$91 Cheap American Airlines flights Charleston (CHS) to Chicago (ORD)

Make use of the "Price (lowest to highest)" filter on Expedia to search for cheap American Airlines return flights from $181 from CHS to ORD. Affordable one-way tickets from $91 are also on offer.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Look for affordable American Airlines flights from Charleston Intl. Airport (CHS) to O'Hare Intl. Airport (ORD) one to three months before your day of departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the ideal day to book a domestic flight is usually Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

To find the earliest departures from CHS to ORD with American Airlines, sort your results by "Early Morning" and "Morning." Booking an early flight usually means cancellations are less likely.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.