For many users who transition between Apple devices and Chromebooks, one key piece of software that’s often missed is iTunes. With its vast library of music, movies, and podcasts, iTunes is a staple for Apple users. However, Chromebooks do not natively support iTunes, leaving those who have come to rely on its media-rich content in search of a solution.

How to Install iTunes on Chromebook
While ChromeOS excels in simplicity and speed, the absence of a native iTunes application may seem like a significant drawback. Nevertheless, there are ways to bypass this limitation. In this article, we’ll explore several methods for getting iTunes up and running on your Chromebook, thus bringing your favorite media content to the versatile ChromeOS environment.
Despite the lack of native support, there are workarounds to run iTunes on a Chromebook. They include:
- Using Wine
- Using the iTunes website
- Using Virtual Machine Applications like Parallels or VirtualBox
Use Wine to Install iTunes on a Chromebook
Since ChromeOS is based on Linux, its Linux capabilities can be harnessed to install Wine, which facilitates installing Windows apps like iTunes on Linux. The installation process involves several steps (as outlined below). Ensure that you have created an iTunes account beforehand, if you don’t already have one.
Enable the Linux Feature on Chromebook and Update It
- Open the Chromebook Settings and navigate to the Linux Beta tab in the left pane. Some users may find this option under the Advanced settings. Turn on Linux (Beta) in the Chromebook Settings
- In the right pane, click on Turn on , then follow the on-screen prompts to configure Linux on your Chromebook.
- After completing the setup, the Linux Terminal will appear, or you can launch it from the Applications menu. Then execute the following commands in the Terminal: sudo apt-get update && sudo apt-get upgrade -y Update and Upgrade Linux on Chromebook
Install Wine on Chromebook and Enable Support for 32-Bit Applications
- Execute the following command in the Linux Terminal to install Wine: sudo apt-get install wine Install Wine on the Chromebook
- Wait for the installation to complete, and then execute the following commands, one at a time, in the Terminal to enable support for 32-bit applications: sudo dpkg –add-architecture i386 sudo apt update sudo apt-get install wine32 Enable 32-bit Support on the Chromebook
Download the iTunes 32-bit Version
- Open a browser on your Chromebook (such as Chrome) and navigate to the official iTunes download page on Apple’s website . Download the iTunes 32-bit Version for Windows
- Click on Download and save the file on your Chromebook. Rename the file to something like iTunes.exe for easier identification. Move iTunes.exe to Linux Files
- Then, move the downloaded file to the Linux Files directory or provide the Linux environment with access to the location where the file was saved.
Install the Wine 32-bit Version of iTunes
- Launch the Linux Terminal and execute the following command: WINEARCH=win32 WINEPREFIX=/home/username/.wine32/ wine iTunesSetup.exe Replace “username” with your actual username.
- In the iTunes installation window, click Next , then Install . Install iTunes on Chromebook
- Follow the on-screen prompts to complete the iTunes installation.
- Finally, open the Applications on your Chromebook and launch iTunes to begin using it.
Create an iTunes Shortcut
If you prefer a quicker way to access iTunes than from the Applications folder, you can create a shortcut on your Chromebook.
- Open the File Manager on your Chromebook and navigate to the Linux Files section.
- Click on the three vertical dots in the top-right corner and select Show Hidden Files . Show Hidden Files in Chromebook
- Navigate to the following path: .local » share » applications » wine » Program Files » iTunes Navigate to the iTunes Shortcut Location
- Right-click on iTunes.desktop and select Open With , then choose Text Editor (you may need to install a text editor if none is installed).
- Add the following command after “Exec=” in the text file, replacing “
” with your actual username: env WINEPREFIX="/home/yourusername/.wine32" wine “/home/yourusername/.wine32/drive_c/Program Files/iTunes/iTunes.exe” Edit the iTunes.desktop File - Save and close the Text Editor.
- You can now launch iTunes from the App Drawer, and you have the option to pin iTunes to the Chrome Shelf for easy access.
Use the iTunes Website
If the aforementioned Wine method feels too complex or didn’t work for you, and your primary interest lies in streaming music from iTunes, then consider using the iTunes website directly. You might find it convenient to create a shortcut to the website on your Chrome browser. Below, we’ll demonstrate how to add a shortcut for the Music page of the Apple website.
- Open Chrome and visit the Music page on the Apple website .
- Click on the three vertical dots in the upper-right corner of the window, then navigate to More Tools and select Create Shortcut .
- In the prompt that appears, enter the shortcut name as iTunes. Create a Shortcut for the Apple Music Website in Chrome
- A shortcut will now appear on the Chromebook’s desktop, allowing you to conveniently listen to music from iTunes.
Import iTunes Music to YouTube Music
Some users may prefer to transfer their iTunes music library to YouTube Music in order to utilize the Google ecosystem. To do this, you need to perform the following steps on a PC:
- Open a web browser and go to the YouTube Music website .
- Drag and drop the iTunes music files onto the YouTube Music web page.
- Accept the YouTube Terms of Service (if prompted) and wait for the transfer process to complete. Drag & Drop the iTunes Music to YouTube Music and Accept its TOS
- The uploaded iTunes music will be accessible and playable via YouTube Music. Moreover, YouTube Music has support within the Apple ecosystem, making it simple to synchronize your music library across devices.
Use a Virtual Machine Application
For users who desire the full iTunes experience on a Chromebook (especially if Wine didn’t suit their needs), a virtual machine application is an excellent choice. There are several options available, such as Parallel Desktop for ChromeOS (which is paid), but we will focus on the process for using VirtualBox. Keep in mind that many Chromebooks with ARM processors may not be able to run virtual machines effectively, whereas Intel-based Chromebooks are likely to handle them with fewer issues.
Before starting, ensure you have downloaded a Windows ISO file if you have a high-end Chromebook at hand, or choose a lightweight Linux distribution if needed. Additionally, verify that your Chromebook has enough space to accommodate the guest operating system for the virtual machine.
- Open a web browser on the Chromebook and visit the VirtualBox Linux downloads page .
- Select and save the Debian 10 version of VirtualBox (the file size is approximately 80 MB). Download Debian 10 Version of VirtualBox
- After the file has downloaded, navigate to its location on your Chromebook and double-click the file to initiate installation.
- Select Install with Linux (Beta) and follow the on-screen instructions to install VirtualBox.
- When VirtualBox is installed, launch it from the Linux Apps Folder, and click New to create a virtual machine. Create a New Virtual Machine in VirtualBox
- Proceed with the guided steps to install a guest operating system, such as Windows or a lightweight Linux distribution, depending on your Chromebook’s capabilities.
- After the guest OS is installed, launch it from within VirtualBox and install iTunes on it.
- With the setup complete, launch iTunes to enjoy its full functionality on your Chromebook.
Please note that running virtual machines can be demanding and may not be suitable for all Chromebooks due to potential performance impacts.
How to Fix “Printer is in an error state” Issue?
- Common Chromebook printing issues include printer incompatibility, network connection problems, and outdated software or firmware.
- Solutions involve checking printer compatibility, ensuring both devices are on the same network, adding the printer manually, updating software, or using a USB connection.
- If issues persist, restart devices, troubleshoot the wireless connection, and update printer firmware; contacting support may be necessary for unresolved problems.
We’ve all been there—you need to print something important, and your Chromebook isn’t cooperating. Don’t worry; you’re not alone. Printing issues with Chromebooks are common but usually easy to fix.

Samsung Chromebook | Unsplash
- Check Printer Compatibility
- Connect Both Devices to the Same Network
- Select Your Printer
- Add Your Printer Manually
- Restart Devices
- Check Printer Settings
- Update Chrome OS
- Update Printer Firmware
- Use a USB Connection (if applicable)
- Troubleshoot Wireless Connection
- Check for Print Quality Issues
- Contact Support
In this guide, we’ll take you through straightforward steps to get your Chromebook working with your printer again. Let’s tackle this together, one step at a time.
But before we get into the solutions, let’s identify some common causes of printing issues on Chromebooks.
- Printer Incompatibility: Chromebooks have built-in drivers that may not be compatible with all printer models. Older printers or those requiring specific drivers may not work.
- Network Connection Problems: Both the Chromebook and printer must be connected to the same Wi-Fi network for wireless printing to work. Issues with the network configuration can prevent successful connections.
- USB Connection Issues: Problems with the USB cable or the USB ports on either device can cause printing failures when using a USB cable.
- Outdated Chrome OS: Running an outdated version of Chrome OS can lead to compatibility issues with printers.
- Outdated Printer Firmware: Older printer firmware may not work well with the latest Chrome OS versions, causing printing problems.

Chromebook Supported Printers by Epson
Now that you know the probable causes, check out the solutions below to fix the issue:
1. Check Printer Compatibility
Before attempting any fixes, ensure your printer is compatible with Chrome OS . Visit your printer manufacturer’s website to find information about your specific printer model and its compatibility with Chrome OS or Chromebook.
You can also check the list of ‘Certified “Works with Chromebook” printers’ on the Chromebook Help forum by Google . If your printer is listed, proceed to the next step. If not, you might need a compatible printer .

List of Printers Compatible with Chromebooks by Google | See Full List onChromebook Help
How This Helps: Ensuring printer compatibility with Chrome OS is crucial, as not all printers work seamlessly with Chromebooks. If incompatible, consider purchasing a different model verified to work with Chrome OS.
2. Connect Both Devices to the Same Network
- Turn on your printer and connect it to your Wi-Fi network. Refer to your printer’s manual for instructions. Connect Your Printer to Wi-Fi | WikiHow
- On your Chromebook, click the time in the bottom right corner to open the quick settings menu. Opening the quick settings menu on your Chromebook by clicking the time in the bottom right corner
- Ensure your Chromebook is connected to the same Wi-Fi network as your printer. If not, click the Wi-Fi icon and select your network. Ensure the Wi-Fi toggle is on and connected to the same network as your printer
How This Helps: Both devices need to be on the same network to communicate effectively. If they’re not, the Chromebook won’t find the printer, leading to printing failures.
3. Select Your Printer
- Press Ctrl + P on your Chromebook to open the print dialog. Press Ctrl + P to open the print dialog on your Chromebook
- In the print dialog, click the “Destination” dropdown and find your printer in the list. Select it and proceed to print. In the print dialog, select your printer from the ‘Destination’ dropdown
- If your printer is not listed, click “See more” at the bottom. If your printer isn’t listed, click ‘See more’ at the bottom
How This Helps: Selecting the correct printer is essential for printing. If the wrong printer is selected, or if the printer is not visible, the print job won’t proceed. This step ensures the Chromebook recognizes and is set to use the correct printer.
4. Add Your Printer Manually
- If your printer is not showing up, click on the time in the bottom right corner to open the quick settings menu. Opening the quick settings menu on your Chromebook by clicking the time in the bottom right corner
- Click the gear icon ⚙️ to open Settings . Open the Settings Menu
- Scroll down and click “Advanced” to expand advanced settings. Click on Advanced
- Under “Printing” , click “Printers” . Click on Printers
- Click on Add Printer icon Click Add Printer Icon
- Enter the following information about your printer: Name: Give your printer a recognizable name. Address: Enter your printer’s IP address. Print a network configuration page from your printer to find this. Protocol: Select “Internet Printing Protocol (IPP)” . Fill in Your Printer Details
- Click “Add” to save the printer settings. Click Add to Save the Printer
How This Helps: Manually adding your printer can resolve issues where automatic detection fails, allowing the Chromebook to communicate with the printer directly using its IP address.
5. Restart Devices
- Turn off your printer and wait for about 30 seconds.
- Turn your printer back on and wait for it to fully power up. Turn off your printer, wait 30 seconds, then turn it back on and wait for it to fully power up | WikiHow
- On your Chromebook, click the time in the bottom right corner and select “Sign out” . Click the time and select ‘Sign out’
- Sign back in to your Chromebook and check if the printer is now recognized.
How This Helps: Restarting both devices can clear temporary glitches or connectivity issues. This simple step often resolves many common problems.
6. Check Printer Settings
- Click the time in the bottom right corner and select the gear icon ⚙️ to open Settings . Open the Settings Menu
- Scroll down and click “Advanced” to expand advanced settings. Click on Advanced
- Under “Printing” , click “Printers” . Click on Printers
- Ensure that your printer is listed correctly with the right name and IP address.
- If necessary, remove the printer by clicking on the three-dot menu next to it and selecting “Remove” .
- Add the printer again manually using the steps in Section 4 .
How This Helps: Verifying and correcting printer settings ensures that the Chromebook is properly configured to communicate with the printer. Discrepancies in the printer name or IP address can lead to connection issues.
7. Update Chrome OS
- Click the time in the bottom right corner and select the gear icon ⚙️ to open Settings . Open the Settings Menu
- Scroll down and click “About Chrome OS” . Click ‘About Chrome OS’
- Click “Check for updates” . Click on ‘Check for Updates’
- If an update is available, it will start downloading automatically. Once downloaded, click “Restart” to install the update.
How This Helps: Keeping Chrome OS updated ensures you have the latest features, bug fixes, and compatibility improvements. Updates can resolve issues affecting printing functionality.
8. Update Printer Firmware
- Visit your printer manufacturer’s website and search for your specific printer model.
- Look for a “Support” or “Downloads” section and find the latest firmware update for your printer.
- Follow the instructions provided by the manufacturer to download and install the firmware update on your printer.

Canon G1330 Support Page
How This Helps: Printer firmware updates can fix bugs and improve compatibility with newer operating systems, including Chrome OS. This is essential for ensuring that your printer functions correctly with your Chromebook.
9. Use a USB Connection (if applicable)
- Ensure your printer is turned on and ready to print.
- Connect your printer to your Chromebook using a USB cable.
- A notification should appear on your Chromebook, asking if you want to set up the printer. Click “Set up” to proceed.
- Follow the on-screen instructions to complete the USB printer setup.

Connect your Chromebook to the printer via USB | WikiHow
How This Helps: Using a USB connection can bypass network issues entirely, allowing you to print directly from your Chromebook. This method is often more reliable when wireless connections fail .
10. Troubleshoot Wireless Connection
- On your printer, ensure Wi-Fi is enabled and connected to the correct Wi-Fi network.
- Power cycle your printer by turning it off, waiting for 30 seconds , and then turning it back on.
- Power cycle your Wi-Fi router by unplugging it from the power source, waiting for 30 seconds , and then plugging it back in.
- Wait for the router to fully power up and reconnect your Chromebook and printer to the Wi-Fi network.

Power Cycle Your Wi-Fi Router
How This Helps: Troubleshooting the wireless connection ensures that both devices are properly connected to the network. This can resolve issues caused by network interruptions or misconfigurations.
11. Check for Print Quality Issues
- Check the ink or toner levels in your printer. Replace any cartridges that are low or empty.
- Clean the printer heads by following the instructions in your printer’s manual. This can help resolve issues with blurry or faded prints.
- Run a test print from your printer to ensure that the print quality is satisfactory.

Check your printer’s ink or toner levels
How This Helps: Addressing print quality issues ensures that your documents print clearly and correctly. Low ink or clogged print heads can lead to poor print results, which may be mistaken for connectivity problems .
12. Contact Support
If the steps above didn’t fix the printing issue on your Chromebook, don’t stress. You can always reach out to your printer’s customer support—they might have more specific tips based on your printer model. If you’re still stuck, try posting your problem on the Chromebook Help Forum or contact Google support for extra help.

Chromebook Help
Follow these solutions, and you should fix most printing problems on your Chromebook. Ensure your printer and Chromebook are compatible, double-check that everything’s connected to the same network, keep your software updated , and if all else fails, try connecting in a different way. You’ve got this!
If your printer shows as “offline,” first check if it is powered on and connected to the same network as your Chromebook. Restart both the printer and Chromebook. If it’s still offline, try unplugging the printer for a minute, then plug it back in. Also, check the printer’s network settings to ensure it is connected to the correct Wi-Fi network.
If you can print some documents but not others, the issue may be related to the specific file type or format. For example, PDFs can sometimes have compatibility issues. Try opening the document in a different application or converting it to another format. Other than that, check the printer settings to ensure they are configured correctly for the document type.
To clear the print queue, open the Chrome browser and type chrome://devices in the address bar. Under the “Printers” section, find your printer and click “Manage.” From there, you can clear the print queue by selecting “Clear spooler.” This can help resolve issues with stuck print jobs.
If your printer is connected but won’t print, check for any error messages on the printer itself. Ensure that there are no paper jams, and that ink or toner levels are sufficient. Restart both the printer and Chromebook, and verify that the correct printer is selected in the print dialog. If the problem persists, consider updating your printer firmware.
Yes, you can print from a Chromebook without a Wi-Fi connection by using a USB cable to connect the printer directly to the Chromebook. This method allows you to bypass network issues and print directly from your device.