diff --git a/http/download.go b/http/download.go
index 4e2fdf225..cecd72be2 100644
--- a/http/download.go
+++ b/http/download.go
@@ -113,6 +113,9 @@ func (downloader *downloaderImpl) Download(ctx context.Context, url string, dest
 }
 
 func retryableError(err error) bool {
+	// unwrap errors.Wrap
+	err = errors.Cause(err)
+
 	// unwrap *url.Error
 	if wrapped, ok := err.(*url.Error); ok {
 		err = wrapped.Err