Starting a couple of days ago, I decided to focus on downtown Chicago zones 7 (Millennium Park, Loop & Grant Park Area) and 8 (North Michigan Ave - River North Area) for my upcoming stay, Sunday Dec. 16. I figured I would try my luck bidding low at the 4* level. Based on BetterBidding wins and Hotwire I thought I might get a room for $60 or a bit less. Eventually, however, I decided I'd rather save some money and get a hotel with a pool (few if any of the 4* hotels in this forum's list have one), and shifted to 3.5* and 3* properties. I also narrowed my search to zone 8, realizing that street parking wouldn't be an option in zone 7. Following a failed 3* bid of $40, where I was offered a re-bid without changes at $50, I tried again at $43 and was successful, winning a night at the Four Points. Total price including taxes and fees is $57.09. For reference, bidding at 4* in zone 8, when I hit $53 I was offered a re-bid without changes at $64. Bidding at 3.5* on zones 7 and 8 (together) I hit $50 with no bites. All bids were made using the BB PRICELINE link.