Character mistake: The Rufus hologram states that he first brought the phone booth to the Chosen Ones (Bill and Ted) in 1989, referencing events of the original film. While that was the year the first movie came out, it took place in 1988 (indicated by the opening title card and dialogue throughout the movie).
Character mistake: There are signs out front as the Spenglers arrive at the dirt farm. One of the signs is a call back to a scene in Ghostbusters 1984. In the scene, Ray quotes the book of Revelation: "And I looked, and he opened the sixth seal, and lo, there was a great earthquake. And the sun turned black as sack cloth, and the moon turned blood." When Finn Wolfhard reads it he misquotes the line saying "The sun became as black as cloth."
Character mistake: Whenever a YouTube livestream by jacksepticeye is shown, his name in the URL is misspelled as "jackspecticeye," and his username is spelled with a capital J when it should be a lowercase j. (00:30:16)
Character mistake: They keep calling the vehicle a milk truck but it says "ice cream" on it. (00:23:55)
Character mistake: Tyler said, "Charlie says you're [Ben] gonna tell your folks that you got that girl pregnant this weekend." "This weekend" is a misplaced modifier. Ben didn't get the girl pregnant this weekend; Ben is supposed to tell his folks this weekend that he got a girl pregnant. (00:22:15)