Urllib3's ProxyManager ensures that the Proxy-Authorization header is correctly directed only to configured proxies. However, when HTTP requests bypass urllib3's proxy support, there's a risk of inadvertently setting the Proxy-Authorization header, which remains ineffective without a forwarding or tunneling proxy. Urllib3 does not recognize this header as carrying authentication data, failing to remove it during cross-origin redirects. While this scenario is uncommon and poses low risk to most users, urllib3 now proactively removes the Proxy-Authorization header during cross-origin redirects as a precautionary measure. Users are advised to utilize urllib3's proxy support or disable automatic redirects to handle the Proxy-Authorization header securely. Despite these precautions, urllib3 defaults to stripping the header to safeguard users who may inadvertently misconfigure requests.

Urllib3 1.26.5 includes a fix for CVE-2021-33503: When provided with a URL containing many @ characters in the authority component, the authority regular expression exhibits catastrophic backtracking, causing a denial of service if a URL were passed as a parameter or redirected to via an HTTP redirect.
https://github.com/advisories/GHSA-q2q7-5pp4-w6pg

Affected versions of urllib3 are vulnerable to an HTTP redirect handling vulnerability that fails to remove the HTTP request body when a POST changes to a GET via 301, 302, or 303 responses. This flaw can expose sensitive request data if the origin service is compromised and redirects to a malicious endpoint, though exploitability is low when no sensitive data is used. The vulnerability affects automatic redirect behavior. It is fixed in versions 1.26.18 and 2.0.7; update or disable redirects using redirects=False.
This vulnerability is specific to Python's urllib3 library.

Urllib3 1.26.17 and 2.0.5 include a fix for CVE-2023-43804: Urllib3 doesn't treat the 'Cookie' HTTP header special or provide any helpers for managing cookies over HTTP, that is the responsibility of the user. However, it is possible for a user to specify a 'Cookie' header and unknowingly leak information via HTTP redirects to a different origin if that user doesn't disable redirects explicitly.
https://github.com/urllib3/urllib3/security/advisories/GHSA-v845-jxx5-vc9f