October outsnowed November in Chicago, which has happened several times since records began. Here are the stats for those years and the resulting seasonal snowfall amounts.
Year: Oct snow, Nov snow, Total
1913: 1.9", T, 28.2"
1923: 0.7", T, 27.6"
1929: 0.7", 0.1", 58.2"
1952: 3.0", T, 23.4"
1957: 1.9", 0.5", 20.0"
1967: 4.4", 1.2", 28.4"
1989: 6.3", 3.9", 33.8"
1992: 0.3", 0.2", 46.9"
2019: 4.6", 3.7", ???
This year has a head start on all of the years above with the exception of 1989, but overall, I wouldn't read a whole lot into this. Just throwing it out there.