Jailbreak iOS 14.4 Using Checkra1n, Here’s How-To [Guide]

Here’s how to jailbreak iOS 14.4 and iPadOS 14.4 using the increasingly popular checkra1n jailbreak utility the right and easy way.

You’ll need a compatible iPhone or iPad running iOS 14.4 or iPadOS 14.4, as well as an Apple Mac computer in order to get over the first few parts of the process.

Note: Checkra1n 0.12.2 beta currently offers the following support:

  • Official support for iOS 12.0 – 14.3
  • Official support for iOS/tvOS 14.3 (A8(X)-A9(X) running iOS and iPadOS; all tvOS devices are supported)
  • Official support for Apple TV 4K breakout boards (Standard and Advanced)

Supported devices include:

  • iPhone 6s, 6s Plus, and SE
  • iPad 5th generation
  • iPad Air 2
  • iPad mini 4
  • iPad Pro 1st generation
  • Apple TV 4 and 4K
  • iBridge T2

The following devices aren’t currently supported but will be in a future update to checkra1n:

  • iPhone 7 and 7 Plus
  • iPad 6th and 7th generation
  • iPod touch 7
  • iPad Pro 2nd generation
  • iPhone 8, 8 Plus, and X

If you have absorbed all of that information and still want to proceed with the jailbreak, then the following process will get you there.

Step 1: Jump on over to checkra.in and grab the latest version of the Checkra1n jailbreak utility to your Mac.

Step 2: Locate the DMG file that was downloaded in the previous step and install it to your /Applications folder on the Mac.

Step 3: If Apple’s security settings won’t allow your Mac to open the application, then follow the steps below. Or, if everything opens as you would expect and no errors are shown on your display, then move to Step 4:

  • Head into the System Preferences app and select the Security & Privacy option.
  • Select “Open Anyway” followed by “Open” and enter your administrator password when prompted.
  • Try to run the checkra1n app again and you shouldn’t have any issues.

Step 4: Launch the Checkra1n application. Now move into the Checkra1n Options and check the “Allow untested iOS/iPadOS/tvOS versions” option. Select Back. This will allow you to jailbreak iOS 14.4 and iPadOS 14.4 if the version of Checkra1n you are still using currently available does not officially support it yet.

Step 5: Connect your device via a Lightning cable and then click the Start button and select OK. Make sure that the Checkra1n application continues to run.

Step 6: Choose “Next” and then follow the instructions that the Checkra1n app dishes out to you. This will result in your device going into DFU Mode.

Step 7: The iPhone or iPad will reboot a few times during the process so don’t get concerned when that happens.

You don’t need to do anything now as the Checkra1n app will drive you through the rest of the process.

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