diff --git a/wp-includes/formatting.php b/wp-includes/formatting.php
index c19daed695..a997280779 100644
--- a/wp-includes/formatting.php
+++ b/wp-includes/formatting.php
@@ -2943,6 +2943,10 @@ function _make_url_clickable_cb( $matches ) {
 		$suffix = $matches[3];
 	}
 
+	if ( isset( $matches[4] ) && ! empty( $matches[4] ) ) {
+		$url .= $matches[4];
+	}
+
 	// Include parentheses in the URL only if paired.
 	while ( substr_count( $url, '(' ) < substr_count( $url, ')' ) ) {
 		$suffix = strrchr( $url, ')' ) . $suffix;
@@ -3115,6 +3119,7 @@ function make_clickable( $text ) {
 					)*
 				)
 				(\)?)                                          # 3: Trailing closing parenthesis (for parenthesis balancing post processing).
+				(\\.\\w{2,6})?                                 # 4: Allowing file extensions (e.g., .jpg, .png).
 			~xS';
 			/*
 			 * The regex is a non-anchored pattern and does not have a single fixed starting character.
diff --git a/wp-includes/version.php b/wp-includes/version.php
index 0ff11b9d1f..1f593cec63 100644
--- a/wp-includes/version.php
+++ b/wp-includes/version.php
@@ -16,7 +16,7 @@
  *
  * @global string $wp_version
  */
-$wp_version = '6.7-alpha-59142';
+$wp_version = '6.7-alpha-59143';
 
 /**
  * Holds the WordPress DB revision, increments when changes are made to the WordPress DB schema.