<div class="container">
  <div class="item">Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
  <div class="item">Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet Lorem ipsum dolor sit amet</div>
</div>

.container {
  border: 1px solid black;
  width: 500px;
  height: 500px;
  display: flex;
  flex-direction: column;
  flex-wrap: wrap;
}
.item {
  width: 25%;
  background-color: grey;
  margin: 10px;
  padding: 5px;
}