iTunes is not devoid of flaws. Sometimes, you encounter an iTunes playlist not syncing to iPod or iPhone. This is especially the case today wherein the issue of playlists not syncing to iPhone in 2024 happens. That’s because Apple has made some changes to iTunes, in general.

As we may all know, iTunes contents are now found in different apps. Songs can be found in Apple Music, while podcasts can be found in Apple Podcasts. That’s why you may find that the issue wherein iTunes not syncing music.

We’ve got you covered in this matter. Our article will be your go-to guide on how to fix the issue iTunes playlist not syncing. It may be able to fix the issue wherein iTunes not syncing all songs. These are related, so you may find our guide below useful in the matter.

Article Content Part 1. Why Are My iTunes Playlists Not Syncing?Part 2. How Do We Sync iTunes Playlist To iPhone?Part 3. Fix iTunes Playlist Not Syncing Issue With TunesFunPart 4. Summary

Part 1. Why Are My iTunes Playlists Not Syncing?

There are multiple reasons why the iTunes playlist not syncing issue happens. As of the moment, iTunes has limitations leading to a lot of issues like iTunes playlist not downloading to iPhone. That’s because the new macOS Catalina has changed a lot in terms of media.

Content on iTunes will be distributed to different apps. On Mac, songs can be found on Apple Music. Shows will be found on Apple TV. Apple Podcasts and Apple Books will display your podcasts and audiobooks, respectively. iTunes can only be accessed on Windows PC now.

So, below are some of the reasons why the iTunes playlist not syncing:

  1. Your iTunes app on Windows isn’t updated.
  2. The versions of your operating systems (iOS, macOS, etc.) are not updated to the latest one.
  3. Sync library is not activated on all or some devices.
  4. You have a poor (or non-existent) Internet connection.
  5. Devices are not connected to the same Apple ID.

So, these are the main reasons why iTunes playlist not syncing happens. Typically, if you’ve got everything right, you won’t have a problem with syncing your playlists, songs, and other types of media content.

Part 2. How Do We Sync iTunes Playlist To iPhone?

So, how do you fix the issue iTunes playlist not syncing to iPhone? We’ll include it below through Windows and Mac computers. Check out the respective sections based on your computer’s operating system:

#1. Sync Music From Mac/ PC To iPhone With iTunes

To fix the issue iTunes playlist not syncing to iPhone is easy. Remember, that there are certain things you can sync with iTunes. These include calendars, contacts, videos, photos, audiobooks, podcasts, TV-programmer, playlists, films, songs, and albums.

Here’s how to do that with iTunes (on both Windows and Mac):

  1. Launch iTunes and make sure you link the iPhone to your computer through its USB cable.
  2. Press the icon that looks like a smartphone (device icon) located at the iTunes interface upper left corner.
  3. Go to the left-hand side of the interface. Check out the Settings section. Then, make sure the content type you wish to sync is checked. In the case where you want music and playlist to be synced, you will go to Music and check the box that says Sync Music.
  4. Press Apply. This can be found in the lower right corner of iTunes. If automatic syncing doesn’t happen, press Sync.

Sync Music From Mac/ PC To iPhone With iTunes

#2. Sync Music From Mac To iPhone Via Wi-Fi

This is another way to solve the iTunes playlist not syncing. Here, you will make sure that syncing through Wi-Fi is done. So, here are the steps to solve the iTunes playlist not syncing issue:

  1. Make sure you have set up syncing with iTunes using your USB first (this can be found just above this section).
  2. Then, you can link your iPhone to your Mac or Windows PC using its USB cable. Launch iTunes in it.
  3. Go to the iTunes left-hand side window. Press Summary.
  4. Choose the option to sync that particular device using Wi-Fi.
  5. Press Apply.

Sync Music From Mac To iPhone Via Wi-Fi

You can also do this without using iTunes on Mac. Follow the steps below:

  1. Connect iPhone to Mac.
  2. Use Finder and select the iPhone device.
  3. Press General located within the interface button bar.
  4. Choose Show this [iPhone device] when on Wi-Fi. Make sure the box is checked.
  5. Also, check the box that says Automatically Sync When This iPhone Is Connected.
  6. Then, utilize the button bar to modify sync settings or activate them.
  7. Press Apply.

Part 3. Fix iTunes Playlist Not Syncing Issue With TunesFun

Now, you can fix the issue iTunes playlist not syncing with TunesFun. Their Apple Music Converter is the best way to get songs from Apple Music and iTunes. You get a copy of the file and you can transfer and listen to them on multiple devices.

TunesFun Apple Music Converter helps you convert tracks to different formats. Speeds are very fast – 16x faster than the standard software. Plus, you can grab as many tracks as you like. It even has versions for both Mac and Windows OS.

You can try it for free to test it out. So, check out how to fix iTunes playlist not syncing with TunesFun Apple Music Converter:

Step 01. Install Software And Choose Tracks

First, grab TunesFun Apple Music Converter online. Install it and then open it. Once launched, you can simply select the tracks you like on the main interface.

Try It Free Try It Free

Step 02. Modify Settings And Convert

Then, choose the output settings by selecting an output format such as MP3. After that, click the Output Folder section to choose a destination folder. Convert files by clicking Convert.

Select Apple Music Output Format


Step 03. Transfer Files To Devices

Finally, visit the output folder. Copy all the tracks you have converted and transfer them to the devices you own.

Part 4. Summary

iTunes playlist not syncing? No problem. We’ve got you covered just above. We told you how to sync playlists using Windows and Mac. We gave information on how to do it with iTunes and through Wi-Fi.

Fortunately, we gave a bonus at the end – TunesFun Apple Music Converter. This tool can help you grab tracks for use in an infinite period of time. Plus, it makes entertainment fun, less expensive, and easy to manage. Get the software now!