$79 Cheap Southwest Airlines flights Chicago (ORD) to Dallas (DAL)

Finding cheap one-way Southwest Airlines flights from ORD to DAL from $79 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly round-trip fares from $157 for your next adventure.**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.

Begin your search one to three months before your departure to find cheap fares on Southwest Airlines flights from O'Hare Intl. Airport (ORD) to Love Field Airport (DAL). 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.* Nail your timing, 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.

The earliest flight from ORD to DAL with Southwest Airlines leaves at 7:00AM UTC-6. You'll touch down at 9:35AM UTC-6. The final Southwest Airlines flight of the day takes off at 5:45PM UTC-6 and arrives at 8:15PM UTC-6. With approximately 20% fewer cancellations for departures before noon, starting your travel day early is usually the wisest option.**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.