A writer for Yahoo sports wrote a piece with her recommendations for enjoying Wrigley Field.
I agree with a lot of what she wrote, but I think everyone has their own preferences and routines.
As for me, I usually sit in the same seats (section 228, row 2, seats 5 & 6) because I share season tickets, but when I buy from a scalper, I'm looking for bleacher seats in the cold weather (every month except for July and August basically), and shady seats (just under overhang, in the first couple of rows) in the hot or rainy weather. If it's a beautiful day, I go for best seats available.
My regular seats are also by the two most important concession stands at Wrigley...the grilled hot dog wagon, and the Beers around the World stand. Why pay $6.75 for a Bud Light when you can get a Becks for $6.50? And those hot dogs with the grilled onions...mmmm. My mouth is watering just thinking about it.
Those two concession stands are so important to me that I'm actually only going to one game this year before April 24th. You see, I'm giving up alcohol and meat for Lent this year, and can't have either of them before Easter on April 24th. (I call it "Extreme Lent"). I've watched a Cubs game without having a beer before, but I'm not sure I've ever gone to Wrigley without having a hot dog. I'm afraid I'll break out into a cold sweat.
By the way, if you're interested in getting a more detailed description of my Wrigley ritual (and boy am I a creature of habit), the main character in my first novel "$everance" goes through it in Chapter 29, starting on page 190.