Looking for office event space rentals in Chicago for 20-30 people. Any recs outside of a wework?

Does anyone have any recommendations for an awesome dinner & activity experience in Chicago in the May timeframe? Looking to host a field event in Chi-town for a Director + audience of about 15-20 people. Appreciate any reccos 🙏

Looking for recommendations for the BEST hotels in the US (high end luxury, incredible service, more modern in style, easy to get to!) for a group of about 40 to book rooms and meeting space! I have Rosewood Sand Hill and Andaz Scottsdale on my list so far

Does anyone have a restaurant recommendation in downtown Austin (55 pax)? Somewhere with either a private event room or smaller spot for full buy-out.