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How to Connect iPhone to iTunes on Chromebook [ 100% Working Method ]


Today I will be sharing a simple yet effective method to download and install iTunes on Chromebook. I have tested this method and it’s working but I cannot say that after installing iTunes on Chromebook you will have a smooth experience.

Well, all know what Chromebook is and if you are not from this world, you can click here and find out what a Chromebook is. Back in the days I was in the US and believe it or not, Chromebook is the first choice of every student and along with that iPhone is the daily driver for almost everyone.

This is What You Will Find Here.

But as you know that Apple and Google don’t go along very well. Both have their own eco-system and they are not compatible with each other. That means you cannot use iTunes on Chromebook as you use on Windows and Mac.


Install iTunes on ChromeBook

However, after trying tons of different methods I finally found one. Using that method you will be able to install iTunes on Chromebook with ease. Let’s get going now.

Install iTunes on ChromeBook 2022:

The method that I am using to Install working iTunes on my Chromebook requires the Wine app. Those who have no idea What is Wine and how you can install Wine on Chromebook they can read the reference articles below to learn.

Wine is an app designed to run Windows 10 Apps on Linux. Before I move on, let me clear one thing, there is no method available to download iTunes directly to Chromebook. The same goes for my method, I am installing iTunes on Chromebook through a Linux container.

Run iTunes on Chromebook:

➊ First thing you must have to do is Enable Linux on Chromebook and once it’s done. You need to set up Wine App on your Chromebook. Follow the Instructions below If don’t know how to do so.

Enable Linux on Chromebook:

Enable Linux on Chromebook
Follow the Steps Below to Enable Linux on Chromebook.

✅ Click on Cogwheel icon.

Advanced -> Developers.

✅ “Turn on” next to the “Linux development environment (Beta)”.

✅ Click on the “Install” button.

✅ Allot Disk space to Linux.

Install Wine App on Chromebook:

✅ Open the Linux Terminal -> Enter the Following Command.

sudo dpkg --add-architecture i386

✅ Run the Following Commands one by one.

wget -nc https://dl.winehq.org/wine-builds/winehq.key
sudo apt-key add winehq.key

Edit the source list by using the following command.

sudo apt install nano
sudo nano /etc/apt/sources.list

Copy & Paste the following command.

deb https://dl.winehq.org/wine-builds/debian/ buster main
deb https://download.opensuse.org/repositories/Emulators:/Wine:/Debian/Debian_10 ./

✅ Press Ctrl + X and then press “Y”. Then Hit enter to save the file and exit.

✅ Run the Following command to add Ubuntu keyserver.

sudo apt-key adv --keyserver keyserver.ubuntu.com --recv-keys DFA175A75104960E

✅ Run the following two commands and press “Y” to install Wine App.

sudo apt update
sudo apt install --install-recommends winehq-stable

There you go, you have successfully installed Wine App on Chromebook. Let’s proceed with our core topic running iTunes on Chromebook.

➋ Now we have installed Wine and enabled Linux on Chromebook. It’s time to download iTunes for Chromebook. I have tested both the 64bit and 32bit iTunes versions and only the 32bit version is working. I installed the 64bit version but it was not working, all I got was the black screen. 

In order to download the 32bit version of iTunes. Click on the following button.


➌ After downloading the file you need to rename it. So that we can easily find it. I renamed it to “itunes.exe”. Next, I moved the file to the Linux section.

➍ Open Linux terminal and update the Linux to the latest version. Use the command below.

sudo apt-get update && sudo apt-get upgrade -y

➎ Linux is updated now I am going to change to Wine structure to 32bit. I used the following command. The only thing you have to change from the following command is the username. Add yours in the command and run it.

WINEARCH=win32 WINEPREFIX=/home/yourusername/.wine32 winecfg

After running this command if you see Wine Windows on your screen. Just click on the “OK” button.

➏ Now everything is in order, it’s time to install iTunes on Chromebook. Use the following command to install iTunes 32bit version. 

WINEARCH=win32 WINEPREFIX=/home/yourusername/.wine32/ wine itunes.exe

By running this command you are starting the iTunes installation wizard. Click on “Next” and follow the on-screen instructions to finish the installation process.

There you go, you have successfully installed iTunes on Chromebook 2020. But there is more since that iTunes is installed and you will see a shortcut in the app drawer but when you click on it. iTunes won’t open up. It is because of the incorrect file path. You need to fix this by following the instructions below.

Create Shortcut for iTunes on Chromebook:

⑴ Head over to the Linux section and click on 3dots located at the top right side of the screen. Select “Show Hidden Files”.

⑵ Next, you need to navigate through this path. .local -> share -> applications -> wine -> Program Files -> iTunes. Here you will find iTunes.desktop file. This is the file that we need.

⑶ Right-click on iTunes.Desktop file and open it with a text editor.

⑷ Look for Exec= and copy/paste the following code right in front of it.

env WINEPREFIX="/home/yourusername/.wine32" wine "/home/yourusername/.wine32/drive_c/Program Files/iTunes/iTunes.exe"

① Please change the username and add yours.

⑸ If you have done all that. Then there is nothing left, save the file. Now head back to the app drawer and open iTunes. I am sure you will have a smile on your face after all that.

That’s all for now. This is how you can install iTunes on Chromebook 2022. Please try this method and do tell me your experience in the comments section below.

David Is a Tech Geek, He Loves to Share his personal experiences on It'sDailyTech.


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