A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.
Departure window: through .
No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.
Did you mean Flights from Chicago to San Antonio?
San Antonio
United StatesSAT
San Antonio International Airport
Chicago
United StatesMDW
Chicago Midway International Airport
San Antonio International Airport (SAT) serves San Antonio; Chicago Midway International Airport (MDW) serves Chicago.
The airports are 1,037 miles apart by great-circle distance.
Roame's current schedule feed shows nonstop service from SAT to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Published schedule dates span Oct 1, 2026 – Jun 2, 2027.
These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.
San Antonio International Airport (SAT) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.
SAT and MDW are approximately 1,037 miles apart by great-circle distance.
Yes. Roame's current schedule feed shows nonstop service from SAT to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Aircraft listed in the current schedule include Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8), 7S7 and JET.