diff --git a/crates/filesystem/src/path_cache.rs b/crates/filesystem/src/path_cache.rs
index a5708874..5fb661a4 100644
--- a/crates/filesystem/src/path_cache.rs
+++ b/crates/filesystem/src/path_cache.rs
@@ -465,8 +465,13 @@ where
 
         self.fs.remove_dir(&path).wrap_err_with(|| c.clone())?;
 
+        // Remove the directory and its contents from `cache.trie` and `cache.cactus`
         {
             let cache = &mut *cache;
+
+            let mut path = to_lowercase(path);
+            path.set_extension("");
+
             for extension_trie in cache.trie.iter_prefix(&path).unwrap().map(|(_, t)| t) {
                 for index in extension_trie.values().copied() {
                     cache.cactus.remove(index);
@@ -490,14 +495,19 @@ where
 
         self.fs.remove_file(&path).wrap_err_with(|| c.clone())?;
 
+        // Remove the file from `cache.trie` and `cache.cactus`
         {
             let cache = &mut *cache;
-            for extension_trie in cache.trie.iter_prefix(&path).unwrap().map(|(_, t)| t) {
-                for index in extension_trie.values().copied() {
-                    cache.cactus.remove(index);
-                }
+
+            let mut path = to_lowercase(path);
+            path.set_extension("");
+            let path = with_trie_suffix(&path);
+
+            let extension_trie = cache.trie.get_file(&path).unwrap();
+            for index in extension_trie.values().copied() {
+                cache.cactus.remove(index);
             }
-            cache.trie.remove_dir(&path);
+            cache.trie.remove_file(&path);
         }
 
         Ok(())