HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

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

OWB — ORD
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Discover tips and strategies to find the most affordable flight options for your journey from Owensboro (OWB) to O'Hare Intl (ORD). 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 October 28, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Popular in

September

Cheapest in

February

Average price

$170

Good round-trip deal

$170 or less
Provider with most accurate pricing for Owensboro Daviess County-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Owensboro Daviess County-Chicago O'Hare Intl flights.
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Owensboro Daviess County to Chicago O'Hare Intl.
Search Deals

Compare providers for flights from Owensboro to O'Hare Intl

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 to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
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 Owensboro-Chicago O'Hare Intl Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Owensboro-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Owensboro-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Owensboro-Chicago O'Hare Intl Airport 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 Owensboro-Chicago O'Hare Intl Airport 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 Owensboro to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Owensboro to Chicago O'Hare Intl Airport

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

Currently, April is the cheapest month in which you can book a flight from Owensboro to Chicago O'Hare Intl Airport (average of $92). Flying from Owensboro to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $139). 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 OWB to ORD?

Find hourly flight availability from Owensboro to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

When flying from Owensboro to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 28, 2025.
Get a feel of what it's like to fly with Contour from Owensboro to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.4
Good
39 reviews

Crew

7.8

Boarding

7.4

Food

6.8

Comfort

7.2

Entertainment

6.3

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.
Contour
7.4
Good
39 reviews
Contour
7.4
Good
39 reviews

Crew

7.8

Boarding

7.4

Food

6.8

Comfort

7.2

Entertainment

6.3

Overall

7.4

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.

Related info for your journey

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

    If you book a flight to Chicago O'Hare Intl from Owensboro, you will be flying from 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 Daviess County to Chicago O'Hare Intl per day from 1 airline.

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

    Currently priced at $116, Contour will fly you from Owensboro to Chicago O'Hare Intl Airport and back. In addition to Contour, many other airlines offer competitively priced options for your trip. Users have found that Contour is 23% cheaper than the other options available to this destination.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Owensboro to Chicago O'Hare Intl Airport (average of $92). Flying from Owensboro to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $139). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Elgin
Oak Brook
Elk Grove Village
Beloit
Rockford
Naperville
Racine
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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 Owensboro to O'Hare Intl

Discover the top airline that operate flights from Owensboro to O'Hare Intl. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$116Average$154FlexibilityNo 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.