You're comparing signal coverage of a station on the Empire State Building in New York and one on a tower in Bucks County, PA on different frequencies, coming from opposite directions, one that has mountains between it, etc...
Here's an analogy you might understand. Jimmy lives two blocks north of you. Joey lives three blocks away. But to get to Jimmy's house you need to walk up 5 flights of stairs, be chased by multiple dogs, and at certain times you may need to dodge someone who wants to beat you up. Even though Joey lives further, it is a clearer path to his house so you'll get there sooner.