diff --git a/extensions/git/src/util.ts b/extensions/git/src/util.ts
index e4e0feb623d..ec3f7887e98 100644
--- a/extensions/git/src/util.ts
+++ b/extensions/git/src/util.ts
@@ -303,6 +303,10 @@ export function detectUnicodeEncoding(buffer: Buffer): Encoding | null {
 	return null;
 }
 
+function isWindowsPath(path: string): boolean {
+	return /^[a-zA-Z]:\\/.test(path);
+}
+
 export function isDescendant(parent: string, descendant: string): boolean {
 	if (parent === descendant) {
 		return true;
@@ -312,5 +316,11 @@ export function isDescendant(parent: string, descendant: string): boolean {
 		parent += sep;
 	}
 
+	// Windows is case insensitive
+	if (isWindowsPath(parent)) {
+		parent = parent.toLowerCase();
+		descendant = descendant.toLowerCase();
+	}
+
 	return descendant.startsWith(parent);
 }