How to Install Windows Server 2019 From USB

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By Victor Ashiedu

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An easy way to install Windows Server 2019 is to use a USB installation media. Learn how to create an use the USB installation disk.

Step 1: Download Windows Server 2019 ISO

Though you will be installing an evaluation version of Windows Server, this guide has a section with details of how to convert it to a full version. You will need a valid product key to convert your evaluation version to a full version.

The first step to install Windows Server 2019 from USB is to download Server 2019 evaluation ISO image…

Here are the steps:

Steps to Install Windows Server 2019 from USB - Download Windows Server 2019 ISO
  • Beneath Start Evaluation, select ISO. Then click Continue.
Steps to Install Windows Server 2019 from USB - Download Windows Server 2019 ISO
  • Then complete the required fields in the form similar to the one below and click Continue .
  • Finally, select the Language for the ISO you wish to download. Then click Download.

Step 2: Burn Server 2019 ISO to USB

Once you have downloaded the ISO file, the next step is to burn it to a USB drive.

For steps to burn a Windows Server 2019 ISO to USB use this guide – How to Burn Windows Server 2019 ISO to USB.

Step 3: Install Windows Server 2019

Here are the steps to install Windows Server 2019 from USB:

  • Insert the bootable USB drive you created in the last section to your server.
  • Then boot your Server to BIOS and configure the server’s boot sequence to boot from USB first. Save your changes and exit BIOS.
  • Your Server will boot from the USB and ask you top confirm. Press any key on the keyboard to continue.
Install Windows Server 2019 from USB
  • At the first screen of Windows installation, select your Time and currency format and Keyboard or input method. Then click Next.
Install Windows Server 2019 from USB
  • Then on this screen, click Install now.
Install Windows Server 2019 from USB
  • When prompted to Select the operating system you want to install, select the edition of the server you have a license for. To continue, click Next.
There are 4 available editions – 2 are Server Core (no GUI or desktop experience). The other two are Server with desktop experience. Ensure you select a version with desktop experience unless you wish to install Server Core.
Install Windows Server 2019 from USB
  • When the Applicable notices and license terms screen loads, check I accept the license terms. Then click Next.
Install Windows Server 2019 from USB
  • Then, at the Which type of installation do you want screen, click Custom: Install Windows only (advanced).
Install Windows Server 2019 from USB
  • On the Where do you want to install Windows screen, select the hard drive you want to install Windows Server 2019 from USB. Then click Next.
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  • The installation will begin. This part of the installation will take a while. Wait..
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  • When the last stage of installations are completed, you will receive a Server restart notification. To restart immediately, click Restart now (see the second image below).
Install Windows Server 2019 from USB
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  • When the server restarts, it will stay at the Getting ready screen for a while.
  • Finally, at the Customize settings screen, type a password for the administrator account. Then re-type the password and click Finish.
  • Then at the logon screen, press Ctrl + Alt + Del and login to the server.

Step 4: Activate Windows Server 2019 Evaluation to Full Version

The final stage of this guide is to convert your Server from evaluation to a full version.

For the steps click Activate Windows Server 2019 Evaluation to Full Version (opens in a new browser tab).

Conclusion

I am confident that by following this guide, you were able to install and activate Windows Server 2019.

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Want more Windows Server guides? Visit the Windows Server How-To page.

About the Author

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Victor Ashiedu

Victor is the founder of InfoPress Media, publishers of Ilifeguides and Itechguides. With 20+ years of experience in IT infrastructure, his expertise spans Windows, Linux, and DevOps. Explore his contributions on Itechguides.com for insightful how-to guides and product reviews.

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