CHI - CRW

$119 Find Cheap Flights from Chicago to Charleston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Charleston departing on 9/16. 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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Flight 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, Oct 7 - Tue, Oct 14
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
United Airlines Logo
5:35 pm - 6:34 pmCRW-ORD
1h 59mnonstop
$179United Airlines
Find Deal
Wed, Sep 24 - Sun, Sep 28
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
United Airlines Logo
5:38 pm - 6:30 pmCRW-ORD
1h 52mnonstop
$189United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
5:00 am - 12:09 pmORD-CRW
6h 09m1 stop
American Airlines Logo
4:03 pm - 9:24 pmCRW-ORD
6h 21m1 stop
$198American Airlines
Find Deal
Fri, Sep 26 - Sat, Sep 27
American Airlines Logo
5:00 pm - 10:28 pmORD-CRW
4h 28m1 stop
American Airlines Logo
5:38 pm - 11:12 pmCRW-ORD
6h 34m1 stop
$208American Airlines
Find Deal
Wed, Oct 15 - Fri, Oct 24
 Logo
6:58 pm - 9:18 amORD-CRW
13h 20m1 stop
 Logo
7:36 pm - 3:45 pmCRW-ORD
21h 09m1 stop
Wed, Oct 15 - Wed, Oct 22
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
United Airlines Logo
5:35 pm - 6:34 pmCRW-ORD
1h 59mnonstop
$239United Airlines
Find Deal
Fri, Sep 26 - Sat, Sep 27
United Airlines Logo
6:31 pm - 9:26 pmORD-CRW
1h 55mnonstop
United Airlines Logo
5:38 pm - 6:30 pmCRW-ORD
1h 52mnonstop
$244United Airlines
Find Deal
Sat, Oct 18 - Tue, Oct 21
Delta Logo
6:45 am - 2:51 pmORD-CRW
7h 06m1 stop
Delta Logo
6:48 pm - 11:58 pmCRW-ORD
6h 10m1 stop
$248Delta
Find Deal
Wed, Oct 15 - Mon, Oct 20
 Logo
6:58 pm - 9:18 amORD-CRW
13h 20m1 stop
 Logo
7:36 pm - 10:08 amCRW-ORD
15h 32m1 stop
Sat, Mar 7 - Tue, Mar 10
Delta Logo
10:35 am - 5:54 pmMDW-CRW
6h 19m1 stop
Delta Logo
12:02 pm - 4:25 pmCRW-MDW
5h 23m1 stop
$258Delta
Find Deal

Everything you should know

Top airlines
United Airlines
Cheapest • from $179 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-CRW
Cheapest
ORD-CRW
Most popular
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 29% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$179
Overall average: $357
United Airlines
Tue 10/7Tue 10/14
ORD - CRW • Non-stop
Cheapest one-way
$119
Typical prices: $374-443
Delta
Tue 9/16
ORD - CRW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charleston!
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Charleston costs $209 on the route between Chicago O'Hare Intl Airport (ORD) and Charleston (CRW). It is also the most popular route.

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 Friday, 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 $229 (return) on average. On the other hand, the most expensive months are July and April, where the average cost of round-trip tickets is $469 and $467 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 $319, prices are generally cheapest when you fly direct.

Good to know

Low seasonAugust
Cheapest flight$119
Best time to beat the crowds with an average 27% 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 $119 for a one-way ticket and $179 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 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 $303 or less one-way and $297 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 8937 reviews
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
8.1Crew
Airline reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

10.0 ExcellentAnonymous, Aug 2025ORD - MEM
Read more United Airlines reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

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.

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

Information on your arrival and departure airports

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