$179 Cheap American Airlines flights Tallahassee (TLH) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to search for cheap American Airlines round-trip flights from $357 from TLH to ORD. Affordable one-way options from $179 are available as well.**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 least expensive months to jet off to Chicago with American Airlines. You could also find excellent prices on return and one-way tickets in February.

Search for affordable American Airlines flights from Tallahassee Intl. Airport (TLH) to O’Hare Intl. Airport (ORD) one to three months ahead of 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. No matter the fare class and journey, the ideal day to book a domestic flight is generally 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 their travel 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.

Select our “Nonstop” filter when browsing for direct American Airlines flights from TLH to ORD. You can also compare other airlines servicing the same direct trip.

To find the earliest departures from TLH to ORD with American Airlines, sort your results by “Early Morning” and “Morning.” Booking an early flight usually means you’re 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 hub for American Airlines flights from Tallahassee Intl. Airport (TLH).

Depending on the type of fare you purchased, a fee generally applies if you change or cancel your booking more than 24 hours after it’s been confirmed. To find flexible plane tickets, select our “No cancel fee” or “Changes included” filter while looking for flights. For more details on modifying or canceling your reservation, head to “Trips,” select your flight and tick “Manage Booking.”