Someone else said they could not get authentication directives defined to Apache to work for pages redirected to Tomcat. I encountered the same problem, but have found a workaround. If you update your server.xml file so that the document root used by Tomcat for a particular context is in the Apache document directory, it seems to work. An example may clarify. On Windows, I have Tomcat in c:\jakarta-tomcat-3.2 and Apache in c:\Apache. Apache's document root is c:\apache\htdocs. I originally had Tomcat context "domino" with a docbase of "webapps/domino", and the following Directory directive in httpd.conf: <Directory c:/jakarta-tomcat-3.2/webapps/domino> Going to a file in the domino context did not prompt for a userid/password. I then updated Tomcat's server.xml to use a docbase of c:\apache\htdocs\domino (and of course moved the files there) and changed Apaches httpd.conf with the following Directory directive: <Directory c:/apache/htdocs/domino> Now, when I try to get a file from http://myserver/domino, I get the popup dialog to enter a userid and password.