diff --git a/Tests/LibWeb/Layout/expected/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.txt b/Tests/LibWeb/Layout/expected/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.txt
new file mode 100644
index 0000000000..e4c300014f
--- /dev/null
+++ b/Tests/LibWeb/Layout/expected/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.txt
@@ -0,0 +1,15 @@
+Viewport <#document> at (0,0) content-size 800x600 children: not-inline
+ BlockContainer at (0,0) content-size 800x69.34375 [BFC] children: not-inline
+ Box
at (8,8) content-size 784x53.34375 flex-container(row) [FFC] children: not-inline
+ Box at (8,8) content-size 194.71875x53.34375 flex-container(row) flex-item [FFC] children: not-inline
+ BlockContainer at (8,8) content-size 87.358999x53.34375 flex-item [BFC] children: inline
+ line 0 width: 74.75, height: 17.46875, bottom: 17.46875, baseline: 13.53125
+ frag 0 from TextNode start: 0, length: 9, rect: [8,8 74.75x17.46875]
+ "This is a"
+ line 1 width: 71.828125, height: 17.9375, bottom: 35.40625, baseline: 13.53125
+ frag 0 from TextNode start: 10, length: 8, rect: [8,25 71.828125x17.46875]
+ "bunch of"
+ line 2 width: 32.140625, height: 18.40625, bottom: 53.34375, baseline: 13.53125
+ frag 0 from TextNode start: 19, length: 4, rect: [8,42 32.140625x17.46875]
+ "text"
+ TextNode <#text>
diff --git a/Tests/LibWeb/Layout/input/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.html b/Tests/LibWeb/Layout/input/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.html
new file mode 100644
index 0000000000..8963dc6311
--- /dev/null
+++ b/Tests/LibWeb/Layout/input/flex/flex-item-with-calc-main-size-and-layout-dependent-containing-block-size.html
@@ -0,0 +1,17 @@
+This is a bunch of text
diff --git a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
index 7f238a9db2..406edf019a 100644
--- a/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
+++ b/Userland/Libraries/LibWeb/Layout/FlexFormattingContext.cpp
@@ -623,10 +623,13 @@ void FlexFormattingContext::determine_flex_base_size_and_hypothetical_main_size(
if (flex_basis.length_percentage->is_calculated()) {
auto const& calc_value = *flex_basis.length_percentage->calculated();
- if (calc_value.resolves_to_length())
- return true;
- if (calc_value.resolves_to_percentage() || (calc_value.resolves_to_length() && calc_value.contains_percentage()))
+ if (calc_value.resolves_to_percentage())
return can_resolve_percentages;
+ if (calc_value.resolves_to_length()) {
+ if (calc_value.contains_percentage())
+ return can_resolve_percentages;
+ return true;
+ }
return false;
}
VERIFY(flex_basis.length_percentage->is_percentage());