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Owensboro

$61+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OWB
May 28 — Jun 41
Thu 5/28
Thu 6/4
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 April 28, 2026.

This Mytrip deal was found by Cheapflights users on 4/27. 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.
Wed 5/2711:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sat 5/309:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/27$124
This Mytrip deal was found by Cheapflights users on 4/27. 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.
Tue 5/1211:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sat 5/162:35 pm
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/27$125
This Mytrip deal was found by Cheapflights users on 4/24. 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 7/1811:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Tue 7/214:25 pm
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/24$140
This Mytrip deal was found by Cheapflights users on 4/26. 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 5/2611:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Tue 5/263:30 pm
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/26$171
This Booking.com deal was found by Cheapflights users on 4/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/711:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Wed 6/109:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/27$181
This Booking.com deal was found by Cheapflights users on 4/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Wed 5/69:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/25$231
This Booking.com deal was found by Cheapflights users on 4/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sat 5/92:35 pm
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/27$235
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/1111:20 am
ORD
-
OWB
Nonstop1h 35m
Multiple Airlines
Fri 5/152:15 pm
OWB
-
ORD
2 stops28h 29m
Multiple Airlines
Deal found 4/25$239
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Tue 5/122:35 pm
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/23$241
This Mytrip deal was found by Cheapflights users on 4/27. 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.
Fri 5/811:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Mon 5/119:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 4/27$245

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 April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$124
(Mytrip)

One-way from

$61
(Booking.com)

Popular in

March

Cheapest in

April

Average price

$111

Good round-trip deal

$176 or less

Good one-way deal

$59 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Owensboro Daviess County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Owensboro Daviess County flights.
Search Deals
From Chicago O'Hare Intl to Owensboro Daviess County
Search Deals
One-way flight from Chicago O'Hare Intl to Owensboro Daviess County
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Owensboro Daviess County.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Owensboro Daviess County.
Search Deals

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 April 28, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Owensboro that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 5/27

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Sat 5/30

9:00 am-10:40 am

Nonstop1h 40m

$124

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 5/12

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Sat 5/16

2:35 pm-4:15 pm

Nonstop1h 40m

$125

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sat 7/18

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Tue 7/21

4:25 pm-6:05 pm

Nonstop1h 40m

$140

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Mon 5/11

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Fri 5/15

2:15 pm-6:44 pm

2 stops28h 29m

$239

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 5/8

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Tue 5/12

2:35 pm-4:15 pm

Nonstop1h 40m

$241

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Mon 5/11

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Fri 5/15

9:00 am-10:40 am

Nonstop1h 40m

$241

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 5/27

5:05 am-6:50 pm

2 stops13h 45m

Owensboro Daviess County

Sat 5/30

9:00 am-10:40 am

Nonstop1h 40m

$270

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 5/8

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Mon 5/11

2:15 pm-7:51 pm

3 stops29h 36m

$437
Cheapest one-way
Quickest one-way

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Wed 5/20

11:20 am-12:55 pm

Nonstop1h 35m

$61

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 7/16

11:20 am-12:55 pm

Nonstop1h 35m

$61

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 16 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Owensboro flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Owensboro flight deals on Cheapflights vs. FlightHub >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 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 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 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 April 28, 2026.

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.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Owensboro?

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 April 28, 2026.
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
42 reviews

Boarding

7.6

Crew

7.9

Entertainment

6.1

Comfort

7.3

Food

6.8

Overall

7.6

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
42 reviews
Contour
7.6
Good
42 reviews

Boarding

7.6

Crew

7.9

Entertainment

6.1

Comfort

7.3

Food

6.8

Overall

7.6

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 are 0 flights 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 35m. 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 $104 on this airline. Users have found that Contour is 32% cheaper than the other options available to this destination.

  • 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 $161, our data indicates the cheapest price to be $50. The most popular route (Chicago O'Hare Intl - Owensboro Daviess County), is priced around $124.

  • 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.

See more FAQs

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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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$104Average$148FlexibilityNo cancel feeOn-timeN/A

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