$162 Cheap American Airlines flights Sarasota (SRQ) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to find cheap American Airlines round-trip flights from $269 from SRQ to ORD. Affordable one-way tickets from $162 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.

January is one of the cheapest months to jet away to Chicago with American Airlines. You could also find fantastic deals on one-way and round-trip fares in February.

Begin your search one to three months before your departure to score cheap fares on American Airlines flights from Sarasota-Bradenton Intl. Airport (SRQ) to O’Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance versus 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.* Time it well, and you can enjoy significant savings on domestic flights.*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 see if there’s a direct trip from SRQ to ORD with American Airlines or other airlines, check the “Nonstop” box when searching for flights.

Sort your results by “Early Morning” and “Morning” to browse the earliest departures from SRQ to ORD. Setting 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.

O’Hare Intl. Airport (ORD) is the primary Chicago gateway for American Airlines flights from Sarasota-Bradenton Intl. Airport (SRQ).

You can usually reschedule or cancel your flight, although there may be a charge if you made your booking over 24 hours ago. Prefer to keep your options open? Make use of our “No cancel fee” and “Changes included” filters to find flights that won’t charge you extra if you have to revise your plans. To make modifications, visit “Trips,” select your flight and click on “Manage Booking” for more information.