7/1/23, 10:59 AM Step-By-Step Procedure To Install OpenSSL On The Windows Platform - The Sec Master

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Step-By-Step Procedure To Install OpenSSL On The

Windows Platform

OpenSSL is a small but powerful open source cross-platform utility, which can be
used in various digital PKI certificate activities. OpenSSL can be used to convert the
digital certificates from one to another format, export private keys from certificates,
and build your own Certificate Authority. However, OpenSSL is included in basic
packages in most of the popular Linux distributions. It is not required to install the
OpenSSL on Linux. Well, the story is not similar in the case of the Windows
platform. Don’t be disappointed, since OpenSSL is a cross-platform utility that

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supports Windows, Linux, and mac. You can install OpenSSL on the Windows
platform just with few clicks.

Table of Contents
1. Why Should You Install OpenSSL On Windows?
2. How To Install OpenSSL On The Windows Platform?
3. Frequently Asked Questions:

Why Should You Install OpenSSL On Windows?

First of all, OpenSSL is not for normal users. It is not mandatory to install OpenSSL
on the Windows platform. As we said earlier, OpenSSL is a cryptographic SSL/TLS
tool kit, which provides a wide range of solutions for those who work on Digital
Certificates, SSL/TLS testing, application development or implementation,
application testing, and security testing. There are a lot of things you can do using
OpenSSL. Only a few of them are listed here:

1. You can create your own Certificate Authority and issue certificates on your
network.

2. Convert digital certificates from one to another format.

3. Export or Import private keys from the certificates.

4. Validate the HTTPS connections to the destination website.

5. Verify the certificate of the destination website.

6. Run benchmark tests of your server and remote website.

7. Extract information like issuer, subject, issued and expiring dates, and fingerprint
from certificates.

8. Create CSR.

9. Decode CSR and Certificates to verify contents.

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You can enjoy the features of OpenSSL if you have installed it on your Windows
machine.
Let’s begin the procedure to install OpenSSL on the Windows platform.

How To Install OpenSSL On The Windows Platform?

The installation procedure is very simple and straight. You should download the
OpenSSL installer, run it to install, and configure Environment variables.

Time needed: 10 minutes.

How to Install OpenSSL on The Windows Platform?

1. Download the OpenSSL installer

Download the OpenSSL installer from the official OpenSSL download link:
https://slproweb.com/products/Win32OpenSSL.html

2. Run the OpenSSL installer to install

Execute the downloaded installer file and install the OpenSSL on the Windows
machine.

The installation procedure is quite simple and straight.

1. Accept license agreement.
2. Specify the Installation location.

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3. Initiate installing OpenSSL

Set Start Menu location and the additional task then click on the Install button to
initiate the OpenSSL installation.

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4. Installation in progress…….

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5. Complete the installation of OpenSSL.

The installation will take 5 to 10 seconds. Click Finish to complete the installation
process.

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6. Set Environment variable

If you just want to set the environment varibles only for a login session, then run
these commands.

>set OPENSSL_CONF=C:\Program Files\OpenSSL-Win64\bin\openssl.cfg

>set Path= C:\Program Files\OpenSSL-Win64\bin

If you want to set the env variable for permanently, then add OPENSSL_CONF
and Path env variable on System Properties.

Open Run using ‘Windows’ + ‘r’ then type ‘sysdm.cpl‘. Go to Advanced >
Environment Variable.

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Set OPENSSL_CONF and Path variables.

7. Run OpenSSL
Open the command prompt using ‘Windows’ + ‘r’ then type ‘cmd‘ to open
command prompt.

Type openssl version command on CLI to ensure OpenSSL is installed and

configured on your Windows machine. You should see the version information if

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OpenSSL is configured correctly.

See Also How to Fix 5 Vulnerabilities in NETGEAR RAX30 Router?

Thats’s it. This is how you can install OpenSSL on the Windows platform. Simple
itn’t it?

Thanks for reading the small tutorial. Please follow us on this blog to see more such
tutorials and security updates.

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Frequently Asked Questions:

1. What is OpenSSL?
OpenSSL is an open-source software library that provides cryptographic
functionality and implements the Secure Sockets Layer (SSL) and Transport Layer
Security (TLS) protocols. It is widely used to secure communications over computer
networks and to create, manage, and verify digital certificates.
2. Why should I install OpenSSL on my Windows computer?
Installing OpenSSL on your Windows computer allows you to perform various
cryptographic operations, such as generating public and private keys, creating
Certificate Signing Requests (CSRs), and managing SSL/TLS certificates. It is
particularly useful for developers, system administrators, and cybersecurity
professionals.
3. Can I install OpenSSL on other operating systems besides Windows?

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Yes, OpenSSL is available for various operating systems, including Linux, macOS,
and BSD. The installation process may vary depending on the platform, but the
overall concepts remain the same.
4. How do I download OpenSSL for Windows?
You can download precompiled OpenSSL binaries for Windows from a trusted third-
party website, such as the Shining Light Productions’ Win32/Win64 OpenSSL
Installer (https://slproweb.com/products/Win32OpenSSL.html). Make sure to
download the appropriate version (32-bit or 64-bit) according to your Windows
operating system.
5. How do I install OpenSSL on my Windows computer?
To install OpenSSL on your Windows computer, follow these steps:
1, Download the OpenSSL installer from a trusted source.
2. Run the installer and follow the installation wizard.
3. During installation, choose a directory where OpenSSL will be installed (e.g.,
C:\OpenSSL).
4. Once the installation is complete, add the OpenSSL directory to your system’s
PATH environment variable.
5. Verify the installation by opening a Command Prompt and entering openssl
version. You should see the OpenSSL version number displayed.
6. How do I update OpenSSL on my Windows computer?
To update OpenSSL on your Windows computer, download the latest version of the
OpenSSL installer from a trusted source and run the installer. The new version will
replace the existing installation. Make sure to update your system’s PATH
environment variable if the installation directory has changed.
7. Is there any graphical user interface (GUI) available for OpenSSL on
Windows?
While OpenSSL itself does not come with a GUI, there are third-party applications
that provide a graphical interface for managing SSL/TLS certificates and keys, such
as XCA (https://hohnstaedt.de/xca/), OpenSSL UI

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(https://sourceforge.net/projects/opensslui/), and TinyCA (https://tinyca.sm-

zone.net/).

See Also What Is New In Windows 11 And When Is The Official Release?

8. How do I generate a self-signed SSL certificate using OpenSSL on Windows?

To generate a self-signed SSL certificate using OpenSSL on Windows, follow these
steps:
1. Open a Command Prompt.
2. Navigate to the OpenSSL directory (e.g., C:\OpenSSL\bin).
3. Enter the following command to generate a private key:
openssl genrsa -out private_key.pem 2048
4. Enter the following command to create a self-signed SSL certificate:
openssl req -new -x509 -key private_key.pem -out certificate.pem -days 365
5. Fill in the required information when prompted.
9. Can I use OpenSSL to connect to a remote server using SSL/TLS?
Yes, you can use the openssl s_client command to connect to a remote server using
SSL/TLS. For example, to connect to a secure website, you can enter the following
command in a Command Prompt:
openssl s_client -connect example.com:443
10. How do I get help with OpenSSL commands on Windows?
To get help with OpenSSL commands on Windows, you can use the openssl help

command in a Command Prompt. This will display a list of available commands and
their brief descriptions. For more detailed information on a specific command, you
can type openssl <command> -help, replacing <command> with the desired command.
Additionally, you can refer to the official OpenSSL documentation
(https://www.openssl.org/docs/) or seek assistance from online forums and
communities.

Keep Reading:

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About the author

Arun KL

Hi All, I am Arun KL, an IT Security Professional. Founder of

“thesecmaster.com”. Enthusiast, Security Blogger, Technical Writer, Editor,
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Post Comment

BARRY

January 12, 2023 at 5:40 PM

Need your help. Running Windows 2019 server. Have only one (1) IP.

Have one Standard UCC SSL Certificate with four (4) Subject Alternative Names (SANs)

How do I install this so that all sites have the SSL certificate installed? We have the primary site and 4
SANs sites.

Thank you

Reply

SecMaster
January 13, 2023 at 3:56 PM

Generate a CSR on the primary server and get the Certificate issued. Install the issued Certificate
on your primary server, and export the certificate in PFX (with the private key). Reuse the PFX

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certificates on the remaining SAN servers.

Note: The certificate only works only if you have the PFX certificate with the private key.

Reply

Bhavesh

November 23, 2022 at 4:33 PM

Great one! Straight to the point

Reply

SecMaster
November 29, 2022 at 1:39 AM

Thanks, Bhavesh.

Reply

Leif Svalgaard

November 21, 2022 at 2:26 AM

(spyder-env) C:\Users\leifs\miniconda3>sysdm.cpl

(spyder-env) C:\Users\leifs\miniconda3>set OPENSSL_CONF=C:\Program Files\OpenSSL-

Win64\bin\openssl.cfg

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(spyder-env) C:\Users\leifs\miniconda3>set Path= C:\Program Files\OpenSSL-Win64\bin

(spyder-env) C:\Users\leifs\miniconda3>openssl version

'openssl' is not recognized as an internal or external command,
operable program or batch file.

(spyder-env) C:\Users\leifs\miniconda3>path
PATH= C:\Program Files\OpenSSL-Win64\bin

Reply

SecMaster
November 29, 2022 at 2:12 AM

Hello Leir,

I hope you have installed the OpenSSL and then tried to configure the Environment variables. If
yes, could you try to configure the EnvVar on system properties?

Reply

amin

October 30, 2022 at 4:07 PM

thankssss !!!!

Reply

SecMaster
November 2, 2022 at 8:24 PM

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You are welcome!

Reply

Purushothama

August 15, 2022 at 11:25 PM

How To Generate A CSR For A Multi-Domain SSL Certificate Using OpenSSL in Windows machine.

Reply

SecMaster
August 16, 2022 at 1:41 PM

Hello Purushothama,

Well, you can easily create a multi-domain CSR without OpenSSL on Windows. If you really want
to create using OpenSSL, you can try this procedure: https://thesecmaster.com/how-to-generate-a
-csr-for-multi-domain-ssl-certificates-using-openssl/

Reply

Michael

August 3, 2022 at 11:11 AM

When you say "Download the OpenSSL installer from the official OpenSSL download link: https://slpro
web.com/products/Win32OpenSSL.html&quot;, what's official about this link?

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The OpenSSL project site references this link with the disclaimer "Use these OpenSSL derived
products at your own risk; these products have not been evaluated or tested by the OpenSSL project".
That doesn't sound very official.

Just wondering why I would trust this particular distribution? Genuinely interested in identifying a
Windows bundle I can trust in my enterprise environment but struggling find something that's above
my risk threshold.

Reply

SecMaster
August 3, 2022 at 12:08 PM

Hello Michael,

We can understand your concern. We got this reference from the OpenSSL Wiki. Since OpenSSL
project does not distribute any code in binary form, we are not left with any option other than
relying on third parties.

Our Believe is, OpenSSL trusts these third parties and doesn’t want to own the responsibilities. On
the other hand, This could be the reason OpenSSL provides references on its official wiki page.

On top of that, I have seen OpenSSL veterans using this link for downloading the binaries.

Ref:
https://www.openssl.org/community/binaries.html
https://wiki.openssl.org/index.php/Binaries

Reply

Ty p e h e r e . . .Navin

July 19, 2022 at 3:18 PM

Thanks for the help. But I didn't find openssl.cfg inside bin, instead it was openssl.exe

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Reply

stefan

March 21, 2022 at 10:25 PM

nice, but there is no openssl.cfg in the bin folder – what to do?

Reply

SecMaster
March 27, 2022 at 2:03 PM

On the Windows OpenSSL installation, you may have openssl.cnf or openssl.conf files. Try locating
any of these files and create an environmental variable pointing to the file. Or use -config flag in
your openssl command to point the config file. We hope this solution may work for you.

Please let us know if this solution solves your problem. This helps others who would fall into the
same problem.

Let us know if you need more help on this.

Reply

Al Ouyang

May 19, 2022 at 8:28 PM

It needs the administrator right to install it, is that correct?

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Recent Posts
Reply

SecMaster
May 23, 2022 at 8:05 PM

Probably yes. We tried this only using an admin account.

Reply

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