I have not done what you want to do, but I have thought about it. Make your dollies as low as you can with overbuilt casters that can take the weight. Jack down as low as you can go. There may be a way to use commercial car moving casters with a 4x4 strung between them crossways. Then use two floor jacks to raise first the front up an inch or two making sure you have enough down travel to lower the whole front down onto the casters, after you have removed the front jacks. Then do the same on the rear. It takes two floor jacks and some actual technique. The jacks should go down together. This is kind of like ballet to the uninitiated. This should get you as low as your can go.
I remember when I lost the complete rear wheel assembly flat towing my jeep down the freeway. The Ford, big bearing Dana 60's axle just melted off and the axle housing on that side just hit the pavement. It was on fire! No, I don't know why it happened. Seems the bearing was starved for oil, except the oil was full up on the pig. It was before sunup and I saw what looked like a shooting star corona coming off the stub axle thru my TC side view mirror. It took me all day to get it home after renting a Uhall car trailer and using the jeep's winch, an 8 ton bottle jack, a short piece of chain to hold the axle to the frame, and a high lift jack to get it on the trailer.
Here's the jack part. When I finally got home, I put my largest 3 ton floor jack under the rr Jeep axle stub end and used front wheel drive/low only to back it off the trailer. I had Jeanie just follow me around holding the jack handle and steering the jack on the rear axle. Worked fine.
You can do a lot with a couple floor jacks.
jefe
'01.5 Dodge 2500 4x4, CTD, Qcab, SB, NV5600, 241HD, 4.10's, Dana 70/TruTrac; Dana 80/ TruTrac, Spintec hub conversion, H.D. susp, 315/75R16's on 7.5" and 10" wide steel wheels, Vulcan big line, Warn M15K winch '98 Lance Lite 165s, 8' 6" X-cab, 200w Solar