diff --git a/src/xenia/kernel/xboxkrnl/xboxkrnl_io_info.cc b/src/xenia/kernel/xboxkrnl/xboxkrnl_io_info.cc
index 40dc70210..845320599 100644
--- a/src/xenia/kernel/xboxkrnl/xboxkrnl_io_info.cc
+++ b/src/xenia/kernel/xboxkrnl/xboxkrnl_io_info.cc
@@ -253,6 +253,7 @@ dword_result_t NtSetInformationFile_entry(
       // Used to set deletion flag. Which we don't support. Probably?
       auto info = info_ptr.as<X_FILE_DISPOSITION_INFORMATION*>();
       bool delete_on_close = info->delete_file ? true : false;
+      file->entry()->SetForDeletion(static_cast<bool>(info->delete_file));
       out_length = 0;
       XELOGW("NtSetInformationFile ignoring delete on close: {}",
              delete_on_close);
diff --git a/src/xenia/vfs/devices/host_path_file.cc b/src/xenia/vfs/devices/host_path_file.cc
index fd7e9f6fa..b037d511f 100644
--- a/src/xenia/vfs/devices/host_path_file.cc
+++ b/src/xenia/vfs/devices/host_path_file.cc
@@ -21,7 +21,12 @@ HostPathFile::HostPathFile(
 
 HostPathFile::~HostPathFile() = default;
 
-void HostPathFile::Destroy() { delete this; }
+void HostPathFile::Destroy() {
+  if (entry_ && entry_->delete_on_close()) {
+    entry()->Delete();
+  }
+  delete this;
+}
 
 X_STATUS HostPathFile::ReadSync(void* buffer, size_t buffer_length,
                                 size_t byte_offset, size_t* out_bytes_read) {
diff --git a/src/xenia/vfs/entry.cc b/src/xenia/vfs/entry.cc
index 56a6b7def..da2a7b939 100644
--- a/src/xenia/vfs/entry.cc
+++ b/src/xenia/vfs/entry.cc
@@ -25,7 +25,8 @@ Entry::Entry(Device* device, Entry* parent, const std::string_view path)
       allocation_size_(0),
       create_timestamp_(0),
       access_timestamp_(0),
-      write_timestamp_(0) {
+      write_timestamp_(0),
+      delete_on_close_(false) {
   assert_not_null(device);
   absolute_path_ = xe::utf8::join_guest_paths(device->mount_path(), path);
   name_ = xe::utf8::find_name_from_guest_path(path);
diff --git a/src/xenia/vfs/entry.h b/src/xenia/vfs/entry.h
index 9832990ff..3b80c25cb 100644
--- a/src/xenia/vfs/entry.h
+++ b/src/xenia/vfs/entry.h
@@ -93,11 +93,15 @@ class Entry {
   uint64_t create_timestamp() const { return create_timestamp_; }
   uint64_t access_timestamp() const { return access_timestamp_; }
   uint64_t write_timestamp() const { return write_timestamp_; }
+  bool delete_on_close() const { return delete_on_close_; }
 
   virtual bool SetAttributes(uint64_t attributes) { return false; }
   virtual bool SetCreateTimestamp(uint64_t timestamp) { return false; }
   virtual bool SetAccessTimestamp(uint64_t timestamp) { return false; }
   virtual bool SetWriteTimestamp(uint64_t timestamp) { return false; }
+  void SetForDeletion(bool delete_on_close) {
+    delete_on_close_ = delete_on_close;
+  }
 
   bool is_read_only() const;
 
@@ -151,6 +155,7 @@ class Entry {
   uint64_t create_timestamp_;
   uint64_t access_timestamp_;
   uint64_t write_timestamp_;
+  bool delete_on_close_;
   std::vector<std::unique_ptr<Entry>> children_;
 };