Cheap Flights from Charlottesville (CHO) to Chicago (MDW)

Popular airlines from Charlottesville-Albemarle Airport (CHO) to Chicago Midway Airport (MDW)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Charlottesville-Albemarle Airport (CHO) to Midway Intl. Airport (MDW) last minute?
Booking your journey from Charlottesville-Albemarle Airport to Midway Intl. Airport (MDW) at the last minute could save you a nice sum if you're lucky enough to find an epic deal. However, airfares generally don't get cheaper closer to the departure date. If you hold off, flights could also be booked solid or the best seats taken (don't get stuck in the middle!). If you don't want to hedge your bets, book well in advance of the date you want to leave. Remember that some of the most awesome deals can be found up to a year in advance. If your preferred carrier hasn't released its fares yet, check back regularly as offers are updated on Expedia all the time.
What airports do you fly into for Chicago from Charlottesville?
With Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) to select from, traveling from Charlottesville to Chicago is a piece of cake. The city's main terminal, Midway Intl. Airport (MDW), is approximately 14 kilometers southwest of the center. Along with ticket prices, consider factors like bus or train options from the airport and the distance to your hotel when choosing where to fly into. Get your Chicago adventure off on the right foot by visiting Wrigley Field and Millennium Park.
Can I change the date of my flight from Charlottesville-Albemarle Airport to Midway Intl. Airport (MDW)?
It's a cinch to make changes to your Charlottesville-Albemarle Airport (CHO) to Midway Airport trip yourself. Simply log in to the Expedia Trips portal and hit "change flight." Search for new flights and secure the one that better suits your plans. You'll see an estimate of flight change fees that may apply. You can also find your way to our Customer Service portal to chat to our Virtual Agent and quickly get answers to all your questions.

Travel information

Travel information

Origin airport
Charlottesville-Albemarle
Destination airport
Midway Intl.
Distance
884 km

Book with confidence

Book with confidence

Charlottesville to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Charlottesville 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 Charlottesville 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!

Charlottesville to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia