Cloudflare Proxy + Caddy AutoSSL causes 301 redirect loop

[Mohammed90 (Mohammed Al Sahaf)]

I believe @Whitestrake’s write-up here is relevant to the issue you’re seeing and can guide you to a solution:

Infinite redirection

To understand why this is happening, you should understand what Cloudflare’s main features are and how they work. In “orange-cloud” mode, Cloudflare acts as a transparent proxy between your clients and your server. It does this by directing DNS queries for your website to itself, and when a client connects, Cloudflare queries your server on the client’s behalf. In this mode they can provide caching, DDOS mitigation, and TLS termination in front of your server. In the Cloudflare account panel, …