Given your parameters, definitely do not stay at the South Loop Hotel, dummy. (Oh, wait, it was Fred who called other people dummy. ;) ) Just don't. To stay close to Loop/River North and public transportation, you'll have to budget for parking. Palmer (extremely well located)/Grant Park Garage wouldn't be a bad combination, if it's within your budget. As Aaron mentioned, what's your daily lodging/parking $ limit? If you insist on free parking, there are B & B's that do offer that, but you'll probably pay about the same as hotel + parking garage. I'm guessing that the three of you will share a bedroom (or a suite). For example, House of Two Urns, a few blocks from the Division stop on the Blue Line, has their "Alcova" room, with two queens and a twin, for 135/night.