The Windows key or Windows logo key (in short WinKey, Start key, or rarely Flag key or Go To Key (Canada)) is a keyboard key originally introduced for the Windows 95 operating system. On keyboards lacking a Windows key, Ctrl+Esc can instead be pressed, though some functionality is lacking. Historically, the addition of two Windows keys and a menu key marked the change from the 101/102-key to 104/105-key layout for PC keyboards: compared to the former layout, a Windows key was placed between the left control key and the left alt; another Windows key and — immediately to its right — a menu key were placed between the AltGr (or right Alt key on keyboards that lack AltGr) and the right control key.

In laptop and other compact keyboards it is common to have just one Windows key (usually on the left). Also, on Microsoft's Entertainment Desktop sets (designed for Windows Vista), the Windows key is in the middle of the keyboard, below all other keys (where the user's thumbs rest). Microsoft regulates the appearance of the Windows key with a specially crafted license for keyboard manufacturers ("Microsoft Windows Logo Key Logo License Agreement for Keyboard Manufacturers").

With the introduction of a new Microsoft Windows logo, first used with Windows XP, the agreement was updated to require that the new design be adopted for all keyboards manufactured after September 1, 2003. However, with the release of Windows Vista, Microsoft published guidelines for a new Windows Logo key that incorporates the Windows logo recessed in a lowered circle with a contrast ratio of at least 3:1 with respect to background that the key is applied to.

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