I stayed at the Holiday Inn Chicago (Mart Plaza) with some friends in a double room. The room was a tad bit pricey but since three of us were paying it didn't matter. It's located right next door to an El stop and the views of the river and downtown Chicago were GORGEOUS. We fell asleep looking at the Sears Tower.
The room was very clean and the service was excellent. The concierges on duty was extremely helpful giving us directions and tips when we needed them. One concierge gave us an entire itinerary for a night in Boystown (a great bistro and then some great clubs to go to). I highly recommend it if you can afford it or if you are splitting the cost with someone else.More