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The Fix

pip install urllib3==1.25

Based on closed urllib3/urllib3 issue #529 · PR/commit linked

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@@ -50,6 +50,7 @@ class SocketServerThread(threading.Thread): ready_event=None): threading.Thread.__init__(self) + self.daemon = True self.socket_handler = socket_handler
repro.py
import flask app = flask.Flask(__name__) @app.route('/') def index(): return "haha!" app.run(ssl_context='adhoc')
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: Do not use this fix if the application relies on keeping connections open for other purposes.\n\n

Why This Fix Works in Production

  • Trigger: urllib3 keeps connection open after failed fingerprint validation
  • Mechanism: Connections were not closed properly after a failed fingerprint validation
  • Why the fix works: Fixes the issue where urllib3 keeps connections open after a failed fingerprint validation by ensuring connections are closed in such cases. (first fixed release: 1.25).
Production impact:
  • If left unfixed, this can cause silent data inconsistencies that propagate (bad cache entries, incorrect downstream decisions).

Why This Breaks in Prod

  • Connections were not closed properly after a failed fingerprint validation
  • Production symptom (often without a traceback): urllib3 keeps connection open after failed fingerprint validation

Proof / Evidence

  • GitHub issue: #529
  • Fix PR: https://github.com/urllib3/urllib3/pull/532
  • 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: 0.75

Discussion

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

“+1 to closing connections after a failed validation. Should be reasonably easy to port this test to our test_socketlevel.py suite. @untitaker Would you like to…”
@shazow · 2015-01-06 · confirmation · source
“Also, here's a simple Flask app which will suffice for this test:”
@untitaker · 2015-01-06 · source
“Yes, but please don't expect results until next week.”
@untitaker · 2015-01-06 · source
“@untitaker This is open source, we expect nothing but love. :)”
@shazow · 2015-01-06 · source

Failure Signature (Search String)

  • urllib3 keeps connection open after failed fingerprint validation
  • p = PoolManager(assert_fingerprint=fingerprint)
Copy-friendly signature
signature.txt
Failure Signature ----------------- urllib3 keeps connection open after failed fingerprint validation p = PoolManager(assert_fingerprint=fingerprint)

Error Message

Signature-only (no traceback captured)
error.txt
Error Message ------------- urllib3 keeps connection open after failed fingerprint validation p = PoolManager(assert_fingerprint=fingerprint)

Minimal Reproduction

repro.py
import flask app = flask.Flask(__name__) @app.route('/') def index(): return "haha!" app.run(ssl_context='adhoc')

What Broke

Connections remained open, causing the server to become unresponsive after a validation failure.

Why It Broke

Connections were not closed properly after a failed fingerprint validation

Fix Options (Details)

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

pip install urllib3==1.25

When NOT to use: Do not use this fix if the application relies on keeping connections open for other purposes.

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/532

First fixed release: 1.25

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

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When NOT to Use This Fix

  • Do not use this fix if the application relies on keeping connections open for other purposes.

Verify Fix

verify
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.