Question: I have a bunch of music in iTunes on my old computer. How do I transfer my iTunes library to my new computer?
Answer: There are two ways to do this: 1) by manually copying your iTunes music files to an external hard drive and then manually copy them to your new computer, and 2) using a program like iPod 2 iTunes or MediaPilot that let you copy music from your iPod directly to another computer.
I'll cover the manual route first, which is a little harder and requires that you have an external hard drive, and then I'll show you the easy way using just your existing iPod and an inexpensive copy of iPod 2 iTunes.
Manually copy your iTunes library to another computer using a external hard drive
Plug in your external hard drive to your computer. Open Windows Explorer and go to your iTunes music folder. On Vista it's C:\Users\your.username\Documents\My Music\iTunes\iTunes Music. On Windows XP it's under Documents and Settings.
Copy the iTunes Music folder to your external hard drive, and then plug the hard drive into the other computer.
Make sure iTunes is installed on the other computer, and just copy the contents of the iTunes Music folder from your external hard drive to the new computer (in the same location as the old computer). iTunes will recognize the files the next time you run it, and you'll be good to go.
Automatically copy your iTunes library to another computer with third-party software
A much easier option if you have all the music on your iPod is to use a third-party program that will copy music from your iPod to your computer (basically using your iPod as an external hard drive).
There are a couple of programs that you can use to upload music from your iPod to any computer running iTunes.
MediaPilot software allows you to backup, edit and transfer music & video between your iPod and PC, and also works between your cell phone and PC.
You can also use it to backup your ipod in case you damage it or lose it. Let's hope that never happens, but if it does then you'd be able to recover your music from the backup that you made.
Here's how it works:
- Plug your ipod into your computer and make sure it's set to manually sync music files (iTunes will run when you plug in your ipod, and you'll see your ipod show up on the left window in iTunes. Click your ipod in itunes and select the option to "Manually update music files")
- Run MediaPilot which will show you an ipod explorer screen, showing the music, playlists, and videos on your ipod.
- Highlight the files you want to transfer to your computer and click the Transfer button to copy them over to your computer in the iTunes folder.

Being able to use this program to transfer music files to your cell phone is a nice plus, and it also lets you create ringtones from your existing songs in iTunes.
Here's a coupon code for MediaPilot. Enter promo code M0707CJ at checkout to get 20% off MediaPilot, which brings the price tag down to about $15.
Another program that will let you copy directly from your iPod to your computer is iPod 2 iTunes.
Here's how it works:
Go into iTunes on your computer and make sure you've copied all of your music to your iPod. Then plug your iPod into the other computer and turn off iTunes when it starts.
Install and run iPod 2 iTunes, which will show you a list of all the music on your iPod. Just highlight all of the music files that you'd like to copy to the new computer, and click the Transfer button.

iPod 2 iTunes will automatically copy your iTunes library to your other computer.
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mmeri (not verified) Says: Tue, 2008-05-13 05:33
what if your ipod is macintosh formatted and your mac was stolen or crashed and you want to transfer your items in your ipod to a windows pc.will it work too using the ipod2itunes
Ricky Says: Tue, 2008-05-13 07:57
Yes, that'll work just fine and was in fact the same situation I was in where I switched from a Mac to a PC laptop and was able to transfer everything over just fine.
needhelp (not verified) Says: Wed, 2008-05-28 09:17
I have used my external to hold my music for over a year, but now i have a new computer and wish to put the music on there. I thought this would be a very simple process but when I try to transfer to my new computer it says, "Access Denied." I cannot figure out why? Any solution?
MM (not verified) Says: Thu, 2008-09-25 17:40
You might have access to the files which are not purchased from iTunes store. You have to authorize your new computer to play iTunes store purchases and to do so, navigate through the store menu on iTunes menu bar and select authorize computer. You can authorize up to five computers I believe. See what happens!! :-)
Anonymous (not verified) Says: Mon, 2008-10-06 14:18
Hi, thanks for the tip. I had same problem and this resolved it but ... it doesn't make sense. I buy music and pay for it but I can only authorize 5 pc's? I have a new computer every year and keep my Itunes library on an external file. So a few new computers and I can't synch anymore with the Ipod? How do I handle this then?
Anonymous (not verified) Says: Tue, 2008-08-12 20:17
Okay, i have my itunes library on my old laptop, and i just recently got a mac for graduation. I have most of my music on my ipod nano, but not all of my music will fit. when i try to transfer the music, it tells me i cant. It says i have to replace the library on my ipod with the library on my mac (which is no music). Ugh. this is stressing me out big time. can you help?
Ricky Says: Sun, 2008-08-17 09:04
I don't know of any programs that do this automatically for the Mac, but Apple does have some good instructions for manually copying them over:
http://support.apple.com/kb/HT1329
Basically you configure iTunes to "Manually manage music and videos" which turns off the auto-syncing behavior and gives you full control. Then you have to configure your iPod as a hard drive and manually copy music from your iPod to your desktop, and then import them into iTunes.
The steps are all laid out in the article.
MM (not verified) Says: Thu, 2008-09-25 17:38
Dudes....I think the manual way is OK as long as you authorize the new PC to play your purchases from iTunes store. You can authorize and de-authorize a computer to play iTunes store purchases. As long as you do that, i guess you are off with a fantastic start.
Darlene (not verified) Says: Fri, 2008-10-10 20:37
I just followed the instructions above for manual transfer of Itunes music library to external harddrive, then to new computer. The instructions says that when ITunes is opened that it would recognize it right away. Didn't work for me. The music doesn't show up in Itunes. Any suggestions?
Ricky Says: Sat, 2008-10-11 09:35
Darlene,
Try using the File -- Import menu in iTunes and pointing it to the folder where you copied the music from your external hard drive onto your new computer.
Another way is to use the File -- Add Folder to Library menu option.
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