diff --git a/cli/lsp/path_to_regex.rs b/cli/lsp/path_to_regex.rs
index 393591785f..16db881940 100644
--- a/cli/lsp/path_to_regex.rs
+++ b/cli/lsp/path_to_regex.rs
@@ -733,7 +733,7 @@ impl Compiler {
                 let prefix = k.prefix.clone().unwrap_or_default();
                 let suffix = k.suffix.clone().unwrap_or_default();
                 for segment in v {
-                  if self.validate {
+                  if !segment.is_empty() && self.validate {
                     if let Some(re) = &self.matches[i] {
                       if !re.is_match(segment) {
                         return Err(anyhow!(
@@ -911,6 +911,33 @@ mod tests {
     assert_eq!(actual, "/x/y@v1.0.0/z/example.ts".to_string());
   }
 
+  #[test]
+  fn test_compiler_ends_with_sep() {
+    let tokens = parse("/x/:a@:b/:c*", None).expect("could not parse");
+    let mut params = HashMap::<StringOrNumber, StringOrVec>::new();
+    params.insert(
+      StringOrNumber::String("a".to_string()),
+      StringOrVec::String("y".to_string()),
+    );
+    params.insert(
+      StringOrNumber::String("b".to_string()),
+      StringOrVec::String("v1.0.0".to_string()),
+    );
+    params.insert(
+      StringOrNumber::String("c".to_string()),
+      StringOrVec::Vec(vec![
+        "z".to_string(),
+        "example".to_string(),
+        "".to_string(),
+      ]),
+    );
+    let compiler = Compiler::new(&tokens, None);
+    let actual = compiler.to_path(&params);
+    assert!(actual.is_ok());
+    let actual = actual.unwrap();
+    assert_eq!(actual, "/x/y@v1.0.0/z/example/".to_string());
+  }
+
   #[test]
   fn test_string_to_regex() {
     test_path("/", None, &[("/test", None), ("/", Some(("/", 0, 1)))]);
diff --git a/cli/lsp/registries.rs b/cli/lsp/registries.rs
index 9b68b8850c..acb6a401a0 100644
--- a/cli/lsp/registries.rs
+++ b/cli/lsp/registries.rs
@@ -651,12 +651,17 @@ impl ModuleRegistry {
                           is_incomplete = true;
                         }
                         for (idx, item) in items.into_iter().enumerate() {
-                          let label = if let Some(p) = &prefix {
+                          let mut label = if let Some(p) = &prefix {
                             format!("{}{}", p, item)
                           } else {
                             item.clone()
                           };
-                          let kind = if key.name == last_key_name {
+                          if label.ends_with('/') {
+                            label.pop();
+                          }
+                          let kind = if key.name == last_key_name
+                            && !item.ends_with('/')
+                          {
                             Some(lsp::CompletionItemKind::FILE)
                           } else {
                             Some(lsp::CompletionItemKind::FOLDER)
@@ -666,8 +671,11 @@ impl ModuleRegistry {
                             key.name.clone(),
                             StringOrVec::from_str(&item, &key),
                           );
-                          let path =
+                          let mut path =
                             compiler.to_path(&params).unwrap_or_default();
+                          if path.ends_with('/') {
+                            path.pop();
+                          }
                           let item_specifier = base.join(&path).ok()?;
                           let full_text = item_specifier.as_str();
                           let text_edit = Some(lsp::CompletionTextEdit::Edit(
@@ -677,6 +685,7 @@ impl ModuleRegistry {
                             },
                           ));
                           let command = if key.name == last_key_name
+                            && !item.ends_with('/')
                             && !specifier_exists(&item_specifier)
                           {
                             Some(lsp::Command {