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The Fix

pip install urllib3==1.25

Based on closed urllib3/urllib3 issue #3051 · PR/commit linked

Production note: Most teams hit this during upgrades or environment changes. Roll out with a canary and smoke critical endpoints (health, OpenAPI/docs) before 100%.

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@@ -64,5 +64,8 @@ In chronological order: * Fixed pickle support of some exceptions +* Boris Figovsky <[email protected]> + * Allowed to skip SSL hostname verification +
repro.py
# Requests references passed from calling code. from requests.adapters import HTTPAdapter, DEFAULT_POOLBLOCK class IgnoreHostnameAdapter(HTTPAdapter): def init_poolmanager(self, connections, maxsize, block=DEFAULT_POOLBLOCK, **pool_kwargs): pool_kwargs['assert_hostname'] = False super(IgnoreHostnameAdapter, self).init_poolmanager(connections=connections, maxsize=maxsize, block=block, **pool_kwargs)
verify
Re-run the minimal reproduction on your broken version, then apply the fix and re-run.
fix.md
Option A — Upgrade to fixed release\npip install urllib3==1.25\nWhen NOT to use: This fix should not be used if strict hostname verification is required for security.\n\n

Why This Fix Works in Production

  • Trigger: v2.x : Breaks `assert_hostname = False`
  • Mechanism: This commit enables the use of `assert_hostname=False` to disable SSL hostname verification.
  • Why the fix works: This commit enables the use of `assert_hostname=False` to disable SSL hostname verification. (first fixed release: 1.25).
Production impact:
  • If left unfixed, the same config can fail only in production (env differences), causing startup failures or partial feature outages.

Why This Breaks in Prod

  • Production symptom (often without a traceback): v2.x : Breaks `assert_hostname = False`

Proof / Evidence

  • GitHub issue: #3051
  • Fix PR: https://github.com/urllib3/urllib3/pull/194
  • First fixed release: 1.25
  • Reproduced locally: No (not executed)
  • Last verified: 2026-02-09
  • Confidence: 0.85
  • Did this fix it?: Yes (upstream fix exists)
  • Own content ratio: 0.52

Discussion

High-signal excerpts from the issue thread (symptoms, repros, edge-cases).

“Hello, assert_hostname=False is definitely supposed to work: we even have an unit test for it. I'll try to reproduce locally.”
@pquentin · 2023-05-31 · source
“I've been having a look this morning”
@sg3-141-592 · 2023-06-01 · source
“I believe this feature is indeed not working correctly in v2.0, check_hostname isn't set to False before the handshake proceeds in the case that we're…”
@sethmlarson · 2023-05-31 · source
“Some work in progress, it's coming down to this function in ssl.py SSLSocket.do_handshake()”
@sg3-141-592 · 2023-06-01 · source

Failure Signature (Search String)

  • v2.x : Breaks `assert_hostname = False`
  • If I upgrade to urllib3 v2.x then my disabling of hostname checking code (based upon `assert_hostname = False` as per https://github.com/urllib3/urllib3/pull/194 and
Copy-friendly signature
signature.txt
Failure Signature ----------------- v2.x : Breaks `assert_hostname = False` If I upgrade to urllib3 v2.x then my disabling of hostname checking code (based upon `assert_hostname = False` as per https://github.com/urllib3/urllib3/pull/194 and https://github.com/psf/requests/pull/1405) no longer works in v2.x.

Error Message

Signature-only (no traceback captured)
error.txt
Error Message ------------- v2.x : Breaks `assert_hostname = False` If I upgrade to urllib3 v2.x then my disabling of hostname checking code (based upon `assert_hostname = False` as per https://github.com/urllib3/urllib3/pull/194 and https://github.com/psf/requests/pull/1405) no longer works in v2.x.

Minimal Reproduction

repro.py
# Requests references passed from calling code. from requests.adapters import HTTPAdapter, DEFAULT_POOLBLOCK class IgnoreHostnameAdapter(HTTPAdapter): def init_poolmanager(self, connections, maxsize, block=DEFAULT_POOLBLOCK, **pool_kwargs): pool_kwargs['assert_hostname'] = False super(IgnoreHostnameAdapter, self).init_poolmanager(connections=connections, maxsize=maxsize, block=block, **pool_kwargs)

Environment

  • urllib3: 2

Fix Options (Details)

Option A — Upgrade to fixed release Safe default (recommended)

pip install urllib3==1.25

When NOT to use: This fix should not be used if strict hostname verification is required for security.

Use when you can deploy the upstream fix. It is usually lower-risk than long-lived workarounds.

Fix reference: https://github.com/urllib3/urllib3/pull/194

First fixed release: 1.25

Last verified: 2026-02-09. Validate in your environment.

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When NOT to Use This Fix

  • This fix should not be used if strict hostname verification is required for security.

Verify Fix

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Re-run the minimal reproduction on your broken version, then apply the fix and re-run.

Did This Fix Work in Your Case?

Quick signal helps us prioritize which fixes to verify and improve.

Prevention

  • Add a CI check that diffs key outputs after upgrades (OpenAPI schema snapshots, JSON payload shapes, CLI output).
  • Upgrade behind a canary and run integration tests against the canary before 100% rollout.
  • Add a TLS smoke test that performs a real handshake in CI (include CA bundle validation and hostname checks).
  • Alert on handshake failures by error string and endpoint to catch cert/CA changes quickly.

Version Compatibility Table

VersionStatus
1.25 Fixed

Related Issues

No related fixes found.

Sources

We don’t republish the full GitHub discussion text. Use the links above for context.