I think it's a custom job. Seems like a pretty simple thing to program... assigning
[email protected] or
[email protected] to forward to a specific email address.
I'm not saying this is something you could pay $100 to have custom coded... but this isn't a highly complicated thing to get done.
Both grossly underused domains, IMO. Chicago.com could do way better as a city portal site just like Boston.com, and the obvious end user for Power.com (in my opinion, anyway), is JD Power and Associates.
Their site is presently jdpower.com... but think about how many people get confused about typing in, say, "jdpowerandassociates.com", "jdpowerassociates.com", "j-d-power.com", and so forth.