Cheap flight deals from Charleston to Chicago

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

Round-trip
One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Charleston to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

23 30
Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1
1 8
8 15

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

When are flight tickets from Charleston (CHS) to Chicago (CHI) the cheapest?

Airlines adjust prices for flights from Charleston to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Charleston (CHS) to Chicago (CHI) cost?

According to Trip.com's data, the lowest price is around Rp 7,096,259.
How long does it take to fly from Charleston (CHS) to Chicago (CHI) and what is the distance?

It takes around 2 hours 42 minutes to fly from Charleston (CHS) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
What are the most popular airlines that fly from Charleston (CHS) to Chicago (CHI)?

Airlines with flights from Charleston (CHS) to Chicago (CHI): Emirates, American Airlines, United Airlines, Qatar Airways, Southwest Airlines and Alaska Airlines.

How to find a cheap flight from Charleston to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Charleston to Chicago. Book your flights at the right time and save more.

Be flexible with your travel dates to get the cheapest Charleston to Chicago ticket.

Tap "Date" in the flight search bar to browse the calendar and find airfare from Charleston to Chicago for the next six months in 2025. If you're looking to fly within the next three months, the lowest fare is Rp 2303832 for a one-way ticket on Wed, Apr 9.

Compare cheap Charleston to Chicago flight deals from hundreds of airlines.

Our powerful search system compares prices from over 500 airlines. So you can find the cheapest flights from Charleston to Chicago. The most affordable airline currently operating on this route is Southwest Airlines.

Set up a Price Alert to track fare drops.

Set up a Price Alert for your Charleston to Chicago route to track ticket prices effortlessly—no need to check manually every day.

Don't miss out on cheap Charleston to Chicago flight deals and promo codes.

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Book early or wait unitl the last minute to fine the best fares.

It's always better to book early! Airlines typically release their lowest fares about a year before departure, so check as soon as flights become available. If you miss that window, you may still find great deals closer to your travel date.

Search for flights on the go.

For the best booking experience on the go, download Trip.com and search for cheap flights from Charleston to Chicago to access exclusive deals just for you.

Flight Info | Charleston to Chicago

Cheapest one-way flight price	Rp 1,521,441
Cheapest round-trip ticket price	Rp 3,350,821
Off-season for travel	April
Peak season for travel	December
Flight distance	1,201.7 km
Average flight time	2 hours 42 minutes
Popular airline	Delta Air Lines