Can flex items wrap in a container with dynamic height?

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You can use CSS columns and the height will adapt based on the content.

ul {
  column-count: 4;
  list-style: none;
  background: #eee;
}
<ul>
  <li>A</li>
  <li>B</li>
  <li>C</li>
  <li>D</li>
  <li>E</li>
  <li>F</li>
  <li>G</li>
  <li>H</li>
  <li>I</li>
  <li>J</li>
  <li>K</li>
  <li>L</li>
  <li>M</li>
  <li>N</li>
  <li>O</li>
  <li>P</li>
  <li>Q</li>
  <li>R</li>
  <li>S</li>
  <li>T</li>
  <li>U</li>
  <li>V</li>
  <li>W</li>
  <li>X</li>
  <li>Y</li>
  <li>Z</li>
</ul>

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