GitHub user potiuk added a comment to the discussion: After upgrading to 
Airflow 3 I have the following issue with cryptography or pyOpenSSL

> I tried without any success, moreover I tried to upgrade on a different 
> machine and had exactly the same issue.

Try on Debian bookworm. Airflow installs with no problems on that one - maybe 
the OS you are using is just old an outdated. All our tests and installation on 
Debian Bookworm work. What happens when you try it and follow our guidelines ? 
Did you try it?

GitHub link: 
https://github.com/apache/airflow/discussions/49865#discussioncomment-13061253

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