Do your plastics have the art on top or underneath?

Scan at Staples, pay an artist on Fiverr to redraw and print on white sticker paper.

You can cut the plastics yourself or use a laser cutting service.

Some of the fonts look like https://www.linotype.com/651044/futura-pt-family.html or some kind of Futura

The "C" and "G" in particular.

I screenshot the "Sample" text, autotrace it in Inkscape and scale / strectch the letters to size. Sometimes have to draw by hand but not too often.

Futura is not a modern typeface, it was created in 1927. If it was hand-drawn, someone was copying Futura. Useful as a starting point anyways.

Later machines have fonts that look much more refined -- probably using Letraset?

Also wonder whether they could have used one of these?

I've got one, need to try it out one day.

These woodrails definitely have a hand-drawn look to them. When I redrew a 1970 playfield it looked like Letraset -- much more regular and refined certainly.

Try using skew to create the italics in A N D -- it doesn't look just like rotated letters