Cheap Flights from Charleston to Chicago from US$107

Frequently Asked Questions

• What are the cheapest flights from Charleston to Chicago (CHS-CHI)?

  Based on Trip.com data, Delta Air Lines offers one-way fares as low as US$107 on Cheapest nonstop routes (e.g. CHS to MDW on Wed, Sep 23), while American Airlines offers Cheapest nonstop round-trips from US$221 departing on Sun, Aug 23 and returning on Thu, Aug 27.

• Which airlines offer direct flights from Charleston to Chicago?

  At the moment, you can catch a nonstop flight from Charleston to Chicago with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long is a flight from Charleston to Chicago?

  It takes about 3 hours 8 minutes to fly from Charleston to Chicago.

• When is the best time to book flights from Charleston to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Charleston to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Charleston to Chicago?

  Based on Trip.com data in the past 4 weeks, there is 56 flight per week flying from Charleston to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA1105 (12:29)

• How can I find the best deals on flights from Charleston to Chicago?

  To find best deals on flights from Charleston to Chicago, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Sep 23, with one-way flights priced at just US$107.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
  · Get exclusive promo codes for Trip.com app users.

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

  The cheapest months to fly from Charleston to Chicago is September, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Charleston to Chicago on?

  After crunching the numbers on our August flight calendar, it's currently cheapest to fly from Charleston to Chicago on August 18, 2026 with American Airlines, with prices starting at US$204.

• Which airports can I fly to for Chicago from Charleston?

  You can land at any one of the following hubs in Chicago, with Charleston International Airport to O'Hare International Airport (CHS-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).

• Is there any time difference between Charleston and Chicago?

  The time difference between Chicago and Charleston is 1h.

• How do I change or cancel my ticket from Charleston to Chicago?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

• What is the average cost of a one-way flight from Charleston to Chicago?

  Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Charleston to Chicago is US$220. Fares vary by travel date, airline and availability.

• What is the average cost of a round-trip flight from Charleston to Chicago?

  Based on Trip.com data for travel in the next 30 days, the average round-trip fare from Charleston to Chicago is US$704. The final price depends on the outbound and return dates, airline and fare conditions.

• How do I book flights from Charleston to Chicago on Trip.com?

  Enter Charleston and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.