Chicago School Butter Cookies

If you grew up in Chicago, you might remember those simple, melt-in-your-mouth butter cookies that were served in the school cafeterias. They were pure comfort — buttery, tender, and just the right touch of sweet. This version captures that nostalgic flavor, perfect with a glass of milk or your afternoon coffee.

Ingredients

  • 2 sticks (1 cup) salted butter, softened but still cool
  • ¾ cup granulated sugar
  • 1 ½ teaspoons pure vanilla extract
  • 2 cups all-purpose flour, plus up to 2 tablespoons more if the dough feels too soft

Instructions

  1. Preheat your oven to 350°F. Line a baking sheet with parchment paper or a silicone baking mat — no greasing needed.
  2. Cream the butter and sugar together in a large bowl using an electric mixer for about 4–5 minutes, until pale, fluffy, and smooth. Scrape the sides of the bowl as needed.
  3. Add the vanilla, mixing just until blended.
  4. Gradually mix in the flour, about ½ cup at a time, until a soft, smooth dough forms. If it feels sticky, sprinkle in that extra tablespoon or two of flour.
  5. Scoop the dough with a rounded tablespoon and roll into balls — you should get about two dozen.
  6. Place on the baking sheet, spacing them about 2½ inches apart.
  7. Gently press down on each ball using your index, middle, and ring fingers together to make those signature three lines — just like the school version.
  8. Bake for 12–14 minutes, or until the edges are just turning golden. Don’t overbake — they should stay soft and buttery.
  9. Cool completely on a wire rack. Store in an airtight container once cooled (if they last that long!).

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