Cheap Flights from San Antonio (SAT) to Chicago (ORD) start at $61 for one-way and $115 for round trip. Earn your airline miles on top of our rewards!

Fly one-way from San Antonio to Chicago (Midway) starting at $174. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Are you searching for American Airlines flights from San Antonio to Chicago? Find the best selections and fly in style.

Our data shows that the cheapest route for a return flight from San Antonio to Chicago cost $314 and was between San Antonio (SAT) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly from San Antonio (SAT) to Chicago Midway Airport (MDW).

Find United Airlines cheap flights from San Antonio to Chicago. Enjoy a San Antonio to Chicago modern flight experience in premium cabins with Wi-Fi.

Flights from San Antonio to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from San Antonio to Chicago.

Cheap Flights from Chicago (ORD) to San Antonio (SAT) start at $55 for one-way and $119 for round trip. Earn your airline miles on top of our rewards!

The best way to get from San Antonio to Chicago is to fly which takes 4h 29m and costs $85 - $430. Alternatively, you can bus, which costs $240 - $650 and takes 25h 32m, you could also train, which costs $110 - $370 and takes 30h 56m.

Cheap Flights from San Antonio (SAT) to Chicago (CHI) start at $60 for one-way and $120 for round trip. Earn your airline miles on top of our rewards!

San Antonio (SAT) to Chicago (ORD) flight schedule. The monthly calendar shows every direct flight departure from San Antonio International (SAT) with all airlines. Click on a date to see a list of flights or search for the best prices.