This is some nice old footage.
The first part is the 1930 flag raising of the 1929 pennant. Based on the games on the scoreboard it must have been June 21, 1930.
The second part is from Game 1 of the 1929 World Series. Note sidearmer Howard Ehmke warming up for the A's. He was the surprise starter for that game. Connie Mack passed up 20 game winners Lefty Grove and George Earnshaw for Ehmke. Mack thought Ehmke's style would work aganist the Cubs and he was right as Ehmke won 2 games in the series. Grove didn't start a game in the series. Charlie Root is the pitcher for the Cubs.
Some good shots of Wrigley from that era. There is also a brief shot outside the park of the Herald Examiner's old scoreboard where fans could keep up with the game.