$312 Cheap American Airlines flights Chicago (ORD) to Salisbury (SBY)

Scoring cheap one-way American Airlines flights from ORD to SBY from $312 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Alternatively, check out our affordable round-trip fares from $427 for your next break.**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 O'Hare Intl. Airport (ORD) to Salisbury - Ocean City Wicomico Regional Airport (SBY) one to three months prior to your departure day. 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 itinerary, the best day to book a domestic flight is usually Sunday and the most expensive is typically 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.

Find American Airlines's earliest flights from ORD to SBY by checking our "Early Morning" and "Morning" filters. Not only will you arrive sooner, early departures are also 20% less likely to be canceled.**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.