First time looking at a Chicago Coin schematic. It's a bit different. I thought maybe I could help but I think I will follow and learn.
Mike.

If the 100 point relay fires and you're sure the switch on it to the score reels (green-black wire to black wire) closes the problem is probably in getting through the Player Control step unit (at E4 on the schematic). If you jumper around the Player Control unit from the black wire to the green-yellow wire for example does the player 1 score reel work?

/Mark

If you can put a jumper between the black and green-yellow wires (in the red boxes) and have the player 1 score reel advance when you hit a 100 point target then everything works apart from getting through the Player Control unit:
Hee Haw Score Reels (resized).jpg
At this point you need to trace the path through the Player Control unit from the solder lug to the wiper(s) and out to the other solder lug. From the manual it looks like most of the wipers on the Player Control Unit have two wipers stacked on top of each other:
Hee Haw Player Control (resized).jpg
Maybe one of the wipers isn't touching the board below it? You'll have to figure out which one controls the 100s score reels.

I believe MarkG is suggesting that you should look at the wiper(s) on the player control unit itself.