$149 Cheap Delta flights Chicago (MDW) to San Antonio (SAT)

You'll discover budget-friendly return Delta Air Lines flights from $250 from MDW to SAT by sorting your results from "Price (lowest to highest)" on Expedia. Or search for bargains from $149 for a one-way journey.**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 ahead of your travel date to find cheap fares on Delta Air Lines flights from Midway Intl. Airport (MDW) to San Antonio Intl. Airport (SAT). 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 cut 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 spot on, 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.

Browse Delta Air Lines's earliest flights from MDW to SAT by selecting our "Early Morning" and "Morning" filters. Not only will you get to your destination sooner, early departures also have a 20% less chance of being canceled.**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.

With a rewarding loyalty program and an excellent in-flight experience, Delta Air Lines is a favorite for many passengers heading from MDW to SAT. Also, if you're a Delta SkyMiles and One Key™ member booking with Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can go toward future getaways.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.