How to Manually Install the Latest OpenSSL on Ubuntu Linux

OpenSSL is an open-source project that develops a full-featured toolkit and tools for the Transport Layer Security (TLS) and Secure Sockets Layer (SSL) protocols on Linux and other systems.

The project is managed by a worldwide community of volunteers that use the Internet to communicate, plan, and develop the OpenSSL toolkit and its related documentation.

Most network communication apps and tools that use TLS / SSL protocols may install some OpenSSL tools. However, if you’re using applications and packages that depend on the latest versions of OpenSSL, you may have to install it on Ubuntu systems manually.

The default toolkit of OpenSSL that comes with Ubuntu isn’t the latest. To get the latest, you must download it yourself and install it. And this brief tutorial is going to show you how.

This post shows students and new users how to install the latest version of OpenSSL on Ubuntu 16.04 | 18.04 LTS servers and desktops. To get started with installing OpenSSL, follow the steps below:

Download OpenSSL Package

To get the latest OpenSSL installed on Ubuntu, go to its homepage and download the latest version. As of this writing, version 1.1.1 (LTS) is the latest.

Click the link below to visit its download page.

https://www.openssl.org/

Install OpenSSL Manually

Below is a command to help you download and install the OpenSSL toolkit on Ubuntu 16.04 | 18.04 LTS systems. I may also work on future versions.

To download, run the commands below.

cd /tmp
wget https://www.openssl.org/source/openssl-1.1.1.tar.gz
tar xvf openssl-1.1.1.tar.gz

After downloading, run the commands below to install.

cd openssl-1.1.1
sudo ./config -Wl,--enable-new-dtags,-rpath,'$(LIBRPATH)'
sudo make
sudo make install

After that, the version of OpenSSL you downloaded should be installed. However, all files, including binaries and man pages, are installed under the directory /usr/local/SSL.

OpenSSL 1.1.1  11 Sep 2018
built on: Sun Sep 23 22:27:39 2018 UTC
platform: linux-x86_64
options:  bn(64,64) rc4(16x,int) des(int) idea(int) blowfish(ptr) 
compiler: gcc -fPIC -pthread -m64 -Wa,--noexecstack -Wall -O3 -DOPENSSL_USE_NODELETE -DL_ENDIAN -DOPENSSL_PIC -DOPENSSL_CPUID_OBJ -DOPENSSL_IA32_SSE2 -DOPENSSL_BN_ASM_MONT -DOPENSSL_BN_ASM_MONT5 -DOPENSSL_BN_ASM_GF2m -DSHA1_ASM -DSHA256_ASM -DSHA512_ASM -DKECCAK1600_ASM -DRC4_ASM -DMD5_ASM -DAES_ASM -DVPAES_ASM -DBSAES_ASM -DGHASH_ASM -DECP_NISTZ256_ASM -DX25519_ASM -DPADLOCK_ASM -DPOLY1305_ASM -DNDEBUG
OPENSSLDIR: "/usr/local/ssl"
ENGINESDIR: "/usr/local/lib/engines-1.1"
Seeding source: os-specific

Ubuntu’s default OpenSSL version is installed in the /usr/lib/SSL, where apps that need SSL look by default. So you’ll need to reference the version you installed.

OpenSSL 1.1.0g  2 Nov 2017
built on: reproducible build, date unspecified
platform: debian-amd64
compiler: gcc -DDSO_DLFCN -DHAVE_DLFCN_H -DNDEBUG -DOPENSSL_THREADS -DOPENSSL_NO_STATIC_ENGINE -DOPENSSL_PIC -DOPENSSL_IA32_SSE2 -DOPENSSL_BN_ASM_MONT -DOPENSSL_BN_ASM_MONT5 -DOPENSSL_BN_ASM_GF2m -DSHA1_ASM -DSHA256_ASM -DSHA512_ASM -DRC4_ASM -DMD5_ASM -DAES_ASM -DVPAES_ASM -DBSAES_ASM -DGHASH_ASM -DECP_NISTZ256_ASM -DPADLOCK_ASM -DPOLY1305_ASM -DOPENSSLDIR="\"/usr/lib/ssl\"" -DENGINESDIR="\"/usr/lib/x86_64-linux-gnu/engines-1.1\"" 
OPENSSLDIR: "/usr/lib/ssl"
ENGINESDIR: "/usr/lib/x86_64-linux-gnu/engines-1.1"

To ensure that Ubuntu uses this version of OpenSSL instead of the previous version, you must update the paths for man pages and binaries. Edit the file /etc/manpath.config adding the following line before the first MANPATH_MAP:

Run the commands below option Ubuntu default man page

sudo nano /etc/manpath.config

Then add the highlighted line at the end of the lines as shown below.

MANPATH_MAP     /sbin                   /usr/share/man
MANPATH_MAP     /usr/sbin               /usr/share/man
MANPATH_MAP     /usr/local/bin          /usr/local/man
MANPATH_MAP     /usr/local/bin          /usr/local/share/man
MANPATH_MAP     /usr/local/sbin         /usr/local/man
MANPATH_MAP     /usr/local/sbin         /usr/local/share/man
MANPATH_MAP     /usr/X11R6/bin          /usr/X11R6/man
MANPATH_MAP     /usr/bin/X11            /usr/X11R6/man
MANPATH_MAP     /usr/games              /usr/share/man
MANPATH_MAP     /opt/bin                /opt/man
MANPATH_MAP     /opt/sbin               /opt/man
MANPATH_MAP     /usr/local/ssl/bin      /usr/local/ssl/man

Save the file and exit.

Then run the commands below to update the manual database.

sudo mandb

Now when you type the man openssl command, you’ll get the updated version of the man page for OpenSSL.

You can also update the execution path to include the new location for OpenSSL. Run the commands below to open the Ubuntu environment configuration file.

sudo nano /etc/environment

Then add the /usr/local/ssh/bin as shown in the line below. Use the exact path as shown.

PATH="/usr/local/sbin:/usr/local/bin:/usr/local/ssl/bin:/usr/sbin:/usr/bin:/sbin:/bin:/usr/games:/usr/local/games"

Save the file and exit.

Restart Ubuntu, and hopefully, your new OpenSSL version should be recognized by Ubuntu.

Although some apps may now automatically use the new version of OpenSSL, existing programs (e.g., Apache, Nginx) may not, as they are linked against the libraries from the Ubuntu version.

By referencing the new path, you may manually use the newer version to rebuild the individual app to use the more recent version of OpenSSL.

Enjoy!

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