$99 Cheap American Airlines flights New Orleans (MSY) to Chicago (ORD)

Landing cheap one-way American Airlines flights from MSY to ORD from $99 on Expedia is simple --- just filter by "Price (lowest to highest)." Or check out our affordable return fares from $147 for your next exciting vacation.**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.

Search for cheap American Airlines flights from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD) one to three months ahead of 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. No matter the fare type and itinerary, the best day of the week to book a domestic flight is usually Sunday and the most expensive 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.

Taking off from MSY at 9:00AM UTC-6, the first American Airlines flight to ORD arrives at 11:31AM UTC-6. Flying early means you're less likely to experience cancellations.* Not a morning person? The last American Airlines flight from MSY to ORD departs at 1:45PM UTC-6 and touches down at 4:21PM UTC-6.*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.