Cheap Flights from Owensboro (OWB) to Chicago (ORD)

Popular airlines from Owensboro, KY (OWB-Owensboro-Daviess County Regional) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

How long does it take to fly from OWB Airport to O'Hare Airport?
Contour Aviation operates a direct flight jetting off from Owensboro-Daviess County Regional Airport (OWB) at 7:15AM and touching down at O'Hare Intl. Airport (ORD) at 8:50AM — a total flight duration of 1 hour and 35 minutes. Secure your perfect seat, bring your headphones to keep you entertained and the time will zip by.
Is it cheaper to buy a plane ticket from OWB to O'Hare Airport last minute?
When it comes to booking your flights, it pays to be prepared. While it may be possible to pick up a deal on an Owensboro-Daviess County Regional Airport (OWB) to O'Hare Intl. Airport (ORD) flight at the last minute, prices usually don't get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days in advance. For international journeys it's between three and four months.
What airports do you fly into for Chicago from Owensboro?
From Owensboro, you can reach Chicago through O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). It's wise to check which airport is right for you before making your decision. If you opt for O'Hare Intl. Airport (ORD), it's approximately 26 kilometers northwest of the downtown area. Use the money you save when booking your trip with Expedia to explore the city's well-known sights, such as Wrigley Field and Millennium Park.
What are the most popular departure times for flights from OWB Airport to O'Hare Intl. Airport (ORD)?
The most popular departure times for journeys from OWB Airport to O'Hare Airport are between 7:00 AM - 8:00 AM on Contour Aviation. A good tip is to zoom off in the morning. The earlier you set off, the better your chances of arriving on time with less air traffic in the skies.
Can I change the date of my flight from OWB to O'Hare Airport?
You can make changes to your Owensboro-Daviess County Regional Airport (OWB) to ORD journey through the Expedia Trips portal. Before you amend times or dates, read over the ticket rules in your itinerary to find out what you're allowed to do and if charges apply. Some carriers have a change fee per person, plus any difference in prices. However, if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also browse our Customer Service portal for further information and to chat with our Virtual Agent.

Travel information

Travel information

Origin airport
Owensboro-Daviess County Regional
Destination airport
O'Hare Intl.
Distance
471 km
Average flight time
1 hour 35 mins

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Owensboro to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Owensboro to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Owensboro to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from OWB to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Owensboro to Chicago Flights

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Explore a world of travel with Expedia