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Caddy logo

Caddy

Hosting
vs
Microsoft IIS logo

Microsoft IIS

Hosting

Caddy vs Microsoft IIS (2026): Which Is Better?

Caddy and Microsoft IIS are both popular choices, but they serve different needs. Caddy is a Hosting with a traditional, manual approach to building, while Microsoft IIS is a Hosting that prioritises developer or designer control.

Below you'll find a side-by-side breakdown of detection signals, AI scores, and technical fingerprints — plus our honest take on which builder wins for different use cases.

How we detect Caddy vs Microsoft IIS — see our methodology: AI Influence Score calculation, evidence tiers, and fingerprint signal types.

Side-by-Side Comparison

Caddy logo
Caddy
Microsoft IIS logo
Microsoft IIS
CategoryHostingHosting
AI Score10/100 — Unknown10/100 — Unknown
Detection Signals1 patterns1 patterns
Script Detection——
CDN Detection——
Header Detection1 headers1 headers
Sites DetectedNo data yetNo data yet
Best For
Professional websitesTry Caddy →
Professional websitesTry Microsoft IIS →
Official WebsiteVisit Visit

Example Websites

Caddy websites

Microsoft IIS websites

Caddy logo

Caddy

Hosting

Caddy is a hosting with an AI Score of 10/100 (Unknown). Our detection engine uses 1 signal patterns to identify Caddy-built sites.

No detections recorded yet
Detection GuideTry Caddy →
Sites using Caddy →Gallery →
Microsoft IIS logo

Microsoft IIS

Hosting

Microsoft IIS is a hosting with an AI Score of 10/100 (Unknown). Our detection engine uses 1 signal patterns to identify Microsoft IIS-built sites.

No detections recorded yet
Detection GuideTry Microsoft IIS →
Sites using Microsoft IIS →Gallery →

Key Differences

  • Both Caddy and Microsoft IIS are classified as Hosting tools, making them the most direct competitors in this comparison.
  • Caddy scores higher on AI involvement (10/100 vs 10/100 for Microsoft IIS), meaning it relies more heavily on AI for site generation and content creation.
  • Our detection engine identifies Caddy using 1 fingerprint pattern and Microsoft IIS using 1 pattern — more signals generally means more reliable detection.

Which Should You Choose?

Choose Caddy if…

  • You prefer a hosting solution
  • You want more manual control over the final output
  • Caddy's detection fingerprint of 1 signals means your site is reliably identifiable

Choose Microsoft IIS if…

  • You need a hosting approach
  • You prefer traditional building tools with predictable output
  • Microsoft IIS's ecosystem and community better match your team's existing workflow

Our Pick — Based on our detections

Caddy logo

Caddy

The most frequently detected hosting in our scan database.

Hosting Unknown AI involvement
Start with Caddy — Free →

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