I'll be visiting Chicago later this year for a trade show, and I'd like to try to squeeze in two dates, if my heart and my hips will take it. The show will be at McCormick Place. Would I do better to stay downtown, or maybe near O'Hare, or other areas? I usually will ask for incall, so a nice hotel is what I'll be looking for, but I'm not a $300 per night kind of guy.

Just areas, no hotel names necessary. Thanks in advance.

I meant to say that I usually ask for "outcall". Must be that age thing again.

You should be just fine downtown, or at one of the hotels at or near McCormick Place.  Happy hobbying.

RRD

Stay downtown.  O'Hare would make a long commute to McCormick and you have just as many, if not more, ladies to pick from downtown.

If the trade show is a big one and/or in the summer months, best to book your hotel ASAP to try and get a good rate.  They'll be jacking the rates up pretty soon (if not already) for the summer season.

You go up or down from $300?

even though I like nicer hotels, the less I spend on the room, the more I have to spend on the ladies.

Suggest you book a room at the Essex House, nice clean hotel next to the Hilton.  About two days before you leave, do Price Line as hotels will have cancellations and will want to fill their rooms.  You generally can get good deals.  Also, if you are over a weekend, the hotels may have weekend specials due to cancellations.

There are some decent places on S. Michigan and all over the loop that will be convenient to MP and your meetings. Try Hotwire and Hotels.com. Start with 4 star hotels... if you are lucky, you should find a 2 star price.

if that's the case, then bid for your room on priceline.com.

you should be able to get a room at a four star hotel for $75-90.

with that savings, you can invite me over when you arrange for doubles (LOL)

Happy Hunting...

Thank you, friends. Between the posts and PM's, you've all been a big help.