When Speedy picks Babe Ruth up at the curb in front of the orphanage, there are street car tracks in the street and a street car waiting behind the cab. When the cab pulls away from the curb, there are no tracks. The street is not in Manhattan as a row of telephone poles is seen on the far side of the street, and there have been no overhead wires in Manhattan since the Blizzard of 1888 caused several fatalities resulting from falling power lines.
When Pop first stops the horse car to let a passenger off, the window to his right is up. When he resumes his route, the window glass is gone.
When the cab owner turns around and recognizes Harold at the baseball game, he takes the cigar out of his mouth twice - first with his left hand and tips his hat up, and then again with his right hand.
When Harold is driving the trolley down the street, the cop on the sidewalk walks away from the "Guilt Edge Creamery" milk store twice.
The Score Board that fans are watching outside W.C. Anderson Sporting Goods store shows the score of the Yankees-White Sox game through 4 inning to be 3-1 in favor of the Yanks. The board also indicates the numbers of runs, hits, and errors for each of the players. Summing the totals indicates the Yankees' players have 2 runs on 7 hits while the Sox's players have 3 runs on 11 hits.
In several early scenes the box score to the Yankee game is shown to keep fans and customers up to date. The Yankees were said to be playing a home game. Therefore, the Yankees should be shown on the bottom of the box score, not on top, as shown in the film.
When Speedy (Harold Swift) gets his summons to appear in court for his reckless driving, it's dated July 30, and he's to appear on August 9, 1927. A minute later he reads the "Last Minute News" column in the paper about Babe Ruth signing baseballs, and it says at the bottom (before they focus on the ball signing particulars) that he hit his 58th home run yesterday. He did that on September 29, 1927 (and actually hit two that day, bringing his total to 59). By July 30 of that year, he had hit "only" 34 home runs.
During the Coney Island sequence Harold is standing under an umbrella with polka dot cutouts. He should be in shadow with white polka dots where the sun is shining through. Instead, the polka dots are dark - casting the shadows.
The parking summons Harold got for his cab at Yankee Stadium was dated July 30, 1927. A later scene shows Babe Ruth hitting a home run. On that date the Yankees played against the Indians and won 5-0, but Ruth only got a walk that day, not a hit nor a home run nor did he score.
At Coney Island when Speedy thinks the shadows from a spotted umbrella are marks on his suit, the umbrella spots don't line up with the spots on the suit, which are obviously from a filter above and to the left of Harold Lloyd. Also, when he pushes the umbrella out of the light, the motion of the spots again doesn't match.
When the cab owner looks at Harold's two traffic tickets, they both have the same serial number on them in the upper right corner.
Although this film is set in New York City, in one scene where Speedy is in the trolley on wheels (not on a track), it stops in front of Guys Furniture Co., with its address on Santa Monica Boulevard visible on the store's sign.