diff --git a/tsc/internal/tsoptions/tsconfigparsing.go b/tsc/internal/tsoptions/tsconfigparsing.go
index 0490a5542b4a7..cb4c7d01d723d 100644
--- a/tsc/internal/tsoptions/tsconfigparsing.go
+++ b/tsc/internal/tsoptions/tsconfigparsing.go
@@ -1012,7 +1012,7 @@ func parseConfig(
 	var errors []*ast.Diagnostic
 	if slices.Contains(resolutionStack, resolvedPath) {
 		var result *parsedTsconfig
-		errors = append(errors, ast.NewCompilerDiagnostic(diagnostics.Circularity_detected_while_resolving_configuration_Colon_0))
+		errors = append(errors, ast.NewCompilerDiagnostic(diagnostics.Circularity_detected_while_resolving_configuration_Colon_0, strings.Join(append(core.Map(resolutionStack[slices.Index(resolutionStack, resolvedPath):], tspath.PathKey.AsString), resolvedPath.AsString()), " -> ")))
 		if json.Size() == 0 {
 			result = &parsedTsconfig{raw: json}
 		} else {
diff --git a/tsc/internal/tsoptions/tsconfigparsing_test.go b/tsc/internal/tsoptions/tsconfigparsing_test.go
index 1eb344588c20a..7d9fa696bcb20 100644
--- a/tsc/internal/tsoptions/tsconfigparsing_test.go
+++ b/tsc/internal/tsoptions/tsconfigparsing_test.go
@@ -1067,6 +1067,40 @@ func TestParseJsonSourceFileConfigFileContentReportsInvalidExtendedConfig(t *tes
 	}
 }
 
+func TestParseJsonSourceFileConfigFileContentReportsCircularExtendsChain(t *testing.T) {
+	t.Parallel()
+	files := map[string]string{
+		"/project/tsconfig.json": `{ "extends": "./a.json" }`,
+		"/project/a.json":        `{ "extends": "./b.json" }`,
+		"/project/b.json":        `{ "extends": "./a.json" }`,
+		"/project/main.ts":       "export const x = 1;",
+	}
+	fs := tsoptionstest.NewVFS(files, tspath.CaseSensitive /*caseSensitivity*/)
+	configFileName := tspath.RootedFilePath("/project/tsconfig.json")
+	configFile := tsoptions.NewTsconfigSourceFileFromFilePath(
+		configFileName,
+		fs.CaseSensitivity().PathKey(tspath.RootedPath(configFileName)),
+		files[configFileName.AsString()],
+	)
+
+	parsed := tsoptions.ParseJsonSourceFileConfigFileContent(
+		configFile,
+		tsoptions.NewDefaultParseConfigHost(fs),
+		"/project",
+		nil,
+		nil,
+		nil,
+		nil,
+	)
+
+	circularity := core.Filter(parsed.Errors, func(diagnostic *ast.Diagnostic) bool {
+		return diagnostic.Code() == diagnostics.Circularity_detected_while_resolving_configuration_Colon_0.Code()
+	})
+	assert.DeepEqual(t, core.Map(circularity, (*ast.Diagnostic).MessageArgs), [][]string{
+		{"/project/a.json -> /project/b.json -> /project/a.json"},
+	})
+}
+
 // Extending an empty config file used to panic on nil Statements (#4265).
 func TestParseJsonSourceFileConfigFileContentWithEmptyExtendedConfig(t *testing.T) {
 	t.Parallel()