Error with python scripts: RequestsDependencyWarning [Python2.7/3.5]

I’ve been ‘stupid’ enough to update all packages with pip using pip freeze --local | grep -v '^\-e' | cut -d = -f 1 | xargs -n1 pip install -U. Ever since I get the same error with a lot of python scripts:

/usr/local/lib/python2.7/dist-packages/requests/__init__.py:80: RequestsDependencyWarning: urllib3 (1.22) or chardet (2.3.0) doesn't match a supported version! RequestsDependencyWarning)

I’ve googled but did not find anything to solve this so far. Does anyone have a clue?

I’m not able to renew my letsencrypt certificates since certbot gives the same error… :-(

Some more info: when I run certbot I get this message:

/usr/local/lib/python2.7/dist-packages/requests/__init__.py:80: RequestsDependencyWarning: urllib3 (1.22) or chardet (2.3.0) doesn't match a supported version! RequestsDependencyWarning) An unexpected error occurred: ContextualVersionConflict: (cryptography 1.5.2 (/home/user/.local/lib/python2.7/site-packages), Requirement.parse('cryptography>=2.1.4'), set(['PyOpenSSL', 'pyOpenSSL'])) Please see the logfile '/tmp/tmpMMOhyW' for more details.

Contents of /tmp/tmpMMOhyW: 2018-02-01 08:46:17,192:DEBUG:certbot.log:Exiting abnormally: Traceback (most recent call last): File "/usr/local/bin/certbot", line 11, in <module> sys.exit(main()) File "/usr/local/lib/python2.7/dist-packages/certbot/main.py", line 1203, in main plugins = plugins_disco.PluginsRegistry.find_all() File "/usr/local/lib/python2.7/dist-packages/certbot/plugins/disco.py", line 203, in find_all plugin_ep = PluginEntryPoint(entry_point) File "/usr/local/lib/python2.7/dist-packages/certbot/plugins/disco.py", line 50, in __init__ self.plugin_cls = entry_point.load() File "/home/user/.local/lib/python2.7/site-packages/pkg_resources/__init__.py", line 2263, in load self.require(*args, **kwargs) File "/home/user/.local/lib/python2.7/site-packages/pkg_resources/__init__.py", line 2280, in require items = working_set.resolve(reqs, env, installer) File "/home/user/.local/lib/python2.7/site-packages/pkg_resources/__init__.py", line 861, in resolve raise VersionConflict(dist, req).with_context(dependent_req) ContextualVersionConflict: (cryptography 1.5.2 (/home/user/.local/lib/python2.7/site-packages), Requirement.parse('cryptography>=2.1.4'), set(['PyOpenSSL', 'pyOpenSSL'])) 2018-02-01 08:46:17,192:ERROR:certbot.log:An unexpected error occurred:

Does anyone have a clue?

Specs: Python 2.7/Python 3.5/Ubuntu 16.04