Usually drill motors have a reverse (left) thread retaining screw located in the center of the chuck. The chuck however is typically threaded in the normal right hand configuration. Once the retaining screw is removed place a 1/4" allen wrench short end into the chuck and tighten, next strike the allen wrench with a soft tip mallot (counter clockwise while holding on to the drill motor firmly. This should loosen the chuck, then simply unscrew the chuck by hand. Good Luck!
SOURCE: drill chuck swap
1. Turn the screw clockwise to take it out.
2. Then you needs 3/8 allen key & insert the short side of the allen key & tighten the chuck.
3. hold the drill at the edge of the table & wack the allen key
counter clockwise & do it again as needed.
4. dewalt keyless chuck will fit but you might add a washer to insure the chuck is not rubbing the clutch collar.
5. putting it back together the other way.
SOURCE: drill chuck removal
The screw should be left hand thread and the chuck is normal thread. The 'workshop' way to remove the chuck is to remove the screw (done). If the jaws are still working then clamp a sturdy allen key in it and whack it against a workbench to unscrew the chuck. If holding the drill in the normal position you would stand with the workbench to your left and whack it down on that. If the jaws aren't working then you can grip the body in a vice and use large pipe grips or stiltsons on the chuck. Also check to see if the chuck spindle will accept a thin spanner to hold it, as this is a slightly more caring way to brace the spindle. Then you can can hold the spanner in the vice and use the allen key in the chuck and unscrew it that way.
SOURCE: Can't get the keyless chuck off cordless Makita 6095D drill.
If this is a newer tool it is probably a Torx drive screw usually a T20. The screw is LH thread and after removing it you will need to put some screws back in tool to remove the chuck. First shift the gear selector to the low setting and the clutch to the drill only. Next get a bent handle allen wrench about the capacity of the chuck install the short end of wrench in chuck and tighten. Put the chuck on a block or wood or a workbench to support is and turn the wrench to about a 30 degree angle in the counterclockwise position. The chuck has standard threads so you want to hit the wrench with a hammer to loosen it. This might take a few tries but it will work. Good luck
SOURCE: removing the dewalt DC925 'rohm' chuck
I simply placed the chuck into a large vise and turned the drill counter clockwise and the chuck spun right off no problem without damaging anything!! It does have some thread lock on the chuck but just use your man strength and its as simple as turning the lid off the pickle jar! Do not waste your time or money with the removal tool...YOU DONT NEED IT!
SOURCE: How to uninstall Portalign Precision Drill Guide
Put a suitable rod or even a large nail in the hole drilled through the shaft of the guide, and give it a sharp tap with a hammer so as to start it to turn in an ant-clockwise direction. You will then find that the guide can be simply unscrewed from your drill, and the chuck replaced onto it.
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