$137 Cheap Flights from Charleston (CRW) to Chicago (ORD)

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Cheap Flights from Charleston to Chicago (CRW-ORD)

Prices were available within the past 7 days and start at $137 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
United
United
United
American Airlines
American Airlines
Delta
Delta
United
United
0
Flights from Charleston (CRW) to Chicago (ORD)
Origin airport
Yeager
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$159
Distance
415 mi

Charleston to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Charleston 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 Charleston 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 CRW 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 $137 now!

Frequently asked questions

How long does it take to fly from Yeager Airport (CRW) to ORD?
Book a trip with United Airlines and you’ll be cruising the skies for approximately 1 hour and 45 minutes. This carrier operates a direct flight that jets off at 7:03AM from CRW and gets to ORD at 7:48AM. Expedia has some incredible flight deals, so find out what’s available on this route today.
Is it cheaper to buy a plane ticket from CRW 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 a Yeager Airport to ORD flight at the last minute, fares 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 travel it’s three to four months.
What airline has the least delays from CRW to O'Hare Intl. Airport (ORD)?
Head off with United Airlines from Yeager Airport to O’Hare Airport and touch down at the time found on your plane ticket. This carrier clinches first place on this route, with an 75% on-time rate. If your flight is delayed for some reason, the Expedia App is a great way to stay updated. Our useful app provides real-time trip notifications, from flight delays to any gate number changes.
Can I find cheap nonstop flights from CRW to ORD in the next three months?
Your next awesome adventure doesn’t have to blow a hole in your budget. We’ve found a roundtrip nonstop flight from Charleston to Chicago in the next 90 days for $197. This price was found after searching all available flights on Expedia with a departure date within the next three months and was last updated on May 20 2024. The flight via United heads out of Yeager Airport on June 12 2024 and touches down at O’Hare Intl. Airport (ORD). It has a return date of June 17 2024.To find nonstop cheap flights departing from CRW to ORD, use our filters once you’ve hit the search button. Just click on “Nonstop” under “Filter by” on the left side of the page to look at the options. Your results will be ordered from the lowest price, so you can see the cheapest nonstop tickets first. You’re also able to compare prices for surrounding days by clicking “Flexible dates” located near the top of the page.
What airports do you fly into for Chicago from Charleston?
With O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) to select from, making your way from Charleston to Chicago is a breeze. The city’s key hub, O’Hare Intl. Airport (ORD), is about 16 mi northwest of the downtown area. Apart from ticket prices, consider factors like bus or train options from the airport and the distance to your hotel before making your decision. Get your Chicago trip off to a superb start by exploring Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Yeager Airport (CRW) to O'Hare Intl. Airport (ORD)?
Between 5:00 PM - 6:00 PM is when you’ll find many United Airlines flights making their way from Yeager Airport to ORD. Our suggestion? Book a flight that departs in the morning. With air traffic yet to build up around airports, your chances of traveling on a delay-free flight are higher.
Can I change the date of my flight from CRW to O'Hare Airport?
It’s a snap to make amendments to your CRW to ORD journey yourself. Access your details via the Expedia Trips portal and select “change flight.” Look for new flights and secure the one that fits your new plans. You’ll get an estimate of the extra charges, if applicable. Alternatively, use our Customer Service portal to chat to our Virtual Agent and get answers to all your questions.
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