CHI - CRW

$125 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 4/30. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$239
Typical prices: $355-$257
United Airlines
Thu 5/28Sat 5/30
ORD - CRW • Non-stop
Cheapest one-way
$125
Multiple Airlines
Thu 4/30
MDW - CRW • 1 stop
Top airlines
Cheapest • from $239 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 1h 43m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
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!
Flight Deals
Booking Insights
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

Thu, May 28 - Sat, May 30
United Airlines Logo
6:40 am - 9:25 am
ORD
-
CRW
1h 45mnonstop
United Airlines Logo
5:47 pm - 6:51 pm
CRW
-
ORD
2h 04mnonstop
$239United Airlines
Fri, May 22 - Mon, May 25
United Airlines Logo
9:15 pm - 12:06 am
ORD
-
CRW
1h 51mnonstop
United Airlines Logo
6:00 am - 6:57 am
CRW
-
ORD
1h 57mnonstop
$254United Airlines
Fri, May 1 - Sat, May 2
American Airlines Logo
6:41 pm - 11:59 pm
ORD
-
CRW
4h 18m
1 stop
American Airlines Logo
11:00 am - 4:21 pm
CRW
-
ORD
6h 21m
1 stop
$258American Airlines
Thu, Apr 30 - Mon, May 4
United Airlines Logo
6:55 am - 9:34 am
ORD
-
CRW
1h 39mnonstop
United Airlines Logo
3:21 pm - 4:20 pm
CRW
-
ORD
1h 59mnonstop
$259United Airlines
Tue, Apr 21 - Sat, Apr 25
United Airlines Logo
6:10 pm - 8:55 pm
ORD
-
CRW
1h 45mnonstop
United Airlines Logo
5:59 pm - 7:00 pm
CRW
-
ORD
2h 01mnonstop
$269United Airlines
Tue, May 5 - Tue, May 12
United Airlines Logo
12:00 pm - 2:46 pm
ORD
-
CRW
1h 46mnonstop
United Airlines Logo
5:50 pm - 6:52 pm
CRW
-
ORD
2h 02mnonstop
$270United Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
5:00 am - 10:34 am
ORD
-
CRW
4h 34m
1 stop
American Airlines Logo
5:00 am - 8:30 am
CRW
-
ORD
4h 30m
1 stop
$273American Airlines
Sat, May 2 - Mon, May 4
Delta Logo
9:48 am - 3:20 pm
ORD
-
CRW
4h 32m
1 stop
Delta Logo
7:10 pm - 11:59 pm
CRW
-
ORD
5h 49m
1 stop
$278Delta
Tue, Apr 21 - Sat, Apr 25
Delta Logo
5:15 am - 10:20 am
ORD
-
CRW
4h 05m
1 stop
Delta Logo
4:10 pm - 8:16 pm
CRW
-
ORD
5h 06m
1 stop
$288Delta
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
2:15 pm - 9:19 am
MDW
-
CRW
18h 04m
2 stops
Multiple Airlines Logo
2:43 pm - 8:04 am
CRW
-
MDW
18h 21m
1 stop
$356Multiple Airlines
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.

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 $178 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 Mondays for better deals.

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 $308, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$125
Flight from Chicago Midway 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 $125 for a one-way ticket and $239 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?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Charleston, with oneworld being the most commonly used for this route.

  • 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 $258 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 9554 reviews
7.1Entertainment
8.1Crew
7.7Boarding
6.6Food
7.3Comfort
Airline reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

8.0 ExcellentAnonymous, Mar 2026
ORD - EWR
Read more United Airlines reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

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

Information on your arrival and departure airports