diff --git a/ShareX/Forms/MainForm.cs b/ShareX/Forms/MainForm.cs
index c95502339..9ece26cf2 100644
--- a/ShareX/Forms/MainForm.cs
+++ b/ShareX/Forms/MainForm.cs
@@ -1377,7 +1377,7 @@ private void tsmiDeleteSelectedFile_Click(object sender, EventArgs e)
             if (MessageBox.Show(Resources.MainForm_tsmiDeleteSelectedFile_Click_Do_you_really_want_to_delete_this_file_,
                 "ShareX - " + Resources.MainForm_tsmiDeleteSelectedFile_Click_File_delete_confirmation, MessageBoxButtons.YesNo) == DialogResult.Yes)
             {
-                uim.DeleteFile();
+                uim.DeleteFiles();
                 RemoveSelectedItems();
             }
         }
diff --git a/ShareX/UploadInfoManager.cs b/ShareX/UploadInfoManager.cs
index a9229f2f0..0f650cab4 100644
--- a/ShareX/UploadInfoManager.cs
+++ b/ShareX/UploadInfoManager.cs
@@ -308,9 +308,15 @@ public void EditImage()
             if (IsItemSelected && SelectedItem.IsImageFile) TaskHelpers.OpenImageEditor(SelectedItem.Info.FilePath);
         }
 
-        public void DeleteFile()
+        public void DeleteFiles()
         {
-            if (IsItemSelected && SelectedItem.IsFileExist) FileSystem.DeleteFile(SelectedItem.Info.FilePath, UIOption.OnlyErrorDialogs, RecycleOption.SendToRecycleBin);
+            if (IsItemSelected)
+            {
+                foreach (string filepath in SelectedItems.Where(x => x.IsFileExist).Select(x => x.Info.FilePath))
+                {
+                    FileSystem.DeleteFile(filepath, UIOption.OnlyErrorDialogs, RecycleOption.SendToRecycleBin);
+                }
+            }
         }
 
         public void ShortenURL(UrlShortenerType urlShortener)