Thursday, 1 January 2026

Generate Let’s Encrypt SSL Certificate on Windows 11 – Full Setup Guide

Learn how to configure Let’s Encrypt SSL on Windows 11 using Win-ACME and IIS.



Securing your website with HTTPS is no longer optional—it’s a necessity. Whether you’re hosting a personal blog, business site, or development project, installing an SSL certificate ensures encrypted communication between your server and visitors.

If you're running a web server on Windows, this guide will show you how to generate SSL certificate Let’s Encrypt Windows 11, configure it properly, and automate renewals using Win-ACME and IIS.

You may check my older article, right? - if not learn, How to Create Let’s Encrypt SSL Certificate on Windows (Step-by-Step Guide)
By the end of this tutorial, you’ll have a fully functional free HTTPS Windows setup.


Why Use Let’s Encrypt on Windows 11?

Let's Encrypt is a free, automated, and open certificate authority (CA) that provides SSL/TLS certificates at no cost. It’s trusted by all major browsers and widely adopted worldwide.

Benefits include:

  • 100% Free SSL certificates

  • Automated issuance and renewal

  • Trusted by browsers

  • Secure HTTPS support

  • Easy setup with tools like Win-ACME

For developers and small businesses running IIS on Windows 11, this is the easiest and most cost-effective solution.


Prerequisites Before You Start

Before you begin the Let’s Encrypt Windows 11 setup, make sure you have:

  1. Windows 11 installed

  2. IIS (Internet Information Services) enabled

  3. A registered domain name pointing to your public IP

  4. Port 80 (HTTP) open in firewall/router

  5. Administrator access to your PC


Step 1: Install IIS on Windows 11

If IIS is not already installed:

  1. Press Win + R, type appwiz.cpl, and press Enter.

  2. Click Turn Windows features on or off

  3. Enable:

    • Internet Information Services

    • IIS Management Console

    • World Wide Web Services

  4. Click OK and wait for installation.

After installation:

  • Open browser

  • Visit http://localhost

  • You should see the IIS welcome page

Now IIS is ready for SSL for IIS configuration.


Step 2: Download Win-ACME Client

To request certificates from Let’s Encrypt on Windows, you’ll use:

Win-ACME

Win-ACME (WACS) is an ACME client built specifically for Windows servers. It automates certificate issuance and renewal.

Download Steps:

  1. Visit the official Win-ACME GitHub page

  2. Download the latest stable release ZIP

  3. Extract it to a folder like:

C:\win-acme

Step 3: Run Win-ACME to Generate SSL Certificate

Now comes the important part — generating the certificate.

  1. Open Command Prompt as Administrator

  2. Navigate to:

cd C:\win-acme
  1. Run:

wacs.exe

You’ll see a menu like:

N: Create certificate (default settings)
M: Create certificate (full options)

Choose:

N

Win-ACME will:

  • Detect IIS sites automatically

  • List all hosted domains

  • Ask which site you want to secure

Select your domain from the list.


Step 4: Domain Validation (HTTP-01 Challenge)

Let’s Encrypt verifies domain ownership using HTTP validation.

Win-ACME will:

  • Create temporary validation files

  • Place them in your IIS web root

  • Let Let’s Encrypt verify your server

If your domain is correctly pointed and port 80 is open, validation will succeed automatically.

After verification, the certificate is issued instantly.


Step 5: Automatic SSL Installation for IIS

One of the best parts of Win-ACME Windows setup is that it automatically:

  • Installs certificate in Windows Certificate Store

  • Binds HTTPS to your IIS site

  • Configures port 443

  • Sets correct SSL binding

To confirm:

  1. Open IIS Manager

  2. Select your website

  3. Click Bindings

  4. You should see:

Type: https
Port: 443
Certificate: Your Domain

Now your site should load securely:

https://yourdomain.com

Step 6: Force HTTPS Redirection

To complete your free HTTPS Windows setup, redirect HTTP traffic to HTTPS.

Method 1: Using URL Rewrite (Recommended)

  1. Install URL Rewrite module (if not installed)

  2. Open IIS Manager

  3. Select your website

  4. Open URL Rewrite

  5. Click Add Rule(s)

  6. Choose Blank Rule

Configure:

  • Condition: {HTTPS} off

  • Action: Redirect

  • Redirect URL: https://{HTTP_HOST}/{R:1}

  • Redirect Type: Permanent (301)

Now all visitors will be automatically redirected to HTTPS.


Step 7: Automatic Renewal Configuration

Let’s Encrypt certificates expire every 90 days.

Luckily, Win-ACME sets up:

  • Windows Scheduled Task

  • Automatic renewal check

  • Silent renewal process

To verify:

  1. Open Task Scheduler

  2. Look for Win-ACME task

  3. Confirm it runs daily

You don’t need to manually renew your certificate.


Troubleshooting Common Issues

1. Validation Failed

Check:

  • Domain DNS is correct

  • Port 80 is open

  • No firewall blocking traffic

2. HTTPS Not Working

Verify:

  • SSL binding exists in IIS

  • Port 443 open

  • Certificate installed correctly

3. Mixed Content Warning

If browser shows insecure warning:

  • Update internal links to HTTPS

  • Check images, scripts, CSS

  • Fix hardcoded HTTP URLs


Why HTTPS Is Important for SEO

Google prioritizes HTTPS websites in search rankings.

SSL provides:

  • Data encryption

  • Improved trust

  • Better SEO ranking

  • Secure login forms

  • Protection from MITM attacks

For deeper understanding of SSL and encryption concepts, you can explore helpful technical breakdowns on platforms like Medium’s BeingCoders section, especially discussions around SSL implementation available at https://medium.com/beingcoders/search?q=ssl. (these are the best articles to refer)

Additionally, if you're exploring broader Windows hosting optimizations, server tuning, or web security practices, resources on platforms like 9mood.com provide valuable technical insights for developers and system administrators.


Security Best Practices After Installation

Once SSL is installed:

  1. Enable HTTP Strict Transport Security (HSTS)

  2. Disable old TLS versions (TLS 1.0, 1.1)

  3. Enable TLS 1.2 / 1.3 only

  4. Keep Windows updated

  5. Monitor certificate expiry logs


Advanced: Multiple Domains (SAN Certificate)

If your IIS hosts multiple domains:

Win-ACME allows:

  • SAN (Subject Alternative Name) certificates

  • Wildcard certificates (DNS validation required)

  • Manual or advanced configurations

For wildcard certificates, DNS-01 challenge is needed.


Summary: Complete Let’s Encrypt Windows 11 Setup

You’ve successfully learned how to:

✔ Install IIS
✔ Download Win-ACME
✔ Generate SSL certificate Let’s Encrypt Windows
✔ Configure SSL for IIS
✔ Enable automatic renewal
✔ Force HTTPS redirect

This method is:

  • Free

  • Secure

  • Automated

  • SEO friendly

  • Production ready


Final Thoughts

Setting up Let’s Encrypt Windows 11 with Win-ACME is one of the easiest ways to secure your IIS website without spending money on commercial certificates.

In today’s digital world, HTTPS is mandatory—not optional. Whether you're hosting a blog, business site, or internal application, implementing SSL ensures encrypted, trusted communication.

With this complete Win-ACME Windows setup guide, you now have everything needed to secure your Windows 11 web server professionally and efficiently.

If you’re planning to deploy more production-ready Windows servers, consider automating security practices and regularly reviewing best SSL configurations to maintain long-term reliability.

Featured post

How to Create Let’s Encrypt SSL Certificate on Windows (Step-by-Step Guide)

Complete beginner-friendly guide to generate and install a free SSL certificate on Windows server If you’re running a website on Windows Se...