Shot of Wrigley at 1:08 is really interesting… there’s what looks like a set of grain silos between Clark & the field itself and what looks like a “road” that isn’t there anything more leading back towards to the southwest… seemingly an old rail line that leads back to the Brown Line… you can see the path an as alley and filled-in right of way now.
Assuming it was all filmed in just a couple of months, it’s summer 1945. All the cars have orange on black license plates.
The rail line you can see next to Wrigley Field was the Milwaukee Road (previously discussed), a line that originally went as far north as Wilmette. Near Irving Park Road, what’s now the Red Line L jogs over to use the same right-of-way, and eventually the L took over the trackage, even delivering freight cars at night into the 1970s. Those are coal (not grain) silos near the ballpark. Collins & Wiese Coal Co. was where the McDonalds is now.
Here are all the MLB uniforms used in 1945, none in the film match those used by St. Louis. Assuming those images are more accurate than the ones in the book I have, the Indians are indeed the ones visiting the Sox.