$129 Cheap Flights from Chicago (MDW) to Charleston (CRW)

View $129 flight on Fri, Aug 22, 2025Opens 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 $129 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, Sep 23 - Sat, Oct 4
MDW
Chicago
CRW
Charleston
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 23 from Chicago to Charleston, returning Sat, Oct 4, priced at $198 found 2 days ago
Delta
Tue, Nov 18 - Sat, Nov 22
MDW
Chicago
CRW
Charleston
$228 Roundtrip, found 4 days ago
$228
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Nov 18 from Chicago to Charleston, returning Sat, Nov 22, priced at $228 found 4 days ago
Delta
Wed, Aug 20 - Sat, Aug 30
MDW
Chicago
CRW
Charleston
$233 Roundtrip, found 6 days ago
$233
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 20 from Chicago to Charleston, returning Sat, Aug 30, priced at $233 found 6 days ago
Delta
Wed, Sep 17 - Tue, Sep 30
MDW
Chicago
CRW
Charleston
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 17 from Chicago to Charleston, returning Tue, Sep 30, priced at $258 found 2 days ago
Delta
Tue, Sep 23 - Tue, Oct 7
MDW
Chicago
CRW
Charleston
$263 Roundtrip, found 2 days ago
$263
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 23 from Chicago to Charleston, returning Tue, Oct 7, priced at $263 found 2 days ago
Delta
Mon, Sep 29 - Wed, Oct 15
MDW
Chicago
CRW
Charleston
$267 Roundtrip, found 2 days ago
$267
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 29 from Chicago to Charleston, returning Wed, Oct 15, priced at $267 found 2 days ago
Delta
Sat, Oct 11 - Wed, Oct 15
MDW
Chicago
CRW
Charleston
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 11 from Chicago to Charleston, returning Wed, Oct 15, priced at $269 found 2 days ago
Delta
Sat, Aug 23 - Sat, Sep 6
MDW
Chicago
CRW
Charleston
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 23 from Chicago to Charleston, returning Sat, Sep 6, priced at $273 found 2 days ago
Delta
Thu, Aug 21 - Sat, Sep 13
MDW
Chicago
CRW
Charleston
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Aug 21 from Chicago to Charleston, returning Sat, Sep 13, priced at $283 found 1 day ago
Delta
Tue, Nov 4 - Sat, Nov 15
MDW
Chicago
CRW
Charleston
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 4 from Chicago to Charleston, returning Sat, Nov 15, priced at $287 found 3 days ago

Alternative airports near Charleston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Yeager CRW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $667
CRW
Yeager
CheapestClosest
Average driving time to city center8 min
Flights from $667
Flights from Chicago (MDW) to Charleston (CRW)
Origin airport
Midway Intl.
Destination airport
Yeager
Airlines serving
Delta
Roundtrip price
$198
Distance
401 mi

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 September. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $129 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.

 

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 $129 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)?
September 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.

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*Available to One Key members.