The photo is obviously of Ron Santo, Cubs third baseman, and Tommy John, White Sox lefthander. They’re clearly at old Comiskey Park. Here’s the full photo:
The Cubs and White Sox played an annual mid-summer exhibition game to benefit boys baseball in the Chicago area from 1949-72. Often, it drew large crowds, as you can see in this photo, there’s nearly a full house. In those days, long before interleague play, the Cubs playing the Sox was a novelty.
So when was this? There are enough clues in this photo to suss out the date.