Flight Routes from Chicago Midway to San Antonio

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

Trip type
Fastest flight
non-stop flights
38x / week
Flight distance
1,670 km
Time difference
none

Flight schedule from Chicago Midway (MDW) to San Antonio (SAT)

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

offers
Active filtersnone
Matching outbound flightsMDW–SAT · 11 of 11
fromto
dep.arr.
durationstopovers
  1. September 20 – 26, 2026
  2. Sep 27 – Oct 3, 2026
  3. October 4 – 10, 2026
    1. MDWSAT
      nonstop
      1. Southwest Airlines
    2. MDWSAT
      nonstop
      1. Southwest Airlines
    3. MDWSAT
      nonstop
      1. Southwest Airlines
    4. MDWSAT
      nonstop
      1. Southwest Airlines
    5. MDWSAT
      nonstop
      1. Southwest Airlines
    6. MDWSAT
      nonstop
      1. Southwest Airlines
    7. MDWSAT
      nonstop
      1. Southwest Airlines
    8. MDWSAT
      nonstop
      1. Southwest Airlines
    9. MDWSAT
      nonstop
      1. Southwest Airlines
    10. MDWSAT
      nonstop
      1. Southwest Airlines
    11. MDWSAT
      nonstop
      1. Southwest Airlines

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

      Favorite airline: e.g. Delta, Frontier Airlines
      101 % of bookings on this flight route are made with Delta, Frontier Airlines and Volaris.
      Delta
      42 %
      Frontier Airlines
      42 %
      Volaris
      17 %
      Favourite connection: via Minneapolis
      67 % of booked tickets on this route are for flights with a transfer in 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 Midway and San Antonio

      Departure airport Airport Chicago Midway International Airport, IL (MDW)
      Arrival airport Airport San Antonio International Airport, TX (SAT)
      Destination country Flights to United States
      City-Code - Arrival airport Chicago - San Antonio International Airport, TX
      Departure airport - Destination country Chicago Midway International Airport, IL - United States
      Alternative flights to San Antonio
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