1. Here's a list of every Chicago quarterback who ever (in a single season)threw for more than:
A. 4000 yards
Nobody. It has never happened. Ever.
B. 3750 yards
Erik Kramer (1995)
C. 3500 yards
Erik Kramer (1995)
Jay Cutler (2009)
D. 3250 yards
Erik Kramer (1995)
Jay Cutler (2009)
Jay Cutler (2010)
2. A Bears quarterback has passed for more than 23 touchdowns in a season 4 times. Two of those seasons were by Sid Luckman in the 1940s
3. A Bears quarterback has passed for more than 20 touchdowns in a season 8 times. Only four of those seasons have come since 1961.
4. A Bears quarterback has thrown for more than 3200 yards and more than 24 touchdowns in a season twice. That's 200 yards and 1.5 touchdowns per game. Kramer in 1995 and Cutler in 2009.
5. There have to be a bunch of different factors for these stats (wind, cold, snow, cow pasture field, coaching, philosophy, cruddy qb play, poor drafting of wr and qb, rb tradition, defensive tradition, etc), but the history of the forward pass in Chicago would lead me to look elsewhere for a fantasy qb because even if Jay has the best season in the history of the Bears franchise, it likely won't be enough to win your league.
6. I'm a Trestman fan, but offensive minded coaches have come to Chicago before.