A method in one example implementation includes sending a first request to a first network address on a first server and determining whether the first network address has been redirected on the server to a second network address. The method further includes searching a memory element for a predetermined risk rating associated with the second network address if the first network address has been redirected to the second network address. The method also includes providing a risk response to a client if a predetermined risk rating is found. In more specific embodiments, the risk response includes sending an alert to the client or blocking the client from accessing the second network address if the predetermined risk rating indicates the second network address is malicious. In other more specific embodiments, the first network address is redirected to one or more other network addresses before being redirected to the second network address.