Very safe area. There are a couple of excellent hotels on Monroe that are a 2 block walk to Millennium Park. I love the Hampton Inn next to the theater at the intersection with Dearborn. There are 9 rooms on each floor and it is very quiet. The blue line from O'Hare airport stops 1/2 block from the hotel. Plus the hotel offers a full breakfast every day. The Kimpton Gray is also a great place to stay on Monroe at the intersection with LaSalle.

i just googled Jay Pritzker Pavilion and it doesn't show anything for this weekend...sorry

Yes

Sassafrás como já foi referido

We parked at Lakeside of Millennium Garage. If you buy the parking pass online, it's cheaper. We paid $15 for up to 8 hours of parking.

Perdón pero no fuimos en auto. Yo aconsejaría llamar al hotel, hostel o apartamento al q vas y ver si ellos te pueden informar. Para mi no es una ciudad para manejar(es muy parecida a Manhattan )tiene excelente transporte, cómodo limpio y seguro.

Yes, it seems to be dog friendly

Skip the food trucks, and go to Antique Taco for great fish tacos!

So much to do and see. Depends on what you want to explore.Definitely millennium park, jazz band, hip clubs and restaurants. Kayaking on chicago river or Go to Willis tower skydeck, it is an awesome experience and I second blue man group!

We walked around the area around 11pm. I felt pretty safe, but there were some homeless people in dark doorways on way back to the WIT hotel. Most were minding their own business, some were vocal but not threatening. As you travel anywhere, be aware of your surroundings and stay on lit side of streets you should be fine.