I have updated hundreds of album art images since turnig on iTunes Match and have been experiencing the exact same issue. The new art seems to display in the Cover Flow view. However when I select an individual track from the some albums the old art work is displayed in the selected item window on the bottom left.
I would be interested to find out how this can be fixed.
I had a similar problem, here's how I fixed this in iTunes.
First, match your music, then delete your files so that you then have the option to download the matched files.
Highlight the album and clear the artwork.
Download the matched files.
Once downloaded, highlight the album and Get Artwork, but make sure the title of your album is written exactly how it's written in the iTunes store to have a better chance of matching the right cover.
If it finds the cover you wanted, Get Info on one of the tracks, and Copy+Paste the cover art onto your computer.
Clear the artwork from the entire album again.
Now highlight the album again, and drag the cover art you saved on your computer into the Cover space and click ok.
Now the cover is truly saved on your files.
If you just Get Artwork and leave it like that, the cover probably won't get saved.
I have the same problem, and nothing in this topic helps me to replace the wrong album art. I tried everything including "deleting from iCloud" and re-adding songs - nothing, it still remembers the old art and refuses to take a new one.
I have constant crashes in Cover Flow mode on my iPhone, so the idea was to replace LARGE album art (about 2000x2000) to its smaller version - about 600x600 to prevent crashes - and I cannot!
It just pushes this 2000x2000 version OVER and OVER again, no matter what I do inside iTunes.
I really miss some RESET button, or some working algoritm to make it forget the old art, but I can't seem to find it yet.
Please let me know if you have better luck with that.
Well, as djluis2k7 said, there IS a way to replace art, and when it doesn't work all you have to do is to do it several times, also turn off the iTunes Match, power off your device, repeat the "replacement process" and then power the device back on and check if everything works as expected.
Still, this procedure is VERY inconvenient.
iTunes NEVER actually delete uploaded songs from iCloud (well, maybe it does after some unknown amount of time), because it never uploads back songs just "deleted from iCloud". They just appears instantly when you add them.
Careful with your album art - changing it later can be the really painful.
My awkward solution in my original post IS still working on my primary iTunes Mac - my beautiful high resolution artwork is staying put in iTunes. Sadly, I realize I don't expect any artwork to match correctly on my iPad 2 and iPhone 4S and my MacBook Air. iTunes Match simply doesn't work at all for artwork, which is a drag especially when the horrible new iPad Music app puts the artwork front and center! I'm losing faith in Apple making all this new stuff ever work smoothly - maybe they just released too many new products all at once.
Had the same problem
If its bothering you like **** ( it did for me) then
here is the solution:
1. Turn off the auto-artwork-download option in setting
2. Select the album, Get inf > remove all the artworks
3. find the album in finder
4. COPY it to desktop (not moveing)
5. Remove the album from library (also from iCloud)
6. add the album again from desktop
7. "Get Album Artwork" from iTunes
Need some effort but this is the only solution , until apple fix these artwork bugs..
Sadly, iTunes 10.5.2 doesn't fix this. I just tried updating artwork on a few albums - iTunes Match Update switches it right back to the old artwork. And our workarounds are completely absurd. Apple CAN fix this, can't they?
In the meantime, I've tweaked my workaround:
1. Paste in new album artwork: Select all related tracks and "Get Info" (Command+I)
2. Select one of the tracks and "Show in Finder" (Command+Shift+R)
3. Back in iTunes: Delete tracks including "Also delete these songs from iCloud". Choose "Keep File".
4. Go to Finder. Folder with tracks should be sitting there open. Select tracks and double-click to add back to iTunes.
I've found this worked for me and is the simplest way to fix once and for all (albeit a pain in the butt....). I'm on a Mac.
1/. Move the file folder of the album you wanna change from the Music folder to another locaction (I used desktop)
2/ Delete the album in iTunes (inc the cloud)
3/ In iTunes add the file folder from wherever you put it. It will add in with the old/wrong art.
4/ In iTunes go to GET INFO and drop the NEW artwork in. It will now change the art once and for all.
I have 3 macs and an iphone and an ipad attached to the account. Seems to work...