Cheap Flights from Charleston (CHS) to Chicago (CHI)

View AU$157 flight on Mon, 17 Nov. 2025Opens in a new window

Popular airlines from Charleston Intl. Airport (CHS) to Chicago

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Charleston (CHS) to Chicago (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Charleston (CHS) to Chicago (CHI)

September is typically the cheapest month to fly

From AU$155 - AU$606 per traveller.

Graph displaying average flight prices per month

Flight from Charleston to Chicago route information
Origin airport
Charleston Intl.
Destination airport
CHI-All Airports
Distance
1264 km

Your quick guide to flights from Charleston to Chicago

Pick up great flights from Charleston to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Charleston to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Charleston to Chicago that take around hours.

Find cheap flights from Charleston to Chicago

From the great flight deals with prices currently ranging from to , you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Charleston to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in .

Reasons to book your flight from Charleston to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Charleston to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from Charleston Intl. Airport to Chicago, IL (CHI-All Airports)?
Based on fares offered within the last 7 days on Expedia for flights departing within the next year, round-trip flights between Charleston Intl. Airport (CHS) and Chicago, IL (CHI-All Airports) start from . Make your booking today to get the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Charleston Intl. Airport (CHS) to Chicago, IL (CHI-All Airports)?
This varies from airline to airline, as each has its own set of terms and conditions. Head to the Customer Service Portal, where there are easy instructions on how to cancel your flight online.
How do I find cheap flights from Charleston Intl. Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for CHS to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Charleston Intl. Airport (CHS) to Chicago, IL (CHI-All Airports)?
It's just 1 250 kilometres from Charleston Intl. Airport to Chicago, IL (CHI-All Airports). It's quite possible that you'll spend more time getting to and from the airport than you will actually flying!
Which airlines fly direct from Charleston Intl. Airport (CHS) to Chicago, IL (CHI-All Airports)?
One airline that flies from Charleston Intl. Airport to Chicago, IL (CHI-All Airports) is United Airlines (UA). It offers 91 flights every month. If you'd like more options, have a look at the ticket prices from Southwest Airlines (WN). This airlines operates 56 monthly flights between these airports.
Are CHS to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes score a bargain, with some super cheap fares from Charleston Intl. Airport (CHS) to Chicago, IL (CHI-All Airports) appearing a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates the best flight deals continually — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines issue prices that far in advance.

Explore a world of travel with Expedia

*Available to Expedia members.