Checkra1n Jailbreak for iOS 14 and iPadOS 14 was the only working semi-tethered Jailbreak with Cydia support before the official released of Unc0ver iOS 14 Jailbreak, because it's based on the "checkm8" bootrom exploit that offers a lifetime Jailbreak to specific Apple iOS and iPadOS devices. So if you are iPhone, iPad, or iPod Touch device user and currently running the latest iOS 14.4.2 or iPadOS 14.4.2 Firmware, then you can experience all the popular Cydia Tweaks and Cydia Apps after installing Checkra1n iOS 14.4.2 Jailbreak with Cydia on your device. Checkra1n tvOS Jailbreak is also available and working for all Apple TV devices. In this post, we are sharing a detailed guide and tutorial on How to Jailbreak iOS 14.4.2 Firmware with Checkra1n Jailbreak on iPhone, iPad, and iPod Touch devices with official direct download links available for Mac and Linux devices.

Jailbreak iOS 14.4.2 using Checkra1n

Compatible iOS 14 / iPadOS 14 Versions:

  • 14.0
  • 14.0.1
  • 14.1
  • 14.2
  • 14.2.1
  • 14.3
  • 14.4
  • 14.4.1
  • 14.4.2
  • 14.5 Beta

  • All tvOS versions are supported!

Supported iOS / iPadOS Devices (A8X and A9X):

  • iPhone 6S, iPhone 6S Plus, iPhone SE
  • iPad 5th Generation
  • iPad Air 2
  • iPad Mini 4
  • iPad Pro 1st Generation
  • Apple TV 4, Apple TV 4K
  • iBridge T2
  • Preliminary Supported iPadOS / iOS Devices (A10 and A10X):

  • iPhone 8, iPhone 8 Plus, iPhone X
  • iPhone 7, iPhone 7 Plus
  • iPad 6th Generation, iPad 7th Generation
  • iPad Pro 2nd Generation
  • iPod 7 Touch
  • A11 devices support coming soon!

Download Checkra1n Jailbreak Tool via Direct Links

  • Download Checkra1n iOS 14.4.2 Jailbreak .DMG Installer for macOS (v0.12.2 Beta)
  • Download Checkra1n iOS 14.4.2 Jailbreak Installer File for Linux (v0.12.2 Beta)

Guide to Jailbreak iOS 14.4.2 using Checkra1n with Cydia Installation on iPhone, iPad, iPod

Step 1: Download the latest Checkra1n Jailbreak Tool version to your Mac or Linux computer/laptop via direct links available above.

Step 2: Take the .DMG installer file that comes with the download and install it to your macOS /Applications folder.

Step 3: If Mac's security settings don't allow to open the application, then follow the below steps OR if everything goes well and no issue or error shows, then jump to Step # 4:

Navigate to the System Preferences app and choose the Security & Privacy option.

  • Choose "Open Anyway" followed by "Open" and provide your administrator password when asked.
  • Now run the Checkra1n app again and you shouldn’t face any error at this time.

Step 4: Open the Checkra1n Jailbreak application from your /Applications folder. Now go to the Checkra1n Options and mark the "Allow untested iOS/iPadOS/tvOS versions" option. Choose Back. It will allow you to officially Jailbreak iOS 14.4.2 and Jailbreak iPadOS 14.4.2 using Checkra1n Jailbreak Tool.

Step 5: Connect your iPhone, iPad, or iPod Touch using a lightning cable and then press the Start button and choose OK. Make sure that the Checkra1n tool is still running during the connection process.

Step 6: Choose "Next" and go through the installation process following the instructions the Checkra1n app provides you. It will result in your Apple idevice going into DFU Mode.

Step 7: The iPhone, iPad, or iPod Touch will now reboot several times during the process so don’t panic. Checkra1n app is now in control of the process so have patience.

Step 8: When the semi-tethered jailbreak process finished, you can unplug the cable and press the Checkra1n app on your device home screen to start the app. Tap the Cydia app icon and then Install Cydia to complete the process. Congratulations!! Your device will now be starting as a Jailbroken iPhone, iPad, or iPod running iOS 14.4.2 / iPadOS 14.4.2 with Cydia support.

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