Cheap Southwest Airlines flights Chicago (ORD) to San Angelo (SJT)

Scoring cheap one-way Southwest Airlines flights from ORD to SJT on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares for your next exciting 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.

To find cheap Southwest Airlines fares from O'Hare Intl. Airport (ORD) to San Angelo Regional Airport (SJT), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect the cost. Sunday is usually the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking on a Sunday.**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 find the earliest departures from ORD to SJT with Southwest Airlines, 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.