diff --git a/inc/Engine/CDN/CDN.php b/inc/Engine/CDN/CDN.php
index 3d0ae1399d..eaa24511a3 100644
--- a/inc/Engine/CDN/CDN.php
+++ b/inc/Engine/CDN/CDN.php
@@ -66,7 +66,7 @@ public function rewrite( $html ) {
 		 * @param bool $enable True to enable, false otherwise.
 		 */
 		if ( apply_filters( 'rocket_cdn_relative_paths', true ) ) {
-			$relative_path_pattern = '|\/[^/](?:[^"\')\s>]+\.[[:alnum:]]+)';
+			$relative_path_pattern = '|(\.+\/|\/)[^/](?:[^"\')\s>]+\.[[:alnum:]]+)';
 		}
 
 		$pattern = '#[("\']\s*(?<url>(?:(?:https?:|)' . preg_quote( $this->get_base_url(), '#' ) . ')\/(?:(?:(?:' . $this->get_allowed_paths() . ')[^"\',)]+))' . $relative_path_pattern . ')\s*["\')]#i';
diff --git a/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/original.html b/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/original.html
index 2cf1e6c401..e4a771a92f 100644
--- a/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/original.html
+++ b/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/original.html
@@ -1044,5 +1044,6 @@ <h1 class="entry-title">Page Image Alignment</h1>       </header><!-- .entry-hea
 <script type='text/javascript' src='http://example.org/wp-content/themes/storefront/assets/js/vendor/pep.min.js?ver=0.4.3'></script>
 <script type='text/javascript' src='http://example.org/wp-includes/js/wp-embed.min.js?ver=5.2.2'></script>
 <script src="/wp-content/plugins/test/script.js"></script>
+<script src="../wp-content/plugins/test2/script.js"></script>
 </body>
 </html>
diff --git a/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/rewrite.html b/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/rewrite.html
index de81d4b341..5fe03a123e 100644
--- a/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/rewrite.html
+++ b/tests/Fixtures/inc/Engine/CDN/CDN/HTML/siteURL/rewrite.html
@@ -1044,5 +1044,6 @@ <h1 class="entry-title">Page Image Alignment</h1>       </header><!-- .entry-hea
 <script type='text/javascript' src='http://cdn.example.org/wp-content/themes/storefront/assets/js/vendor/pep.min.js?ver=0.4.3'></script>
 <script type='text/javascript' src='http://cdn.example.org/wp-includes/js/wp-embed.min.js?ver=5.2.2'></script>
 <script src="http://cdn.example.org/wp-content/plugins/test/script.js"></script>
+<script src="http://cdn.example.org/../wp-content/plugins/test2/script.js"></script>
 </body>
 </html>
diff --git a/tests/Fixtures/inc/Engine/CDN/CDN/rewriteUrl.php b/tests/Fixtures/inc/Engine/CDN/CDN/rewriteUrl.php
index 78a397ad2b..414915c1a3 100644
--- a/tests/Fixtures/inc/Engine/CDN/CDN/rewriteUrl.php
+++ b/tests/Fixtures/inc/Engine/CDN/CDN/rewriteUrl.php
@@ -29,6 +29,10 @@
 		'url' =>'/wp-includes/jquery.js',
 		'expected' => 'https://cdn.example.org/wp-includes/jquery.js',
 	],
+	'testRelativePathWithDots' => [
+		'url' =>'../wp-content/download.jpeg',
+		'expected' => 'https://cdn.example.org/../wp-content/download.jpeg',
+	],
 	'testNoScheme' => [
 		'url' =>'//example.org/wp-content/uploads/podcast.mp4',
 		'expected' => '//cdn.example.org/wp-content/uploads/podcast.mp4',