Cannot sync iPad with entire iTunes Library on Windows 11

Given the status of the iPod Classic, I’ve given up trying to sync it with my iTunes

Library on Windows 11.  This library includes both digitised vinyl (a process that took me 5 months) and CDs, plus lots of iTunes Store purchases.  I thought it would be relatively easy to transfer the entire library from my PC to my iPad Air 11-inch (M2), but it’s also not recognised by my PC.

I can’t find an iTunes app in the App Store, so I installed the Apple Music app.  This appears to show all my iTunes Store purchases but none of the digitised/CD stuff. I’ve tried connecting by both cable and wirelessly.  All software, including Apple Devices, is up-to-date.

Grateful for your advice, which doesn’t have to include my iPad as the mobile option.  (However, my iPhone lacks the storage capacity).       

iPad Air, iPadOS 18

Posted on Mar 18, 2025 9:36 PM

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Mar 22, 2025 2:53 AM in response to Rafea

Hi.


While Apple may be trying to abandon iTunes the application itself is still available, is being updated, and is a much more powerful media manager than Apple Music. The only possible benefit I can find for Windows users who also subscribe to the Apple Music subscription service is the ability to access hi-res streams/downloads. Installing any of Apple Music/Devices/TV for Windows hobbles iTunes such that it can thereafter only manage audiobooks and podcasts. Device management duties are suppressed in favour of Apple Devices. I recommend removing all three of the new apps so you can use the program you are already familiar with and have invested time in.


Before we move on, it is possible to update composer details in Apple Music. Select some tracks then use the three dots menu or right-click and choose Properties. That said, I still advise reverting to iTunes.


Should you need to reinstall iTunes for Windows use this direct link from Apple:


To be clear iOS/iPadOS have an iTunes Store app that you can use to make purchases, but music synced to the device is sent to the Apple Music app whether your computer is running iTunes or Apple Music.


If your device won't show up in iTunes when connected see iOS device not showing in iTunes for Windows - Apple Community.


If you have trouble syncing your content to your device, or it won't play once it is there, see If you have music that won't play on your device - Apple Community. In some cases it seems iTunes or Apple Music can get confused about what is and isn't already copied over, and repeated syncing doesn't resolve things. Removing the music on the device and starting a fresh sync can clear this up. In the worst cases the device needs to be backed up, restored to factory settings, have the backup restored, and then synced with your media.


Given that you have iTunes Match you should really be connecting any device that supports it (not the iPod classic) to your iCloud Music Library so that changes you make on any device, plays, playlist updates, metadata changes, etc. sync seamlessly from one device to another through the cloud. See Use Sync Library with your Apple Music subscription - Apple Support. The same steps detailed there work for iTunes Match. For this to work correctly all of your songs should be matched, uploaded, or purchased. Use the Songs view and enable the iCloud Status column. If you have tracks marked as waiting, error, duplicate, ineligible, etc. then we can discuss how to resolve those.


tt2

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Mar 21, 2025 9:19 PM in response to Lawrence Finch

Many thanks LotusPilot and Lawrence Finch. 

(1)A quick recap/update: I’ve installed on my PC: Apple Devices, Apple Music and I’ve

since installed and subscribe to iTunes Match. With 2060 tracks on iTunes I had always sorted by composer (surname first).  This meant that for the sake of consistency, each new iTunes store purchase involved editing (e.g.,) from Wolfgang Amadeus Mozart to Mozart W.  I can’t see on Apple Music, with the purchased music, how to again edit the composers’ names in the way I could on iTunes. Since Mozart’s been dead 234 years, copyright

shouldn’t be a problem.  Any advice please?

(2) I can see my complete library on the iPad’s Apple Music, except the non-purchases (i.e., ex-vinyl/CD recordings) are still absent from “songs” and, while visible via a composer search, they’re greyed out/can’t be played, even when the iPad’s connected to Wi-Fi.  This is after I’ve used Apple Devices to sync the PC to the connected iPad.  Any advice please?

(3) I’m keen to use the iPad for mobile music. It has plenty of storage so I would like to download the whole library and be independent of Wi-Fi/iCloud. Achievable?

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Mar 22, 2025 9:12 PM in response to turingtest2

Many thanks for your prompt, considered and comprehensive reply.  I’ve tried to reinstall iTunes for Windows using your first link, but the only options showing are Audio Books and Authors, despite ensuring the re-installed app knows where the media files are located.  As a side issue and before I remove Apple Devices and iTunes Match, by reverting to iTunes can I sensibly stick with my iPod Classic?  I’m concerned that it’s now 15

years’ old with a 7-year-old battery, or could I get iTunes (with iTunes Match and Apple Devices) to also work with my iPhone/iPad?  I’d prefer to avoid an Apple Music subscription, but if that’s what it takes to continue to have music on-the-go - including from those ex-vinyl/CD tracks - then so be it.  (I have no need for hi-res

streams/downloads).

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Mar 23, 2025 1:50 AM in response to Rafea

When any of Apple Music, Devices, or TV are installed they limit iTunes to working with audiobooks and podcasts. Once those are removed iTunes should be able to sync locally stored music to your iPod classic. The classic can't make use of iTunes Match, but the service can still be useful for your iOS devices or if you want to use your library from multiple computers. Again, if set up and working correctly, iTunes Match allows iOS/iPadOS devices to sync with your library via the cloud. It works equally with iTunes or the Apple Music app.


The advantage of the Apple Music service over iTunes Match is that you can effectively listen to almost anything in the iTunes catalog on demand for as long as you have an active subscription. Extended try before you buy if you will. Might not be for you, but bear in mind if you do decide to try it at some point you don't really want to be paying for both iTunes Match and Apple Music at the same time. An Apple Music subscription includes all of the features of iTunes Match.


tt2

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Cannot sync iPad with entire iTunes Library on Windows 11

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