CHI - CRW

$189 Find Cheap Flights from Chicago to Charleston

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Charleston departing on 7/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Charleston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charleston, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Charleston (CHI-CRW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Charleston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Charleston

Tue, Jul 29 - Sat, Aug 2
United Airlines Logo
10:35 am - 1:19 pmORD-CRW
1h 44mnonstop
United Airlines Logo
5:26 pm - 6:20 pmCRW-ORD
1h 54mnonstop
$189United Airlines
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Tue, Aug 26 - Tue, Sep 2
American Airlines Logo
7:35 am - 12:42 pmORD-CRW
4h 07m1 stop
American Airlines Logo
7:11 pm - 10:59 pmCRW-ORD
4h 48m1 stop
$198American Airlines
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Tue, Aug 26 - Tue, Sep 2
American Airlines Logo
6:03 am - 12:42 pmORD-CRW
5h 39m1 stop
American Airlines Logo
7:11 pm - 10:59 pmCRW-ORD
4h 48m1 stop
$199American Airlines
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Tue, Aug 26 - Tue, Sep 2
American Airlines Logo
3:32 pm - 9:41 pmORD-CRW
5h 09m1 stop
American Airlines Logo
6:00 am - 12:09 pmCRW-ORD
7h 09m1 stop
$200American Airlines
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Tue, Jul 29 - Sat, Aug 2
American Airlines Logo
1:22 pm - 9:37 pmORD-CRW
7h 15m1 stop
American Airlines Logo
6:16 pm - 11:57 pmCRW-ORD
6h 41m1 stop
$208American Airlines
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Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
United Airlines Logo
5:45 pm - 6:39 pmCRW-ORD
1h 54mnonstop
$239United Airlines
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Tue, Jul 29 - Sat, Aug 2
Delta Logo
5:05 pm - 11:05 pmMDW-CRW
5h 00m1 stop
Delta Logo
5:43 pm - 9:42 pmCRW-MDW
4h 59m1 stop
$243Delta
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Tue, Aug 26 - Tue, Sep 2
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
United Airlines Logo
2:00 pm - 2:54 pmCRW-ORD
1h 54mnonstop
$244United Airlines
Find Deal
Tue, Jul 29 - Sat, Aug 2
Delta Logo
11:01 am - 11:05 pmORD-CRW
11h 04m2 stops
Delta Logo
5:43 pm - 12:09 amCRW-ORD
7h 26m1 stop
$384Delta
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Tue, Jul 29 - Sat, Aug 2
Delta Logo
1:09 pm - 11:05 pmMDW-CRW
8h 56m2 stops
Delta Logo
5:43 pm - 9:42 pmCRW-MDW
4h 59m1 stop
$409Delta
Find Deal
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KAYAK's insights & trends for Chicago to Charleston flights

Get data-powered insights and trends into flights from Chicago to Charleston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Charleston, West Virginia?

What is the cheapest Chicago to Charleston flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Charleston.

Our data shows that the cheapest route for a return flight from Chicago to Charleston cost $184 and was between Chicago O'Hare Intl Airport (ORD) and Charleston (CRW). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $184.

What’s the cheapest day of the week to fly from Chicago to Charleston?

The average price of all round-trip flights from Chicago to Charleston clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Charleston on a Saturday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Thursday, and avoid Sundays for better deals.

What is the cheapest month to fly from Chicago to Charleston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Charleston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Charleston is March, where tickets cost $239 (return) on average. On the other hand, the most expensive months are April and October, where the average cost of round-trip tickets is $467 and $417 respectively.

Can I save money by flying with a layover from Chicago to Charleston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $678, prices are generally cheapest when you fly direct.

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Good to know

Low seasonDecember
High seasonFebruary
Cheapest flight$189
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Chicago O'Hare Airport to Charleston

When to book flights from Chicago to Charleston

Are your dates flexible? Find out the best times to travel from Chicago to Charleston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Charleston

  • What is the cheapest flight from Chicago to Charleston?

    In the last 3 days, the lowest price for a flight from Chicago to Charleston was $239 for a one-way ticket and $189 for a round-trip.

  • Do I need a passport to fly between Chicago and Charleston?

    No

  • Which airports will I be using when flying from Chicago to Charleston?

    On your way to Charleston, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Charleston Yeager.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Charleston?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Charleston flight route.

  • Which aircraft models fly most regularly from Chicago to Charleston?

    The Canadair (Bombardier) Regional Jet is the aircraft model that flies most regularly on the Chicago to Charleston flight route.

  • Which airline alliances offer flights from Chicago to Charleston?

    Star Alliance is the only airline alliance operating flights between Chicago and Charleston.

  • On which days can I fly direct from Chicago to Charleston?

    There are nonstop flights from Chicago to Charleston on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Charleston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Charleston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Charleston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charleston from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Charleston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Charleston with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Charleston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Charleston from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Charleston

  • Looking for a cheap flight? 25% of our users found flights on this route for $253 or less one-way and $324 or less round-trip.

Prefer to fly direct from Chicago to Charleston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Charleston Yeager.
Find which airlines fly direct from Chicago to Charleston Yeager Airport, which days they fly and book direct flights.

Direct departures

Chicago to Charleston Yeager

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Charleston Yeager to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top airline flying from Chicago to Charleston

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Charleston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Charleston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8856 reviews
6.6Food
7.0Entertainment
7.7Boarding
8.1Crew
7.3Comfort
Airline reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

10.0 ExcellentAnita, Jul 2025ORD - CMH
Read more United Airlines reviews

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Everything you need to know for your flight from Chicago to Charleston

Information on your arrival and departure airports

Charleston (CRW)

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