Sometimes bigger really is better. Like when you are merging companies and want to get economies of scale. Or when Taco Bell decides to give you even MORE meat and cheese for the exact same price as before. Well the Hyatt Regency in Chicago falls squarely into that category for Windy City bachelor parties too. This humongous hotel is home to over 2,000 rooms, making it more like a Vegas destination than a Chicago property. With a place this size, your party will get the benefits that come with it: cheaper rates, strong amenities, and a more consistent and reliable experience than some of the boutiques. For that we’re willing to ignore the fact that it has the personality of a shower curtain salesman from Tacoma, who also may be there on a business trip.