The answer to your question is simple.
There simply aren't a lot of opportunities to do it. You have to live in an urban core that has high walkability. Most of America is not like this, or even close to this.
And even if it was...
The times have changed. Interactions are mostly done online via IG or swipe apps. Young girls (25 and under) will find you weird if you approach in broad daylight, unless you are given clear indicators of interest (she is staring at you, smiling, etc.). These indicators of interest would more likely to be present in a bar, where women typically go with the expectation to be approached.