diff --git a/Base/res/html/misc/flex.html b/Base/res/html/misc/flex.html
index a487eb1e16..3a6179215f 100644
--- a/Base/res/html/misc/flex.html
+++ b/Base/res/html/misc/flex.html
@@ -186,6 +186,12 @@
         <div class="box" style="flex: 0 0 0;">2</div>
         <div class="box" style="flex: 0 0 0;">3</div>
     </div>
+    <p>flex: 0 0 0; flex-direction: column;</p>
+    <div class="my-container column" style="width: 500px;">
+        <div class="box" style="flex: 0 0 0;">1</div>
+        <div class="box" style="flex: 0 0 0;">2</div>
+        <div class="box" style="flex: 0 0 0;">3</div>
+    </div>
     <p>flex: 1 2 0;</p>
     <div class="my-container" style="width: 500px;">
         <div class="box" style="flex: 1 2 0;">1</div>
diff --git a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
index 6583c25efb..0070686d2c 100644
--- a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
+++ b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
@@ -565,11 +565,16 @@ void FlexFormattingContext::determine_flex_base_size_and_hypothetical_main_size(
     }();
 
     // The hypothetical main size is the item’s flex base size clamped according to its used min and max main sizes (and flooring the content box size at zero).
-    auto clamp_min = has_main_min_size(child_box) ? specified_main_min_size(child_box) : 0;
+    auto clamp_min = has_main_min_size(child_box) ? specified_main_min_size(child_box) : determine_min_main_size_of_child(child_box);
     auto clamp_max = has_main_max_size(child_box) ? specified_main_max_size(child_box) : NumericLimits<float>::max();
     flex_item.hypothetical_main_size = clamp(flex_item.flex_base_size, clamp_min, clamp_max);
 }
 
+float FlexFormattingContext::determine_min_main_size_of_child(Box const& box)
+{
+    return is_row_layout() ? calculate_min_and_max_content_width(box).min_content_size : calculate_min_and_max_content_height(box).min_content_size;
+}
+
 // https://www.w3.org/TR/css-flexbox-1/#algo-main-container
 void FlexFormattingContext::determine_main_size_of_flex_container(bool const main_is_constrained, float const main_min_size, float const main_max_size)
 {
diff --git a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.h b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.h
index 2feedbb122..d6d50bb2a1 100644
--- a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.h
+++ b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.h
@@ -79,6 +79,7 @@ private:
     bool has_main_max_size(Box const&) const;
     bool has_cross_max_size(Box const&) const;
     float sum_of_margin_padding_border_in_main_axis(Box const&) const;
+    float determine_min_main_size_of_child(Box const& box);
 
     void set_main_size(Box const&, float size);
     void set_cross_size(Box const&, float size);