Download Error. Tap to retry.

This worked perfectly for me!

As for the people who may not know, in my case I had file names with a - (minus sign), also had files with negative size that appeared only when I pointed or clicked them.

All of them were either .plist or .m4v

After that, I also had to restart the iPad

Thank you!

I Can't believe this is an issue that has been around since 2009, with obviously many people having the same problem, and now it's nearly 2016, 7 years late and apple has done absolutely NOTHING to help rectify and fix the problem. This is the last time I ever make the mistake of giving apple any of my money.

I am facing similar issue right now. Rented two movies, now trying to download and I get disconnected now and then. The worst part is the download does not resume automatically, I had to click on resume every time and its been going on for almost 2 hours now. At this rate, I am never going to rent a movie from itunes again.

Love itunes for music still!

There is definitely a solution for this. I have had this problem so many times, and more often than not it's just case of your device being slow. Keep pressing retry and it should work - if not, go away and leave it for a while, come back and it should work. Turning the device on and off doesn't tend to do anything.

Thank you for the step by step. You gave me the missing piece as pausing and retrying alone didn't work, the airplane mode on/off screw is what made it work for me. For 2 days the annoying repetitive "could not download "song name" messages plagued me. I retired from cloud on replacement phone and this happened on a dozen of so songs so you can imagine the pop ups every few seconds as another failed. Very helpful post from a very grateful reader if that post!

I've had this problem on my iPhone before, but my iPad randomly decided it needed to get in on it too. It decided to download some songs on its own. Enter Pop-up-insanity. So what worked for me was to go in my music, and search for the song that was gliched. Next, I manually stopped the download by hitting the red "circle progress thingy". Then I started the download from the song's options selections bar. It took two seconds to download, and my blood pressure is returning to normal as I type this.