Flight Routes from Chicago to San Antonio

Compare cheap outbound and return flights from Chicago (CHI) to San Antonio (SAT) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€482
Fastest flight
non-stop flights
83x / week
Flight distance
1,685 km
Time difference
none
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Chicago (CHI) to San Antonio (SAT)

Select a travel date in the flight schedule for the route from Chicago (CHI) to San Antonio (SAT) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsCHI–SAT · 22 of 22
fromto
dep.arr.
durationstopovers
  1. Sep 27 – Oct 3, 2026
  2. October 4 – 10, 2026
  3. October 11 – 17, 2026
    1. MDWSAT
      nonstop
      1. Southwest Airlines
    2. ORDSAT
      nonstop
      1. United Airlines
    3. ORDSAT
      nonstop
      1. United Airlines
    4. MDWSAT
      nonstop
      1. Southwest Airlines
    5. ORDSAT
      nonstop
      1. American Airlines
    6. MDWSAT
      nonstop
      1. Southwest Airlines
    7. MDWSAT
      nonstop
      1. Southwest Airlines
    8. ORDSAT
      nonstop
      1. American Airlines
    9. MDWSAT
      nonstop
      1. Southwest Airlines
    10. ORDSAT
      nonstop
      1. United Airlines
    11. ORDSAT
      nonstop
      1. United Airlines
    12. ORDSAT
      nonstop
      1. United Airlines
    13. ORDSAT
      nonstop
      1. American Airlines
    14. ORDSAT
      nonstop
      1. American Airlines
    15. MDWSAT
      nonstop
      1. Southwest Airlines

      Tips and tricks to help you find cheap flights from Chicago to San Antonio

      Favorite airline: e.g. Delta, Frontier Airlines
      The favorite airline for flights from Chicago to San Antonio is Delta.
      Delta
      42 %
      Frontier Airlines
      42 %
      Volaris
      17 %
      Favourite connection: via Minneapolis
      When booking flights from Chicago to San Antonio 67 % of travelers prefer to fly via Minneapolis.
      Route
      bookings
      1 stopover Minneapolis - St. Paul International Airport, MN
      05h 14min, from $383
      67 %
      1 stopover Dallas-Fort Worth International Airport, T
      06h 08min, from $425
      33 %

      Important flight information

      Discover more flights around Chicago and San Antonio

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport San Antonio International Airport, TX (SAT)
      Destination country Flights to United States
      Departure airport - Destination country Chicago-IL, all airports - United States
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