diff --git a/releasenotes.md b/releasenotes.md
index 0b633ce24..3b9940319 100644
--- a/releasenotes.md
+++ b/releasenotes.md
@@ -24,6 +24,7 @@
 - ABI bug on x64 Linux / MacOS when passing a union containing a struct of 3 floats. #2087 
 - Bug with slice acces as inline struct member #2088.
 - `@if` now does implicit conversion to bool like `$if`. #2086
+- Fix broken enum inline -> bool conversions #2094.
 
 ### Stdlib changes
 - Hash functions for integer vectors and arrays.
diff --git a/src/compiler/sema_casts.c b/src/compiler/sema_casts.c
index c49cdcbfe..76136ba99 100644
--- a/src/compiler/sema_casts.c
+++ b/src/compiler/sema_casts.c
@@ -1729,7 +1729,7 @@ static void cast_enum_to_value(Expr* expr, Type *to_type)
 	if (decl->enums.inline_value)
 	{
 		sema_expr_convert_enum_to_int(expr);
-		cast_int_to_int(expr, to_type);
+		cast_no_check(expr, to_type, IS_OPTIONAL(expr));
 		return;
 	}
 	if (expr_is_const_enum(expr))
diff --git a/test/test_suite/enumerations/enum_to_bool_inline.c3t b/test/test_suite/enumerations/enum_to_bool_inline.c3t
new file mode 100644
index 000000000..7cdfa1d7b
--- /dev/null
+++ b/test/test_suite/enumerations/enum_to_bool_inline.c3t
@@ -0,0 +1,33 @@
+// #target: macos-aarch64
+module test;
+
+enum Enum : inline int {A, B, C}
+
+fn void main()
+{
+  int i = Enum.C;
+  assert(i); // Good
+
+  Enum e = C;
+  assert(e);
+
+  // In addition
+  assert(Enum.C);
+}
+
+/* #expect: test.ll
+
+define void @test.main() #0 {
+entry:
+  %i = alloca i32, align 4
+  %e = alloca i32, align 4
+  store i32 2, ptr %i, align 4
+  %0 = load i32, ptr %i, align 4
+  %i2b = icmp ne i32 %0, 0
+  call void @llvm.assume(i1 %i2b)
+  store i32 2, ptr %e, align 4
+  %1 = load i32, ptr %e, align 4
+  %i2b1 = icmp ne i32 %1, 0
+  call void @llvm.assume(i1 %i2b1)
+  ret void
+}