I have been working on this for the past two weeks not and for some reason I cannot seem to get nginx's try_files to work with my wordpress permalinks. I am hoping someone will be able to tell me where I am going wrong and also hopefully tell me if I made any major errors with my configurations as well (I am an nginx newbie... but learning :) ). Here are my Configuration files nginx.conf user www-data; worker_processes 4; pid /var/run/nginx.pid; events { worker_connections 768; # multi_accept on; } http { ## # Basic Settings ## sendfile on; tcp_nopush on; tcp_nodelay on; keepalive_timeout 65; types_hash_max_size 2048; # server_tokens off; # server_names_hash_bucket_size 64; # server_name_in_redirect off; include /etc/nginx/mime.types; default_type application/octet-stream; ## # Logging Settings ## # Defines the cache log format, cache log location # and the main access log location. log_format cache '***$time_local ' '$upstream_cache_status ' 'Cache-Control: $upstream_http_cache_control ' 'Expires: $upstream_http_expires ' '$host ' '"$request" ($status) ' '"$http_user_agent" ' ; access_log /var/log/nginx/access.log; error_log /var/log/nginx/error.log; include /etc/nginx/conf.d/*.conf; include /etc/nginx/sites-enabled/*; } mydomain.com.conf server { listen 123.456.78.901:80; # IP goes here. server_name www.mydomain.com mydomain.com; #root /var/www/mydomain.com/prod; index index.php; ## mydomain.com -> www.mydomain.com (301 - Permanent) if ($host !~* ^(www|dev)) { rewrite ^/(.*)$ $scheme://www.$host/$1 permanent; } # Add trailing slash to */wp-admin requests. rewrite /wp-admin$ $scheme://$host$uri/ permanent; # All media (including uploaded) is under wp-content/ so # instead of caching the response from apache, we're just # going to use nginx to serve directly from there. location ~* ^/(wp-content|wp-includes)/(.*)\.(jpg|png|gif|jpeg|css|js|m$ root /var/www/mydomain.com/prod; } # Don't cache these pages. location ~* ^/(wp-admin|wp-login.php) { proxy_pass http://backend; } location / { if ($http_cookie ~* "wordpress_logged_in_[^=]*=([^%]+)%7C") { set $do_not_cache 1; } proxy_cache_key "$scheme://$host$request_uri $do_not_cache"; proxy_cache main; proxy_pass http://backend; proxy_cache_valid 30m; # 200, 301 and 302 will be cached. # Fallback to stale cache on certain errors. # 503 is deliberately missing, if we're down for maintenance # we want the page to display. #try_files $uri $uri/ /index.php?q=$uri$args; #try_files $uri =404; proxy_cache_use_stale error timeout invalid_header http_500 http_502 http_504 http_404; } # Cache purge URL - works in tandem with WP plugin. # location ~ /purge(/.*) { # proxy_cache_purge main "$scheme://$host$1"; # } # No access to .htaccess files. location ~ /\.ht { deny all; } } # End server gzip.conf # Gzip Configuration. gzip on; gzip_disable msie6; gzip_static on; gzip_comp_level 4; gzip_proxied any; gzip_types text/plain text/css application/x-javascript text/xml application/xml application/xml+rss text/javascript; proxy.conf # Set proxy headers for the passthrough proxy_redirect off; proxy_set_header Host $host; proxy_set_header X-Real-IP $remote_addr; proxy_set_header X-Forwarded-For $proxy_add_x_forwarded_for; proxy_max_temp_file_size 0; client_max_body_size 10m; client_body_buffer_size 128k; proxy_connect_timeout 90; proxy_send_timeout 90; proxy_read_timeout 90; proxy_buffer_size 4k; proxy_buffers 4 32k; proxy_busy_buffers_size 64k; proxy_temp_file_write_size 64k; add_header X-Cache-Status $upstream_cache_status; backend.conf upstream backend { # Defines backends. # Extracting here makes it easier to load balance # in the future. Needs to be specific IP as Plesk # doesn't have Apache listening on localhost. ip_hash; server 127.0.0.1:8001; # IP goes here. } cache.conf # Proxy cache and temp configuration. proxy_cache_path /var/www/nginx_cache levels=1:2 keys_zone=main:10m max_size=1g inactive=30m; proxy_temp_path /var/www/nginx_temp; proxy_cache_key "$scheme://$host$request_uri"; proxy_redirect off; # Cache different return codes for different lengths of time # We cached normal pages for 10 minutes proxy_cache_valid 200 302 10m; proxy_cache_valid 404 1m; The two commented out try_files in location \ of the mydomain config files are the ones I tried. This error I found in the error log can be found below. ...rewrite or internal redirection cycle while internally redirecting to "/index.php" Thanks in advance