USB Playback order is wrong

Ive just had the same problem with my Kenwood KDC-W6041U
What has worked for me was to rename the tracks at the beginning of the file name i.e.
01-track
02-track

Not
track-01
track-02

Hello sweetkc73,

If you are just dumping the files all into the root directory they will simply play in the order that they were copied to the USB device.

You can change the order of play to whatever you want by creating separate folders and doing a "cut" and "paste" of the MP3 files. Look at the tree contained on page 16 of your manual. It shows the first track played will be the 1st file in the 1st folder. Then successive tracks in the same folder. Then the 1st file of the 1st nested folder, and so on. When all of the files in all of the nested folders have been played, it will advance to the 2nd folder and play the 1st file. Ad Infinitum, until the last file in the last folder.

After arranging your songs in folders in the sequence you want them to be played, you can use the search by entering the Multi Jog Select Mode, turn the Control Knob to switch between folder/file, and press the Control Knob to select the folder/file. Return to the previous folder by pushing the Control Knob LEFT. Return to the root folder by holding the Control Knob LEFT for at least 2 seconds.

Hope this helps.