Great price, but......disappointing
I stayed at the Red Roof in from 10/16/12 until 10/17/12. It was the only reasonably priced room available in Chicago that night. Something must have been going on in town because most rooms were in the $225-700 range for a Tuesday night! I booked the room on Cheapostay for $90.00, which is a great deal for downtown Chicago. The hotel is also in a great location. Only a block from Michigan Avenue and walking distance to Navy Pier.
We arrived early and were able to store our luggage while we walked around town. We were also able to check in slightly early (2pm instead of 4pm). 
The room itself was very small (which is fine), but was very old and in need of renovation. The sheets seemed clean, but the room seemed like someone did a quick once-over instead of a thorough cleaning. The biggest disappointment was the bathroom. There was hair in various places. The toilet barely flushed and the bathtub drain was about 90% clogged. I took a 2 minute shower and was up to my ankles in water, which took at least 15 minutes to drain. I also did not get any hot water from the shower.
The bathroom light was on the outside of the room and there was no exhaust fan either. 
When we returned to the hotel after dinner and a show, we let the front desk person know about our plumbing issues. She apologized, but said there were no other rooms available. We did not hear anything more about it and basically let it go because we were checking out the next day.
I would suggest renovating all of the rooms completely and firing the housekeeping manager. Perhaps a visit from the show "Hotel Impossible" is in order here....???