I can tell you this if stop and go is that bad, regardless of what the jeep's sticker says it won't get it. I used an ex-gf's manual trans Civic for the hell of it one week while she was away. Only b/c I love stick, so much for great gas mileage I was barely getting 18 mpg (I don't forget b/c I filled the damn thing so often with that itty bitty tank), could have been b/c I got on the gas more then normal but that was b/c I was used to my trucks effortless V8 torque, damn Civic felt gutless lol.
If your real worried the situation, this is what I would do. I have a friend up in Chicago, your roads and traffic suck. You want something comfortable and great on gas. Get a slightly used diesel Passat or Jetta. Great on gas, and the Passat is especially comfortable. I have a friend who's had a diesel Passat that's stick, never had a problem with it. Seems the gas engine models are more prone to stuff, go firgure. Plus the diesel torque down low makes stop/go traffic pretty easy even with a manual trans.