Can't install Mac OS Monterey and got stuck in an infinite loop on my MacBook Air (11-inch, Early 2015)

I have been trying to upgrade through system setting and download the "Install Mac OS Monterey" successfully. After click "continue" it took around 30 mins to finish and then let me restart. Then the issue came. After restarting, the progress bar moved slowly under the white apple logo with black background just as the starting stage when you restart your machine, and then when the bar reached around 10-15% it automatically restart again and then the bar automatically moved to the end and let me log into the system. And then after logging in, I found it was still the Big Sur 10.16.1, and the the "Install Mac OS Monterey" let me to start all over again. After trying several times, I believed I got stuck in this infinite loop. I wonder if anyone else here got the similar issue and if there is a solution for it. Thanks!

Posted on Oct 29, 2021 12:23 PM

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Posted on Nov 5, 2021 3:43 AM

I was able to finally load Monterey by first restarting in Safe Mode. I had spent hours downloading Monterey 4 times before getting it to work. Try that and see if it works for you. Never had this problem before.

30 replies

Nov 5, 2021 4:51 AM in response to Neil Myers

Neil Myers wrote:

If you are still having problems installing Monterey and you have not tried doing it in Safe Mode (restart with shift key down until you see the wormy apple then release the shift key) and download Monterey again. It worked for me. I downloaded the thing 4 times with the 4th being the charm. Good luck. I see no info from Apple to help all the folks having trouble.

Does this qualify as help from ASC Forums


The description provided, maybe some other issue >> Lack of Empty Space on the Internal Drive. Since it will allow downloading the Full Installer ( 12.17 GB ) in size, the installer needs empty space to expand and then install. Apple states >> If upgrading from macOS Sierra or later, your Mac needs 26GB of available storage to upgrade. If upgrading from an earlier release, your Mac needs up to 44GB of available storage. 


If above is the source of the issue >>


What is “Other” storage on a Mac, and how can I clean it out?


Free up storage space on your Mac


OmniDiskSweeper Safe to use


How to delete Time Machine snapshots on your Mac


See used and available storage space on your Mac

  • Other: Contains files that don’t fall into the categories listed here. This category primarily includes files and data used by the system, such as log files, caches, VM files, and other runtime system resources. Also included are temporary files, fonts, app support files, and plug-ins. You can't manage the contents of this category. The contents are managed by macOS, and the category varies in size depending on the current state of your Mac.


Oct 30, 2021 1:21 PM in response to silentwings

Hello silentwings,


We see you're having issues upgrading to macOS Monterey, and we'd like to help out.


First, to help rule out issues with the current installer that was downloaded, go ahead and navigate to Finder > Applications, drag the 'Install macOS' app to the Trash, and then empty the Trash.


Then, you should be able to download a fresh installer from System Preferences > Software Update.


If the above step doesn't help, try temporarily uninstalling any antivirus/security software, and try to install it once more.


Take care.



Nov 5, 2021 2:08 AM in response to silentwings

Good to know Original SSD so that is ruled out.


The description provided, maybe some other issue >> Lack of Empty Space on the Internal Drive. Since it will allow downloading the Full Installer ( 12.17 GB ) in size, the installer needs empty space to expand and then install. Apple states >> If upgrading from macOS Sierra or later, your Mac needs 26GB of available storage to upgrade. If upgrading from an earlier release, your Mac needs up to 44GB of available storage. 


If above is the source of the issue >>


What is “Other” storage on a Mac, and how can I clean it out?


Free up storage space on your Mac


OmniDiskSweeper Safe to use


How to delete Time Machine snapshots on your Mac


See used and available storage space on your Mac

  • Other: Contains files that don’t fall into the categories listed here. This category primarily includes files and data used by the system, such as log files, caches, VM files, and other runtime system resources. Also included are temporary files, fonts, app support files, and plug-ins. You can't manage the contents of this category. The contents are managed by macOS, and the category varies in size depending on the current state of your Mac.



Nov 5, 2021 4:46 AM in response to Uncle Chunk

If you are still having problems installing Monterey and you have not tried doing it in Safe Mode (restart with shift key down until you see the wormy apple then release the shift key) and download Monterey again. It worked for me. I downloaded the thing 4 times with the 4th being the charm. Good luck. I see no info from Apple to help all the folks having trouble.


Nov 12, 2021 10:39 AM in response to Owl-53

I fully agree with you that Apple has screwed up with Monterey. Only OS I ever had that much difficulty installing. I downloaded the thing 4 times - about 2 to 3 hours each time. When I did a safe restart before installing it the last time, it did go in.

Another point. Look at the size of OS Monterey and others before it. Then do an "About this Mac" and look at the storage being taken by "System". I have 44 GB. Much, much junk. Good way to sell computers that have more GB.

Nov 21, 2021 9:39 AM in response to tommy1977

tommy1977 wrote:

Would expect if you have insufficient disk space that this is tested by the installer before he start installing the upgrade.
and not without any errors just look like it did the full upgrade but after you do the login you see that you are back on Big Sur

There are reasons why Apple makes Empty Space requirements Known and Published for all to see.


Then the user needs to due their Due Diligence to make sure the Requirements are met Before attempting the upgrade.


Point # 3 - Empty Space Requirements  >> If upgrading from macOS Sierra or later, your Mac needs 26GB of available storage to upgrade. If upgrading from an earlier release, your Mac needs up to 44GB of available storage. 

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Can't install Mac OS Monterey and got stuck in an infinite loop on my MacBook Air (11-inch, Early 2015)

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