1. The first several dates with any girl could (and should) easily be done in a lounge, which you listed as costing $9.52.
2. How many are considered to be the first several dates can vary bein gavra l’gavra, but l’chol hadeios it could be the first two dates.
3. So the higher costs are really only kicking in starting on the third or fourth date. How many different girls do you even get that far in numbers of dates? Most dates that don’t work out, stop before too many dates occurred. So you only incurred the lower costs of the first or first few dates.
4. You wrote that even other than lounges you found, effectively, cost-free dating venues. You can re-use those same cost-free, or almost cost free, venues every-time you reach a third or fourth and higher number of dates with each different girl. Just because you went somewhere already with a different girl doesn’t preclude you from going there with another girl. After all, your very worthwhile goal is to reduce costs.
5. Many of the venues you listed, especially the higher cost ones, are completely inappropriate for a Yid to be dating at. And they should, and easily can, be avoided. Movies — really? Goyishe professional sports arenas? C’mon. Even eating out dinners you can find much lower costs eateries than you listed. No one needs to show off what a fancy shtaty guy he is by going to La Mizerei (or whatever crazy names these restaurants use.)
6. There’s a lot be said about the very Yeshivish and Chasidish dating systems. Virtually all of your diatribe would be entirely inapplicable in those systems. I assure you that our Zeidas and Bubbes in the Alte Heim did not date in fancy restaurants — if they went anywhere outside of their homes altogether when meeting prospective futures Kallahs. And they found very good shidduchim.