Google Maps does this to a certain extent (but it might need some learning period). At times you might notice the route it suggests you is labeled as "best", no

Google Maps does this to a certain extent (but it might need some learning period). At times you might notice the route it suggests you is labeled as "best", not as "fastest". Usually, for example, it sends me via the highway even if it is theoretically 2 minutes slower than the alternative via tons of small roads / intersections. Maps is also pretty smart in estimates in general, it takes intersections and the average wait time / time lost into account. In addition to that, Google Maps has recently added a "regular routes" feature in the personal content settings. Their description: "When providing directions, suggest routes you regularly take based on your Location History.". I have noticed that after overriding the route Maps gives you and doing something else, if it's close enough in theoretical time, Maps will pick your 'preferred' route by default after a while. The original Maps route will still be shown while driving (as one of the grey alternative routes).