pip error while installing Python: “Ignoring ensurepip failure: pip 8.1.1 requires SSL/TLS”

You are most likely not compiling Python with SSL/TLS support – this is likely because you don’t have the SSL development dependencies installed on your system.

Install the following dependency, and then re-configure and re-compile Python 3.5.

Ubuntu

apt-get install libssl-dev

In addition it is recommended to install the following.

apt-get install make build-essential libssl-dev zlib1g-dev libbz2-dev libsqlite3-dev

CentOS

yum install openssl-devel

In addition it is recommended to install the following.

yum install zlib-devel bzip2-devel sqlite sqlite-devel openssl-devel

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