HTTPS Reverse Proxy on IIS 10 – External Access Fails (Timeout) Although Local Requests Work
Hello everyone, I’m currently facing an issue with an IIS 10 reverse proxy configuration on Windows Server, and I would really appreciate your guidance. Environment Windows Server IIS 10 Application Request Routing (ARR) + URL Rewrite enabled Backend application running on: http://localhost:8080/ http://localhost:8080/login Public domain: https://lojistik.abc.com.tr What I want to achieve I want users to access the backend web application through the following URL: https://lojistik.abc.com.tr/LMYS/login Internally, IIS should proxy this to: http://localhost:8080/login What works The backend application is accessible without issues: http://localhost:8080/login From the server itself, reverse proxy works: Invoke-WebRequest "https://lojistik.abc.com.tr/LMYS/login" → StatusCode: 200 (success) What does NOT work From any client machine, the following request results in a timeout: https://lojistik.abc.com.tr/LMYS/login Browser shows connection timeout. No entry appears in IIS logs for external requests to /LMYS/.... Tests performed ▪ netstat -ano | findstr :443 on the server → Port 443 is listening ▪ DNS resolves correctly: lojistik.abc.com.tr → 10.6.130.90 ▪ Reverse proxy rule on IIS is correctly configured under the HTTPS binding site: Pattern: ^LMYS(/.*)?$ Rewrite to: http://localhost:8080{R:1} ▪ ARR Server Proxy is enabled. Key observation Requests from the server itself succeed (reverse proxy returns 200), but external clients always time out, which suggests that the HTTPS traffic is not reaching IIS at all (likely blocked or not NAT-forwarded on the network path). Question What could cause HTTPS (port 443) traffic to reach IIS locally, but external requests to the same port to hang indefinitely? Any guidance would be greatly appreciated. Thank you in advance. Best regards,using IIS URL Rewrite module for HTTP to HTTPS
I have installed the URL Rewrite module in IIS 10 to redirect HTTP calls to HTTPS, and I have attempted to set up the redirect but have not gotten it working on one server. Here is the issue: Server1 with IP 1.1.1.1 is running IIS with an https enabled website. An outside DNS has assigned https://gohere.com to IP 1.1.1.1. When users attempt to get to http://gohere.com the connection times out and it is not redirected to https://gohere.com Accessing https://gohere.com works without an issue. Here is the rewrite code from the web.config file. <rewrite> <rules> <rule name="HTTP to HTTPS" patternSyntax="Wildcard" stopProcessing="true"> <match url="http://gohere.com*" /> <conditions> <add input="{HTTPS}" pattern="^OFF$" /> </conditions> <action type="Redirect" url="https://gohere.com" appendQueryString="false" /> </rule> </rules> </rewrite> I have also tried using match url=".*" Any ideas on what might be causing the issue? Or something to try to get it working? Thanks! Jim
IIS Redirects to multiple subfolders then errors when I use different rule name
I have a very strange issue which I couldn't figure it out. In the IIS under URL rewrite module I have a redirect rule, which works absolutely fine when it is under specific rule name, however, when I change rule name it redirects to so many subfolders. For example, when I set my rule name "Redirect to signup page" and access the URL example.com/companyName/login it redirects me to example.com/subFolder/companyName/login which is what I wanted. However, as the rule name doesn't reflect what the redirect rule doing in here so I want to keep the rule name as "Redirect to login page". When I change the rule name it doesn't work and accessing the same url redirect me to example.com/subfolder/subfolder/subfolder/subfolder/...(many repetition)..../subfolder/companyName/login this issue is almost similar to this https://serverfault.com/questions/843050/iis-redirects-to-multiple-subfolders-then-errors/843060#843060?newreg=bd8b4e5da3e34454b2cd08bbce6c93cf, but, the solution in there doesn't work for me.
