$140 Cheap American Airlines flights Chicago (ORD) to Sarasota (SRQ)

You’ll find affordable round-trip American Airlines flights from $286 from ORD to SRQ by filtering your results from “Price (lowest to highest)” on Expedia. Or search for bargains from $140 for a one-way trip.**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.

American Airlines flights to Sarasota tend to be more affordable in the low-season months of September and October. Whether you’re in search of a return or one-way ticket, you could land a better deal then.

Begin your search one to three months ahead of your departure date to get cheap fares on American Airlines flights from O’Hare Intl. Airport (ORD) to Sarasota-Bradenton Intl. Airport (SRQ). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing right, and you can enjoy significant savings on domestic journeys.*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.

Enter your dates, press search and check “Nonstop” on Expedia to browse any direct flights from ORD to SRQ with American Airlines or another carrier.

Filter your results by “Early Morning” and “Morning” to find the earliest departures from ORD to SRQ. Heading off early means you’re 20% less likely to experience cancellations.**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.

American Airlines flights from O’Hare Intl. Airport (ORD) to Sarasota come in to land at Sarasota-Bradenton Intl. Airport (SRQ). This is the main gateway here.

Changes are typically free within 24 hours of booking, but your airline may charge you after that. For further information about altering your flights, head to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the flexibility to change your plans without additional costs, check the “Changes included” or “No cancel fee” filter when organizing your next escape.