A long time ago some members of this group convinced me keyless drill chucks were the way to go. The seemed to work ok on the face of it and even though the air I bought were pretty cheap they were better made and more concentric than any keyed chuck I owned at the time. American or import. The thing is in some ways they weren't better. I still spun a drill once in a while and they self tightened with bigger drills and heavy loads pretty badly. More so on the drill press if I put some elbow grease into the armstrong lever to keep good chips cutting. I got in the habit of keeping a couple pairs of slip joint water pump pliers on the work bench. The chucks holes for tommy bars in the chuck body and in the ring, but pliers are bigger and harder to misplace.
I acquired (not sure where exactly) a couple half inch shank keyless mini chucks. I think they are integral, but I'm not 100% sure. They actually worked pretty good and I never recall having any issue with them at all. I also never used them with drills 1/8 or larger. I actually put them in 1/2 inch tool holders on the Hurco mill and always hand tightened them off the machine. Grip the tool holder and the chuck with opposite hands and twist. Never a problem... with small drills.
I figured the hand tighten was just a function of tiny drills, but a few weeks (or months) I discovered if I held the taper in my hand I was able tot tighten drill chuck better both keyless and keyed than if they were mounted in the tail stock taper. Even if I locked the tailstock. Hard drill still requires a little extra umph to make sure they don't spin, but it was easier when held in my hand.
Then I got what is probably the best drill chuck I own last year. When I ordered the new mill I ordered some new tool holding to go with it. I gave all my R* stuff to the guy who bought my RF30 several years ago, so I needed new R8 stuff for the new South Bend. I financed the machine, but I didn't want to buy tooling form that vendor, so I had to pay cash for that stuff. I went to Shars to see what they have. Yeah I know Shars is an import vendor, but all lot of the stuff with a name on it and I've gotten pretty good at figurig out what their good stuff is. I've got Vises, height setters, and some inside micrometers (with carbide pins) from them that are useful every day in my shop. Anyway. I bought an Integra with an R8 shank. This thing is crazy concentric. I've only indicated the tool at a couple diameters, but less than a thousandths at any diameter I have checked. Here is the thing. It comes with a spanner. I hand tighten a tool without pulling it out of the spindle, lay my hand on the spindle break and give it a modest (No reefing required) snug with the spanner and its ready to go. No spinning and it also does not seem to self tighten. A couple months ago making a 3 Pt multi hitch (drops into my quick hitch) for the tractor I had to punch some decent size holes in steel tube and steel plate. At one point i was putting some weight on a 1 inch drill to keep cutting real chips. I knew it was going to self tighten, but it didn't. One hand on the spindle brake and a modest to firm push on the spanner and it loosened right up.
I still use a fair number of Jabobs style drill chucks with the splined drive key, but I tend now to just leave common drill sizes reefed down hard in those for use on the lathe and have morse taper drills (some in adapter sleeves) for the most common sizes. I ordered a couple (no name) keyless integral chucks with an MT4 taper for the lathe just on a whim the other day. In the picture they looked just like the Integra, but with an MT4 shank and a black chuck finish instead of the silver satin finish of the Integra. They look like they could have been made by the apprentices at the same shop that made the Integra. The are smooth, but not as smooth. The are decently finish, but not finely finished. I tried them out of the lathe and they work for heavy drilling and light drilling as well as the Integra works on the mill. The Integra came in a box with a spanner. These came in a plastic bag without a spanner, but the Integra spanner is a perfect match. The Integra and these new ones only have holes in the chuck body.
Was there a point to this post... well maybe that many "keyless" chucks aren't really keyless. Even good ones. Other than that this was just a ramble of random experience acquired over a few years which may contain a nugget or two. Maybe also that generally with my limited experiences the integral shank keyless chucks seem to work better than those that mount on a Jacobs taper.