

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Mon 12/29

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Fri 1/2

8:40 am-10:15 am

Nonstop1h 35m

$125

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 1/13

9:40 am-11:10 am

Nonstop1h 30m

$53

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 1/2

10:55 am-12:25 pm

Nonstop1h 30m

$54

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 12/23

9:40 am-11:10 am

Nonstop1h 30m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Compare providers for flights from O'Hare Intl to 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 O'Hare Intl to Owensboro in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 Chicago O'Hare Intl Airport-Owensboro flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago O'Hare Intl Airport-Owensboro flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Owensboro flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Owensboro flights, Cheapflights users trust Mytrip the most. Mytrip 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 Chicago O'Hare Intl Airport-Owensboro 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 O'Hare Intl to Owensboro

Have a flexible travel schedule? Discover the best time to fly to Owensboro from O'Hare Intl 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 Chicago O'Hare Intl Airport to Owensboro

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Owensboro?

Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Owensboro (average of $100). Flying from Chicago O'Hare Intl Airport to Owensboro in July is currently the most expensive (average of $234). 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.

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

Find hourly flight availability from O'Hare Intl to Owensboro. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Owensboro as you normally would.

Reviews of airlines servicing Owensboro

Get insights into the airlines that provide service to Owensboro. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Owensboro. Reviews last updated December 17, 2025.
Get a feel of what it's like to fly with Contour from Chicago O'Hare Intl Airport to Owensboro by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.6
Good
43 reviews

Entertainment

6.1

Crew

7.9

Overall

7.6

Boarding

7.6

Food

6.9

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
Contour
7.6
Good
43 reviews
Contour
7.6
Good
43 reviews

Entertainment

6.1

Crew

7.9

Overall

7.6

Boarding

7.6

Food

6.9

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Owensboro. 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 into for flights to Owensboro from Chicago O'Hare Intl?

    If you book a flight to Owensboro from Chicago O'Hare Intl, you will be flying to Daviess County, which is the city’s only airport. Owensboro Daviess County (OWB) is located 3.6 mi from the center of Owensboro. There is 1 flight from Chicago O'Hare Intl to Daviess County per day from 1 airline.

  • How long is the flight from Chicago O'Hare Intl Airport to Owensboro?

    Departing from Chicago O'Hare Intl Airport to Owensboro will take you 1h 30m. Airlines will cover a distance of 295 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from Chicago O'Hare Intl Airport to Owensboro round-trip?

    Our cheapest airline available from Chicago O'Hare Intl Airport to Owensboro is Contour. Our recent data shows that you can find tickets from as low as $126 on this airline.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Owensboro?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Owensboro? While on average our users pay $148, our data indicates the cheapest price to be $89. The most popular route (Chicago O'Hare Intl - Owensboro Daviess County), is priced around $104.

  • Can I find deals for flights from O'Hare Intl to Owensboro that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Owensboro flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Owensboro?

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

  • Can I find deals for business class flights from O'Hare Intl to Owensboro?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Owensboro 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 Chicago O'Hare Intl Airport to Owensboro?

    Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Owensboro (average of $100). Flying from Chicago O'Hare Intl Airport to Owensboro in July is currently the most expensive (average of $234). 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from O'Hare Intl to Owensboro

Discover the top airline that operate flights from O'Hare Intl to Owensboro. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$126Average$148FlexibilityNo cancel feeOn-timeN/A

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