$99 Cheap Delta flights Philadelphia (PHL) to Chicago (ORD)

Use the “Price (lowest to highest)” filter on Expedia to look for cheap Delta Air Lines round-trip flights from $160 from PHL to ORD. Affordable one-way tickets from $99 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.

Look for round-trip or one-way flights to Chicago in January or February. You could find an affordable fare with Delta Air Lines during these off-peak months.

Start searching one to three months ahead of your travel date to get cheaper fares on Delta Air Lines flights from Philadelphia Intl. Airport (PHL) 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.* Get your timing right, and you can enjoy significant savings on domestic trips.*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, hit search and use the “Nonstop” filter on Expedia to browse any direct flights from PHL to ORD with Delta Air Lines or another airline.

To find the earliest departure from PHL to ORD with Delta Air Lines, filter your search by “Early Morning” and “Morning.” Booking an early flight usually means you’ll experience fewer 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 Delta Air Lines flights from Philadelphia Intl. Airport (PHL).

Offering an excellent in-flight experience and a rewarding loyalty program, Delta Air Lines is a popular option for many travelers heading from PHL to ORD. Plus, if you’re a Delta SkyMiles and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can be used on future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Depending on your fare type, a fee is typically charged if you cancel or reschedule your booking more than 24 hours after it’s been confirmed. To secure tickets with more flexibility, select our “No cancel fee” or “Changes included” filter when searching for flights. For additional information on modifying or canceling your reservation, go to “Trips,” select your flight and click on “Manage Booking.”