HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Owensboro

$77+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OWB
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Owensboro with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 16, 2026.

This Mytrip deal was found by Cheapflights users on 6/11. 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 7/1111:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sat 7/189:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/11$159
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Tue 7/1411:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Thu 7/169:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/16$161
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/1011:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Fri 7/179:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/12$177
This Contour deal was found by Cheapflights users on 6/11. 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.
Tue 8/1111:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Wed 8/129:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/11$178
This Booking.com deal was found by Cheapflights users on 6/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1311:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sun 7/199:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/14$218
This Booking.com deal was found by Cheapflights users on 6/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/111:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sun 7/59:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/16$268
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/118:05 am
ORD
-
OWB
2 stops34h 45m
Multiple Airlines
Sat 7/189:00 am
OWB
-
ORD
Nonstop1h 40m
Multiple Airlines
Deal found 6/11$314
This Gotogate deal was found by Cheapflights users on 6/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2511:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sun 6/289:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/15$332
This Gotogate deal was found by Cheapflights users on 6/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2611:20 am
ORD
-
OWB
Nonstop1h 35m
Contour
Sun 6/289:00 am
OWB
-
ORD
Nonstop1h 40m
Contour
Deal found 6/15$333
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Tue 7/1411:20 am
ORD
-
OWB
Nonstop1h 35m
Multiple Airlines
Thu 7/162:15 pm
OWB
-
ORD
2 stops22h 00m
Multiple Airlines
Deal found 6/16$337

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 June 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$159
(Mytrip)

One-way from

$77
(Booking.com)

Popular in

May

Cheapest in

April

Average price

$176

Good round-trip deal

$203 or less

Good one-way deal

$100 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. 6% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 16, 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

Tue 7/14

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Tue 7/21

4:25 pm-6:05 pm

Nonstop1h 40m

$161

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 8/11

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Wed 8/12

9:00 am-10:40 am

Nonstop1h 40m

$178

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Mon 7/13

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Sun 7/19

9:00 am-10:40 am

Nonstop1h 40m

$218

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sat 7/11

8:05 am-6:50 pm

2 stops34h 45m

Owensboro Daviess County

Sat 7/18

9:00 am-10:40 am

Nonstop1h 40m

$314

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 6/25

11:20 am-12:55 pm

Nonstop1h 35m

Owensboro Daviess County

Sun 6/28

9:00 am-10:40 am

Nonstop1h 40m

$332

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 7/10

8:58 pm-6:50 pm

3 stops45h 52m

Owensboro Daviess County

Fri 7/17

9:00 am-10:40 am

Nonstop1h 40m

$420

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 7/14

9:28 am-6:50 pm

3 stops33h 22m

Owensboro Daviess County

Tue 7/21

4:25 pm-6:05 pm

Nonstop1h 40m

$442
Cheapest one-way
Quickest one-way

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 6/30

11:20 am-12:55 pm

Nonstop1h 35m

$77

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Mon 6/29

11:20 am-12:55 pm

Nonstop1h 35m

$86

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 7/10

11:20 am-12:55 pm

Nonstop1h 35m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 15 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 June 16, 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.

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 June 16, 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
7.7
Good
42 reviews

Comfort

7.4

Crew

8.0

Overall

7.7

Boarding

7.7

Food

6.9

Entertainment

6.2

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
7.7
Good
42 reviews
Contour
7.7
Good
42 reviews

Comfort

7.4

Crew

8.0

Overall

7.7

Boarding

7.7

Food

6.9

Entertainment

6.2

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 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 33% 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 $159, our data indicates the cheapest price to be $69. The most popular route (Chicago O'Hare Intl - Owensboro Daviess County), is priced around $178.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$104Average$148FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.