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

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Frequently asked questions

Is it cheaper to buy a plane ticket from OWB Airport to MDW last minute?
Booking your flight from OWB Airport to Midway Intl. Airport (MDW) at the last minute could save you some dough if you're lucky to find an awesome deal. However, airfares don't typically get cheaper as the departure date nears. If you choose to wait, flights could also be sold out or the best seats taken. If you'd rather play it safe, book well ahead of the date you want to leave. Note that some of the biggest deals can be found up to 12 months in advance. If your favorite airline hasn't released its fares yet, check back regularly as deals are updated on Expedia all the time.
What airports do you fly into for Chicago from Owensboro?
Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) are your choices when heading off from Owensboro to Chicago. Approximately 14 kilometers southwest of the center of Chicago, Midway Intl. Airport (MDW) is the city's main gateway. Take into account factors like flight arrival and departure times and the distance to your hotel before you select an airport. Wrigley Field and Millennium Park are a couple of great attractions to explore when you reach your destination.
Can I change the date of my flight from Owensboro-Daviess County Regional Airport (OWB) to Midway Airport?
Quickly make changes to your OWB Airport to MDW flight through the Expedia Trips portal. But before amending dates or times, review the rules in your itinerary to find out what you're allowed to do and what charges may apply. Some airlines have a change fee per person, on top of any difference in fares. However, if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also swing by our Customer Service portal for more useful advice and to chat with our Virtual Agent.

Travel information

Origin airport
Owensboro-Daviess County Regional
Destination airport
Midway Intl.
Distance
449 km

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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 to 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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