2 Useful Solutions to Transfer Songs from iTunes to iPod Shuffle 2019

If you want to move music to your ipod shuffle, then here you will find 2 solutions to transfer songs from itunes to ipod shuffle.

Aug 06,2019 • Filed to: iPod Music Transfer • Proven solutions

Want to learn how to transfer songs from iTunes to iPod shuffle? It’s actually not that difficult! Of course, there are methods of doing it directly from the iTunes software, which is what is often recommended. However, doing that will greatly limit what type of songs you can put on your device! We’ll show you just what we mean by that at the very end of this article, but first! Let’s talk about the iPod shuffle, and get to know a convenient little program that is certain to make your life a whole lot easier.

Part 1. Basic Knowledge about iPod Shuffle

The iPod shuffle is a classic music player from Apple. There’s not many around anymore. However, you do still see the occasional iPod Shuffle — and its siblings, the iPod nano, iPod mini, etc. around every now and then. It doesn’t offer as many advanced features as the iPods or iPhones of today. However, it still can be used for things such as:

  • Broadcasting music through built-in speakers.
  • iPhone jack for listening to music privately.
  • And basic on-the-go music storage.

If you happen to be one of the few that still owns an iPod shuffle, then you’re probably curious about how you can go about downloading music for it! Of course, there are many ways of downloading music online, but the most recommended for iOS devices is to purchase music straight from the apple store!

Step 1 — Store

In order to purchase and buy songs for your iPod Shuffle, you need to have an Apple account. You can sign up for one through iTunes (which can be downloaded from here.) After launching iTunes, you’ll be able to access the iTunes store. Click the Store button on the menu bar at the top of the screen to access iTunes music.

Basic Knowledge about iPod Shuffle

Step 2 — Buy & Download

After accessing the store, the rest is fairly intuitive. You can search for the songs that you want to download and purchase it directly from Apple Music. As mentioned, this will require an account. Which, if you sign up for it properly, will include your payment details.

  • 1. Buy the whole album .
  • 2. Buy songs separately.

Basic Knowledge about iPod Shuffle

Part 2. The Easiest Solution to Transfer Songs from iTunes to iPod Shuffle [Highly Recommend]

Now, if you want to be able to easily transfer songs from iTunes to iPod, then we’d highly recommend trying out the iMusic transfer software. Unlike iTunes, iMusic won’t limit the transfer between iPod and your iTunes library. You can move songs from both sides without having to worry about accidentally deleting your music or corrupting your files! This includes both music that you purchase from the Apple Music store and songs purchased or downloaded through other means.

iMusic - Move Music from iTunes to iPod Shuffle with Simple Clicks

  • Transfer music from iTunes to iPod Shuffle safely and for free.
  • 1-click to backup iPad music to iTunes Library/Mac.
  • Transfer music from Mac/PC/iTunes to iPhoneXR/XS/8/8plus/Android phone easily.
  • Download music from over 3000 music sites, including download YouTube to MP3.
  • Record music from any radio stations with music tag, covers, album name attached.
  • Built-in library collected thousands of songs for free download.

Key Features of iMusic

  • Quick and Convenient iPod to iTunes library transfer.
  • No limit iTunes to iPod Shuffle transfer.
  • User-friendly interface built for efficiency and beginner-friendly usage.
  • Add, Delete, and Move songs or playlists on your iTunes library or iPod Shuffle library.
  • Premium Toolbox for all your data transfer needs.

How to Transfer Music from iTunes to iPod Shuffle by iMusic

Step 1 — Launch iMusic & Connect Device > Device

The iMusic software can be download directly from the iMusic website. Download and Install the software and launch it from the desktop shortcut. At this point, it is also best that you have your iPod connected to your PC. Click the DEVICE button on the menu at the top of the screen in order to begin transfer.

How to Transfer Music from iTunes to iPod Shuffle by iMusic-launch iMusic

Step 2 — Trust This Computer

As instructed on the iMusic window, you’re going to have to open up your iPod and click the Trust this computer option. This only means that you will allow the PC to access the files (i.e. Music) in your iPod.

How to Transfer Music from iTunes to iPod Shuffle by iMusic-Trust this computer

Step 3 — Device > Transfer iTunes Music to Device

The DEVICE window should now have changed to show the different transfer options that iMusic provides (as is shown in the image below.) This is exactly where you want to be. Select the Transfer iTunes Music to Device option in order to begin the transfer. After doing so, you should be moved to the window shown in the next step.

 How to Transfer Music from iTunes to iPod Shuffle by iMusic-Transfer iTunes Music to Device

Step 4 — Transfer from iTunes to Device

We’re almost done! We just need to confirm the transfer. This secondary “Transfer from iTunes to Device” window is where you can choose which files from your iTunes you want to transfer from your iTunes to your Device.

  • Select the files that you want to move, and de-select (remove checkmark) the files that you do not want to transfer.
  • Finally, initiate the iTunes to iPod transfer by clicking the “Transfer” button on the bottom right-hand corner of the screen!

You should be able to move a number of songs using iMusic. However, remember if you’re using the FREE trial, there are limits to how much you can move at once.

 How to Transfer Music from iTunes to iPod Shuffle by iMusic-Transfer from iTunes to Device

Part 3. Transfer Songs from iTunes to iPod Shuffle Automatically and Manually

Now, let’s get to demonstrating how you can transfer songs from iTunes to iPod Shuffle automatically and manually through the iTunes software. We’ve compressed these methods into one step-by-step break-down, so try to stick it out till the end! iTunes in general, can get fairly complicated after all. There are many limitations that you’re going to need to ‘walk-around’ in order to successfully transfer the songs on your iTunes to your iPod shuffle. We’ll explain what we mean by that as we continue...

How to Transfer Songs from iTunes to iPod Shuffle Automatically and Manually

Step 1 — Open iTunes & Connect Device > Device

Before we start, you’re going to have to make sure that you have the most recent iTunes software (or at least one of its iTunes 12 variants) downloaded and installed. Do so, and connect your iPod Shuffle to your PC.

Once launched, you need to click the Device icon on the top left-hand corner of the screen. Which is marked by a red circle in the image below.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-open itunes

Step 2 — Settings > Summary > “Sync Music”

The first thing that we’re going to demonstrate is how you can automatically transfer your iTunes music to your iPod shuffle by using the sync method. For this, you need to access the Music window, which can be done by selecting it under ‘Settings’ on the left sidebar.

If you’re able to toggle “Sync Music” on without getting an error, then all you have to do is click the “Sync” button on the bottom right-hand corner of the screen. That will automatically transfer your music from iTunes to iPod.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-choose the setting

Step 3 — Remove and Sync Error Message

However, if you receive this error message (shown in the image below), then the automatic sync method is probably not going to work for you. What it means is, that you have music on your iPod that was not purchased from Apple Music and is not already on your iTunes library.

If you’re okay with losing those files, then select the Remove and Sync option. Just remember, this is your agreement for iTunes to permanently delete non-Apple Music songs on your iPod Shuffle.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-Remove and Sync Error Message

Step 4 — Manually Manage Music

Now, if you don’t want to lose your non-Apple Music songs, then you’re going to have to deal with the manual method of transferring songs from iTunes to your iPod shuffle. To do this, select Summary under ‘Settings.’

Once you’re on the Summary page, you can scroll down to the Options box. There, you’ll find the “Manually manage music…” option. Toggle that on.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-Manually Manage Music

Step 5 — Apply

Apply your change by clicking the “Apply” button on the bottom right-hand corner of the screen before moving back to your regular iTunes library.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-choose the apply

Step 6 — Drag and Drop

Now that you’ve turned on the manually manage music option, you’ll be able to manually transfer songs from your iTunes library to your iPod Shuffle.

Simply drag the songs you want to move from your iTunes library, and drop it onto the device section of the left side-bar (as is shown in the image below.)

Note: This is only a one-way connection. You cannot manually transfer songs from your iPod Shuffle to your iTunes library.

 Transfer Songs from iTunes to iPod Shuffle Automatically and Manually-drag and drop

iMusic - Most Excellent Music Tool to Transfer Songs to iPod Shuffle

  • Transfer Music to iPod Shuffle Fastly.
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  • Discover and download music from more than 300,000 songs.
  • Transfer music between any two devices directly without iTunes.
  • Fix music library intelligently with correct ID3 tags.

Conclusion: This does it for our quick useful solutions for transferring songs from iTunes to your iPod Shuffle! Of course, the one that we’d most recommend is the iMusic transfer software. With it, you won’t have to deal with the tricky limitations that iTunes impresses upon its users just to force them to purchase music only from the Apple Music store. It’s also far more efficient and intuitive, allowing even the most inexperienced of beginners to transfer songs back and forth without any problems! Try it out for yourself and see just how easy it can be!

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