diff --git a/Tests/LibWeb/Layout/expected/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.txt b/Tests/LibWeb/Layout/expected/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.txt
new file mode 100644
index 0000000000..b678c548b4
--- /dev/null
+++ b/Tests/LibWeb/Layout/expected/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.txt
@@ -0,0 +1,8 @@
+Viewport <#document> at (0,0) content-size 800x600 children: not-inline
+ BlockContainer at (1,1) content-size 798x68 [BFC] children: not-inline
+ Box
at (10,10) content-size 38.84375x50 flex-container(row) [FFC] children: not-inline
+ BlockContainer at (11,11) content-size 36.84375x48 flex-item [BFC] children: inline
+ line 0 width: 36.84375, height: 17.46875, bottom: 17.46875, baseline: 13.53125
+ frag 0 from TextNode start: 0, length: 5, rect: [11,11 36.84375x17.46875]
+ "hello"
+ TextNode <#text>
diff --git a/Tests/LibWeb/Layout/input/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.html b/Tests/LibWeb/Layout/input/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.html
new file mode 100644
index 0000000000..524470bb2b
--- /dev/null
+++ b/Tests/LibWeb/Layout/input/flex/automatic-minimum-size-with-explicit-flex-basis-and-flex-container-with-max-content-main-size.html
@@ -0,0 +1,14 @@
+hello
\ No newline at end of file
diff --git a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
index 3577fb2ee7..0d00a6550d 100644
--- a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
+++ b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
@@ -750,7 +750,7 @@ Optional FlexFormattingContext::specified_size_suggestion(FlexItem co
{
// If the item’s preferred main size is definite and not automatic,
// then the specified size suggestion is that size. It is otherwise undefined.
- if (has_definite_main_size(item.box)) {
+ if (has_definite_main_size(item.box) && !should_treat_main_size_as_auto(item.box)) {
// NOTE: We use get_pixel_{width,height} to ensure that CSS box-sizing is respected.
return is_row_layout() ? get_pixel_width(item.box, computed_main_size(item.box)) : get_pixel_height(item.box, computed_main_size(item.box));
}