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This repository was archived by the owner on Mar 31, 2026. It is now read-only.

Issue with macOS 10.11+ and OpenSSL #125

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Issue with macOS 10.11+ and OpenSSL#125

Description

@smajda
smajda
opened on Feb 24, 2017

If you build Python on macOS 10.11+ using pythonz and try to pip install something, you will get the following error:

pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.

The cause, from the Python Developer's Guide:

As of OS X 10.11, Apple no longer provides header files for the deprecated system version of OpenSSL which means that you will not be able to build the _ssl extension. One solution is to install these libraries from a third-party package manager, like Homebrew or MacPorts, and then add the appropriate paths for the header and library files to your configure command. For example, with Homebrew:

To use Homebrew, for example, you can do the following:

$ brew install openssl xz
$ CPPFLAGS="-I$(brew --prefix openssl)/include" \
LDFLAGS="-L$(brew --prefix openssl)/lib" \
pythonz install 3.6.0

Not sure where/how you'd want to document that so I'm just creating an issue. :)

Activity

  1. smajda
    changed the title [-]Document macOS 10.11+ installing with OpenSSL[/-] [+]Issue with macOS 10.11+ and OpenSSL[/+] on Feb 24, 2017

  2. wei20 commented on Jan 19, 2018

    @wei20
    wei20
    on Jan 19, 2018

    Thanks. This saved my day.

  3. C-Kenny commented on Sep 18, 2018

    @C-Kenny
    C-Kenny
    on Sep 18, 2018

    Had a similar issue after using OSX's migration assistant, thanks for writing up your findings.

    Was getting errors:

    Could not fetch URL https://pypi.org/simple/virtualenv/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/virtualenv/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.")) - skipping
  Could not find a version that satisfies the requirement virtualenv (from versions: )
No matching distribution found for virtualenv
pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
Could not fetch URL https://pypi.org/simple/pip/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/pip/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.")) - skipping

    When trying to install $ pip3 install virtualenv after running the migration assistant.

  4. ifduyue commented on Sep 19, 2018

    @ifduyue
    ifduyue
    on Sep 19, 2018
    Collaborator

    pythonz install supports --configure option, see #135 (comment)

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