<nitpick>you'd be better to go to Chicago Ave and make the left off LSD at the light if the traffic isn't backed up from the light (hit or miss at 6pm), you can actually avoid all lights that way and just hit a couple stop signs.</nitpick>
That turn left exit to Chicago Ave from LSD is a danger zone. The left turn lane is not long enough to hold traffic when it's backed up and cars are known to be at a complete stop right after the Randolph St entrance to LSD that comes in from the left side
Oh and back to topic, count me as #3 who thinks you will not make it, with or without traffic, car or cab or Orange Line