CRW - CHI

$197 Find Cheap Flights from Charleston to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charleston to Chicago departing on 11/3. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to Chicago, 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 Charleston to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$179
Overall average: $397
United Airlines
Mon 11/3Sat 11/15
CRW - ORD • Non-stop
Cheapest one-way
$207
Multiple Airlines
Thu 11/27
CRW - ORD • 1 stop
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
CRW-ORD
Cheapest
CRW-ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 31% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charleston to Chicago (CRW-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charleston to Chicago 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 Charleston to Chicago

Mon, Nov 3 - Sat, Nov 15
United Airlines Logo
5:45 pm - 6:41 pmCRW-ORD
1h 56mnonstop
United Airlines Logo
10:43 am - 1:24 pmORD-CRW
1h 41mnonstop
$179United Airlines
Find Deal
Thu, Feb 12 - Sat, Feb 14
United Airlines Logo
5:59 pm - 6:47 pmCRW-ORD
1h 48mnonstop
United Airlines Logo
5:56 pm - 8:37 pmORD-CRW
1h 41mnonstop
$184United Airlines
Find Deal
Wed, Mar 25 - Mon, Mar 30
United Airlines Logo
5:59 pm - 6:47 pmCRW-ORD
1h 48mnonstop
United Airlines Logo
5:56 pm - 8:37 pmORD-CRW
1h 41mnonstop
$197United Airlines
Find Deal
Mon, Nov 3 - Sun, Nov 16
American Airlines Logo
7:06 pm - 11:37 pmCRW-ORD
5h 31m1 stop
American Airlines Logo
5:00 am - 12:39 pmORD-CRW
6h 39m1 stop
$198American Airlines
Find Deal
Sat, Nov 1 - Sun, Nov 2
American Airlines Logo
6:00 am - 12:03 pmCRW-ORD
7h 03m1 stop
American Airlines Logo
5:00 am - 10:40 amORD-CRW
4h 40m1 stop
$208American Airlines
Find Deal
Fri, Oct 31 - Wed, Nov 5
Multiple Airlines Logo
7:36 pm - 11:29 pmCRW-ORD
28h 53m2 stops
Multiple Airlines Logo
7:34 pm - 2:03 pmORD-CRW
17h 29m1 stop
$229Multiple Airlines
Find Deal
Mon, Nov 3 - Sat, Nov 15
Multiple Airlines Logo
7:36 pm - 12:27 amCRW-ORD
29h 51m2 stops
Multiple Airlines Logo
7:34 pm - 2:03 pmORD-CRW
17h 29m1 stop
$234Multiple Airlines
Find Deal
Wed, Oct 29 - Sun, Nov 2
United Airlines Logo
5:45 pm - 6:41 pmCRW-ORD
1h 56mnonstop
United Airlines Logo
10:40 am - 1:23 pmORD-CRW
1h 43mnonstop
$239United Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Delta Logo
6:50 pm - 11:49 pmCRW-MDW
5h 59m1 stop
Delta Logo
5:13 pm - 10:49 pmMDW-CRW
4h 36m1 stop
$243Delta
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Wed, Mar 4 - Sat, Mar 7
Delta Logo
6:40 pm - 10:09 amCRW-ORD
16h 29m2 stops
Delta Logo
5:50 am - 11:29 amORD-CRW
4h 39m1 stop
$331Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Charleston to Chicago flights

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

What is the cheapest Charleston to Chicago flight route?

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

The cheapest return flight from Charleston to Chicago costs $222 on the route between Charleston (CRW) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

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

When flying from Charleston to Chicago, you should consider leaving on a Saturday and avoid Sundays if you are looking for the best rates. For your return to Charleston, you’ll find the best rates on Saturdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to Chicago, 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 Charleston to Chicago is February, where tickets cost $239 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $479 and $476 respectively.

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

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 $281, prices are generally cheapest when you fly direct.

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Good to know

Low seasonDecember
Cheapest flight$179
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Charleston to Chicago O'Hare Airport

When to book flights from Charleston to Chicago

Are your dates flexible? Find out the best times to travel from Charleston to Chicago 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 Charleston to Chicago

  • What is the cheapest flight from Charleston to Chicago?

    In the last 3 days, the lowest price for a flight from Charleston to Chicago was $207 for a one-way ticket and $179 for a round-trip.

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

    No

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

    On your way to Chicago, you’ll fly out from Charleston Yeager. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

    American Airlines, and Delta offer inflight Wi-Fi service on the Charleston to Chicago flight route.

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

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

  • Which airline alliances offer flights from Charleston to Chicago?

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

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

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

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

    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 Charleston to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Charleston 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 Charleston to Chicago?

    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 Chicago with an airline and back to Charleston with another airline.

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

    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 Chicago from Charleston 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 Charleston to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $337 or less one-way and $307 or less round-trip.

Prefer to fly direct from Charleston to Chicago?

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Charleston to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Charleston to Chicago. 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 Charleston to Chicago? 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 8979 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
8.1Crew
Airline reviews

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

6.0 GoodJerome, Oct 2025IAD - ORD
Read more United Airlines reviews

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

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

Information on your arrival and departure airports

Charleston (CRW)

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