If you are holding an older iPhone, iPad, or iPod touch stuck on iOS 12.5.5, you may feel left behind by modern jailbreaks. However, the checkra1n jailbreak—based on the unpatchable hardware exploit "checkm8"—remains a powerful solution. This article explains everything you need to know about using checkra1n from a Windows PC to jailbreak iOS 12.5.5.
For a visual walkthrough of the USB creation and DFU entry process on Windows: download checkra1n for windows ios 12.5.5
The official checkra1n tool is not natively available for Windows. Checkra1n on Windows for iOS 12
There is no official Checkra1n application that runs directly on Windows as a native .exe file. To use it on a Windows PC for iOS 12.5.5, you must use a bootable USB drive running a lightweight Linux environment like Checkn1x or Bootra1n. Preparation Checklist USB Drive: At least 512MB capacity. For a visual walkthrough of the USB creation
Semi-Tethered Status: Checkra1n is a semi-tethered jailbreak. If your device dies or you restart it, the jailbreak will disappear. You will need to plug it back into your USB boot drive to re-enable it.
Downloading Checkra1n for Windows:
A USB Flash Drive: At least 2GB capacity (all data on it will be erased).