diff --git a/lib/winston/transports/file.js b/lib/winston/transports/file.js
index 9917311e4..04bda7fe2 100644
--- a/lib/winston/transports/file.js
+++ b/lib/winston/transports/file.js
@@ -553,11 +553,15 @@ File.prototype._getFile = function (inc) {
     // Check for maxFiles option and delete file
     if (this.maxFiles && (this._created >= (this.maxFiles - 1))) {
       remaining = this._created - (this.maxFiles - 1);
-      if (remaining === 0) {
-        fs.unlinkSync(path.join(this.dirname, basename + ext));
-      }
-      else {
-        fs.unlinkSync(path.join(this.dirname, basename + remaining + ext));
+      try {
+        if (remaining === 0) {
+          fs.unlinkSync(path.join(this.dirname, basename + ext));
+        }
+        else {
+          fs.unlinkSync(path.join(this.dirname, basename + remaining + ext));
+        }
+      } catch (e) {
+        // If the file was already removed
       }
     }