Cheap flights from Chicago to Charleston

Compare Chicago to Charleston flight deals

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Flight deals from Chicago to Charleston

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Charleston Airport? If you want to travel next month, round-trip fares start from $237. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago to Charleston

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Charleston flights are currently cheapest in July.

Direct flights from Chicago to Charleston

Chicago to Charleston: Alternative routes

Compare routes from Chicago to Charleston below. You may find an airport to fly into that's cheaper, faster, or easier than Charleston.

Chicago to Charleston: Flight information

The things to know before you go.
Cheapest flight found$236
Cheapest month to flyJanuary
Average flight time1 hr, 49 mins
Most popular airlineUnited
Average flights per week72

Finding cheap flights from Chicago to Charleston: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Charleston is $236. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 49 minutes is the average flight time from Chicago to Charleston.
United, SkyWest Airlines and Air New Zealand fly direct from Chicago to Charleston.
There are 72 flights per week flying from Chicago to Charleston, as of June 2026.
The cheapest month to fly from Chicago to Charleston is usually January.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Charleston Airport on Wednesday, January 6, 2027.
Yes – the average flight time is 1 hour and 49 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Charleston but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Charleston is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Charleston is United.

Traveling from Chicago to West Virginia International Yeager Airport (CRW): What you need to know

  • Chicago's main airport is Chicago O'Hare International Airport (ORD). Check out your options for departing from this terminal when booking flights from Chicago to West Virginia International Yeager Airport (CRW).

  • Around 1 hour 40 minutes is the typical travel time on a direct Chicago to West Virginia International Yeager Airport flight.

  • West Virginia International Yeager Airport is located in Charleston. The city runs on the UTC-5 timezone and is one hour ahead of Chicago.

  • The busiest route is from Chicago O'Hare International Airport (ORD) to West Virginia International Yeager Airport (CRW), with 17 direct services every week. If you're ready to head out sooner, the earliest flight from ORD to CRW is the 10:35am United Airlines service. If a later flight fits your day better, the final departure is at 6:30pm with United Airlines.

  • Leave enough time to catch your flight from Chicago to CRW. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're getting away during a popular month like July, head to the airport even earlier. It's smart to arrive up to four hours before an international flight and two hours ahead of a domestic departure. You can expect lines to be longer during peak periods like Thanksgiving and Christmas.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Get to your destination in one go from Chicago O'Hare International Airport (ORD). Direct flights from Chicago to West Virginia International Yeager Airport (CRW) operate from here.

  • When jetting out of ORD, you can take a direct flight from Chicago to West Virginia International Yeager Airport with United Airlines.

  • The majority of travelers prefer to book seats with United from ORD to CRW.

  • United is the most consistent performer for punctuality on this route.

  • The journey from central Chicago to ORD takes about 45 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 27 kilometers in 30 minutes or so, depending on traffic.

  • Want a stress-free start to your break? Stay near Chicago O'Hare International Airport. Whether you're catching an early flight from Chicago to West Virginia International Yeager Airport or prefer not to rush, these hotels are just what you're after:

  • When it comes to Chicago O'Hare International Airport's on-time performance, data shows 70% of flights arrive within the scheduled time frame.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Using public transport, you can travel from central Chicago to MDW in about 30 minutes. The terminal is roughly 16 kilometers away, and making the trip by car takes approximately 25 minutes.

  • Taking off bright and early? Think about checking in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to CRW flight:

  • 76% of flights leaving Chicago Midway International Airport arrive according to schedule.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the center of Chicago, RFD is around 145 kilometers away. It'll take you roughly 1 hour 40 minutes to reach the airport by car and 2 hours or so if you use public transport.

  • Make catching an early Chicago to West Virginia International Yeager Airport flight the easiest part of your trip. Book a room at one of these hotels close to Chicago Rockford International Airport and get to your check-in counter without rushing:

  • Flights that leave from RFD reach their destination within the scheduled time frame 71% of the time.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About West Virginia International Yeager Airport (CRW)

Getting from West Virginia International Yeager Airport (CRW) to central Charleston

  • West Virginia International Yeager Airport is about 3 kilometers from central Charleston. How long it takes to get there in a car rental or cab depends on the time of day. Do some research before you go.

  • If you're taking public transport, expect a journey of around 30 minutes.

How to find the cheapest flights from Chicago to West Virginia International Yeager Airport (CRW)

  • $160 is the lowest price for a one-way ticket from Chicago to West Virginia International Yeager Airport. Return flights start from $236. These prices may change based on availability and demand.

  • Booking early is often the key to scoring a cheap flight from Chicago to CRW. Fares tend to rise as demand increases, so the closer you get to departure, the more you'll likely spend.

  • If you have some flexibility with your trip dates, use the 'Whole month' tool. It'll show you the cheapest price across every month when searching for your Chicago to West Virginia International Yeager Airport ticket.

  • Spend less time searching for cheap plane tickets from Chicago to CRW by setting up a Price Alert. We'll send you an email or push notification on the app when fares go down.

  • Filters make it easier to dig up a deal for your flight from Chicago to West Virginia International Yeager Airport. Pick the departure times, carriers and stops that check all your boxes. Then sort the results by 'Cheapest' to bring up the lowest fares right away.

The best time to fly from Chicago to West Virginia International Yeager Airport (CRW)

  • August is when most people book flights from Chicago to West Virginia International Yeager Airport (CRW). Visit Charleston in December for a more low-key escape.

  • When booking your Chicago to CRW plane ticket, consider what kind of weather you prefer. July is the warmest month in Charleston, with temperatures ranging from 16ºC (61ºF) to 31ºC (88ºF).

  • Look for cheap tickets from Chicago to West Virginia International Yeager Airport in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -8ºC (18ºF) and 8ºC (46ºF).

More about Charleston

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be discovered once you've taken in the sights of Charleston. Around 209 kilometers away to the northwest, popular attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.

  • Around 274 kilometers northeast of Charleston, Pittsburgh is another favorite stop in the United States. Experience the best of this destination with a visit to Carnegie Museum of Art, The Andy Warhol Museum and Point State Park Fountain.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.