One of my favorite stealth routes is Wolcott (1900 W.) from Winnemac (5030 N.)
to Diversey (2800 N.) If you're taking this northbound, at Grace (3800 N.) head two blocks east
to Hermitage (1700 W.) Although this route involves a few jogs and zig-zags, it's very pretty
and quiet and most of major intersections have stoplights or stop signs. I used to use this
route to commute from Bucktown to Andersonville.
Going to the lake from Lincoln Square, I like Leland (4700 N). Most of it is one way heading east, and there are stop signs or lights at all the major intersections. After Broadway, I usually jog back up to Lawrence at Kenmore.