Chicago Hotel Recommendation

Where's the concert at? In general, you want to be near public transportation but even that is dependent on where the venue is located. I'd avoid the loop regardless. 

Like above said, avoid the loop if possible.

Waldorf Astoria is very nice, not too far from a redline stop.

Anywhere in O block is pretty nice in the summer

I'm partial to the Palmer House Hilton for a relatively affordable but upscale option. The rooms are somewhat plain and a little on the dated side, but it's a gorgeous classic hotel with a perfectly central location near multiple CTA stops, the Metra if you need it, across the street from the Art Institute of Chicago and Grant Park, etc. Pretty easy access to most of the city

Trump International Hotel

The Drake is cool, right off lake shore drive

Thompson Hotel. Nice hotel in Gold Coast