Uploading images to CKeditor in a file field way?
I'm not 100% sure but maybe insert module is a suitable solution for you.
INSERT:

Insert is a utility that makes inserting images and links to files into text areas or WYSIWYGs much easier. It adds a simple JavaScript-based button to FileField and ImageField widgets. When used with ImageField and ImageCache, images may be inserted into text areas with a specific ImageCache preset.
This module was previously known as FileField Insert.