During active chat sessions, Cursor sometimes displays a “Connection failed. If the problem persists, please check your internet connection or VPN” error message. However, my internet connection is working perfectly fine - all other applications and websites work normally. The “Try again” button consistently fails and never recovers the session, even though starting a new chat window immediately works without any issues.
Explain how to reproduce the bug (if known)
This appears to happen randomly during longer chat sessions. The exact trigger is unclear, but it seems to be related to session state rather than actual connectivity issues since:
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New chat windows work immediately
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All other internet-dependent applications work fine
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The “Try again” button never succeeds, suggesting it’s not actually retrying properly
Attach screenshots or recordings (e.g., .jpg, .png, .mp4).
Tell us your operating system and your Cursor version (e.g., Windows, 0.x.x).
macOS (darwin 24.5.0)
Cursor version: Version: 0.50.7 (Universal)
VSCode Version: 1.96.2
Commit: 02270c8441bdc4b2fdbc30e6f470a589ec78d600
Date: 2025-05-24T18:21:21.538Z
Electron: 34.3.4
Chromium: 132.0.6834.210
Node.js: 20.18.3
V8: 13.2.152.41-electron.0
OS: Darwin arm64 24.5.0
Tell us if the issue stops you from using Cursor.
This is quite disruptive as it requires starting a new chat and losing conversation context.
Additional Context:
The error message suggests checking VPN/connection, but this appears to be a false positive since the issue is immediately resolved by opening a new chat window. This suggests the problem is with session management or connection state handling rather than actual network connectivity.