$re = '/(?s)(?:.*?May 2016){3}\K.*?(?=Jun 2016)/';
$str = 'May 2016 ef Jun 2016 efef May 2016 Jun 2016 May 2016
dffdg def efef
Jun 2016
May 2016
Jun 2016
foo bar
';
preg_match($re, $str, $matches, PREG_OFFSET_CAPTURE, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php