How to install pip on windows server 2025

First, make sure Python is installed on your Windows Server 2025. If not, download the latest version of Python from the official website, and during installation, check the box “Add Python to PATH”. Once Python is installed, open Command Prompt with administrator privileges and check the version:

python --version

If Python is correctly installed, proceed to get pip.

Step 1: Download get-pip.py

Open PowerShell or CMD and run:

curl https://bootstrap.pypa.io/get-pip.py -o get-pip.py

This will download the official get-pip.py installer.

Step 2: Install pip using the downloaded script

Run this command:

python get-pip.py

Once the script finishes, confirm pip is installed:

pip --version

You should see something like:

pip 24.0 from C:\PythonXX\lib\site-packages\pip (python 3.X)

If you get a “pip is not recognized” error, it means the path is not added correctly. Add the Scripts folder to your PATH manually.

Step 3: Add pip to System PATH (if needed)

Open Environment Variables and add this path (adjust depending on your Python version):

C:\Users\YourUsername\AppData\Local\Programs\Python\Python3X\Scripts\

Then restart your Command Prompt and test again:

pip --version

Step 4: Upgrade pip (optional but recommended)

python -m pip install --upgrade pip

Now your Windows Server 2025 is ready to use pip for managing Python packages.