Road networks in most cities in my country are like someone just dropped a pot of spaghetti. The oldest urban areas here are at most 150 years old too, so it's not like we can blame the Romans.

You should become a cabbie in London. They all have to memorise 320 routes, 25,000 streets and 20,000 places of interest, e.g. hotels, stations, tourist attractions and so on. It's called The Knowledge. There's some evidence that mastering The Knowledge actually alters the structure of the brain!

This only works in cities with naming schema that work that way. For my city, if I wanted to go to my old college, I'd drive to Columbia Parkway and have to take Martin Luther King Jr Boulevard all the way in, or divert through downtown to Victory Parkway otherwise. Some places in the city are named logically or you know where they are, but outside of downtown, you abandon the 5th/6th/7th sort of scheme in many cities in America that weren't initially Planned Cities.

Now, you can do this in a handful of American cities (Indianapolis, for instance), but not most of them.