$218 Cheap Flights from Chicago (MDW) to Charleston (CRW)

View $218 flight on Fri, Feb 20, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Charleston, WV (CRW-Yeager)

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Cheap Flights from Chicago to Charleston (MDW-CRW)

Prices were available within the past 7 days and start at $218 for one-way flights and $198 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Feb 17 - Sun, Mar 1
MDW
Chicago
CRW
Charleston
$198 Roundtrip, found 6 hours ago
$198
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Feb 17 from Chicago to Charleston, returning Sun, Mar 1, priced at $198 found 6 hours ago
Delta
Tue, Mar 3 - Mon, Mar 16
MDW
Chicago
CRW
Charleston
$213 Roundtrip, found 17 hours ago
$213
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Mar 3 from Chicago to Charleston, returning Mon, Mar 16, priced at $213 found 17 hours ago
Delta
Wed, Mar 25 - Sat, Apr 11
MDW
Chicago
CRW
Charleston
$228 Roundtrip, found 17 hours ago
$228
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Mar 25 from Chicago to Charleston, returning Sat, Apr 11, priced at $228 found 17 hours ago
Delta
Fri, Feb 20 - Sun, Feb 22
MDW
Chicago
CRW
Charleston
$243 Roundtrip, found 6 hours ago
$243
Roundtrip
found 6 hours ago
Select Delta flight, departing Fri, Feb 20 from Chicago to Charleston, returning Sun, Feb 22, priced at $243 found 6 hours ago
Delta
Wed, Dec 31 - Tue, Jan 6
MDW
Chicago
CRW
Charleston
$258 Roundtrip, found 6 hours ago
$258
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Dec 31 from Chicago to Charleston, returning Tue, Jan 6, priced at $258 found 6 hours ago
Delta
Wed, Apr 1 - Sun, Apr 19
MDW
Chicago
CRW
Charleston
$273 Roundtrip, found 17 hours ago
$273
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Apr 1 from Chicago to Charleston, returning Sun, Apr 19, priced at $273 found 17 hours ago
Delta
Wed, Apr 29 - Sat, May 2
MDW
Chicago
CRW
Charleston
$288 Roundtrip, found 14 hours ago
$288
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Charleston, returning Sat, May 2, priced at $288 found 14 hours ago
Delta
Fri, Feb 20 - Sun, Feb 22
MDW
Chicago
CRW
Charleston
$303 Roundtrip, found 6 hours ago
$303
Roundtrip
found 6 hours ago
Select Delta flight, departing Fri, Feb 20 from Chicago to Charleston, returning Sun, Feb 22, priced at $303 found 6 hours ago
Delta
Mon, Feb 2 - Mon, Feb 16
MDW
Chicago
CRW
Charleston
$313 Roundtrip, found 17 hours ago
$313
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Feb 2 from Chicago to Charleston, returning Mon, Feb 16, priced at $313 found 17 hours ago
Delta
Thu, Jan 22 - Tue, Jan 27
MDW
Chicago
CRW
Charleston
$318 Roundtrip, found 4 days ago
$318
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jan 22 from Chicago to Charleston, returning Tue, Jan 27, priced at $318 found 4 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Yeager Airport (CRW) cost?
Snag a cheap one-way flight from $218 or cheap return flight from $198 from Midway Intl. Airport (MDW) to Yeager Airport (CRW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
February is the cheapest month to fly from MDW to CRW. Traveling outside of peak seasons is often the key to finding better deals on flights.
Which airlines fly direct from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
Although Chicago, IL (MDW-Midway Intl.) has no direct flights to Yeager Airport (CRW), other airports have nonstop routes. Traveling from O'Hare Intl. Airport (ORD) will get you to Charleston without any layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from MDW to CRW. Then, sort your results by "Price (lowest to highest)" to score the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
There aren't any daily nonstop flights from Midway Intl. Airport (MDW) to Yeager Airport (CRW). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from MDW to CRW?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary based on a range of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
Choose a flight from Midway Intl. Airport (MDW) to Yeager Airport (CRW) that leaves before 3 PM to reduce the risk of cancellations and delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Yeager Airport (CRW) last-minute?
Holding off until just before your departure to book a flight from MDW to CRW often results in higher prices. While you may come across some last-minute discounts, they're not always guaranteed. Allow some flexibility in your schedule for the best chance of getting a bargain.
Is it cheaper to book a MDW to CRW flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to CRW flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one place will take the hassle out of planning your trip. Simply pick your flights and select from our extensive range of stays, then tailor your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Yeager Airport (CRW)?
If you reserved your MDW to CRW flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Yeager
Airlines serving
Delta
Roundtrip price
$198
Distance
401 mi

Book with confidence

Chicago to Charleston Flights

The cheapest times to fly from Chicago to Charleston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Charleston are during the month of February. You can find some of the cheapest flights from Chicago to Charleston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Charleston

Sunday is one of the best days to book for cheap flights from Chicago to Charleston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Charleston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Charleston in 2026. You can also book with separate airlines for your outbound and return journeys, from $218 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Charleston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Charleston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Charleston Flights

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*Available to One Key members.