Reddit reviews The Cubs of '69: Recollections of the Team That Should Have Been
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Used Book in Good Condition
The sidebar of the desktop site here has a good variety of Cubs related blogs/podcasts in the News/Analysis/Podcasts area.
As far as books go, I recommend reading Ron Santo's biography. He is a very important figure in Cubs lore. Ernie Banks and Billy Williams as well. Ernie lived a very interesting live.
The Cubs of 69 is another good read. Apparently you can get it for $1 on amazon right now.
https://www.amazon.com/Cubs-69-Recollections-Team-Should/dp/0809241560
I'd also watch the ESPN 30 for 30 film Catching Hell. It details a lot of important information in Cubs history.
On top of that there is a TON of history with the Chicago NL franchise. I could go on forever.