How much should you expect to spend for a flight from San Antonio to Chicago Midway?

Flight prices from San Antonio to Chicago change depending on demand and time of booking.

₱ 31,526 is the lowest fare found in the past 15 days.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Flying from or to San Antonio and Chicago? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in San Antonio: Only San Antonio is available for departures.
• Airports in Chicago: Arrivals into Chicago are possible from 3 airports - Midway, O'Hare, Rockford.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Adjust your flight filters for San Antonio – Chicago Midway

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to United States? These cities are popular too: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.