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I'm planning a little getaway to Chicago for a few days in October. I've never been, and am looking for ideas for places to stay, whether it be neighborhoods or actual hotels/B&B's. (And a bit of specific advice on things to do -- details inside!) [more inside]
Last minute plans for vacation went south. How best to salvage a mini Chicago vacation by myself? [more inside]
We are headed to Chicago second week in April with a 10 year old. I've always wanted to take him to the Field museum so that is on the list. What else is a really terrific and uniquely Chicago thing to do with a kid? Doesn't have to be ONLY for kids. I am not interested in a kids' museum, aquarium, or zoo, etc. unless it's a particularly good one - I just feel like we see plenty of those and can do that any time. I'd also love suggestions for any good, unusual, and fun restaurants that a kid might also enjoy. No car.
November 16, 2018
I'll be heading with a friend to Chicago on 12/1 for a concert. I'd like to go someplace fun and unique for dinner before the show. I would rather not spend more than about $100 for the two of us. [more inside]
July 20, 2018
I'm taking the IO Theater's intensive improv summer program right now in Chicago. Awesome fun. Me and my classmates are looking for recommendations on the hottest improv shows. Standup too. I've seen Improv Shakespeare and was blown away. Also Hitch*cock and Matt Damon Improv at Annoyance Theatre.
July 5, 2018
I'll be in Chicago next week for a conference and will have most of the day Tuesday and a small portion of Friday to do what I'd like. I am especially interested in places to photograph (but don't have to limit yourself to that). Any suggestions? I will be staying basically corner of Michigan and Ohio St - not too far from Chicago Riverwalk.
July 2, 2018
Where in Chicago can I get my car underground as cheaply as possible? [more inside]
May 10, 2018
Moving from Los Angeles to Chicago. What are some of the non-obvious things to know? [more inside]
April 3, 2018
My mom and I are meeting up in Chicago in a couple weeks and I'd like to find a non-touristy place to get good deep-dish pizza. I've been to Chicago once and she's never been there. It looks like we'll be near the Donald E. Stephens Convention Center and we'll have all day Saturday and Sunday morning there. Nothing more inside except pizza in ma belleh.
February 16, 2018
My partner (white) and our youngest son (black) are in Chicago this morning. The 10yo really wants to see Black Panther, and it occurs to my partner that this could be an opportunity to see it a) on opening day, and b) with a black-majority audience. Where to go? [more inside]
January 29, 2018
Chicagoans! Now is your time to tell me not to worry so much about crime, that it's grossly exaggerated by paranoid outsiders, and that I should just exercise common sense -- and go ahead and rent this place at LaSalle and North Ave in Old Town. [more inside]
October 4, 2017
I'm in Chicago, and I need to be in the Loop this afternoon. Right before seeing my friend in the Loop, I'm going to have an important phone call from home. Where's a good place near Millennium Park for me to take an hour long private call?
September 28, 2017
Pre-and-post marathon dining destinations sought. [more inside]
September 26, 2017
I am going to be flying in/out of Midway in a few days. I've flown out of O'Hare several times, never Midway, though. The company I'm doing business with has changed my itinerary, such that my last meeting with them is 3:30-4pm and my flight departs at 5pm. Convince me that this is not a terrible idea. [more inside]
September 25, 2017
The Chicago Architecture Foundation is opening up 200+ locations for free tours during the annual Open House Chicago event. Out of this list of locations, what are the most rare and beautiful sites I can view? [more inside]
September 5, 2017
How can I see a friend during a four-hour layover at O'Hare? [more inside]
August 17, 2017
I will be visiting Chicago in the fall. Please tell me what gives Chicago its own unique sense of place. Bonus points for places you would take a special person, places with a strong sense of place, things that are highly typical of or unique to Chicago, restaurants with wonderful food, striking or unusual architecture, neighborhoods to explore [more inside]
August 12, 2017
We are in Chicago for the weekend visiting an elderly relative. He doesn't get out much beyond his immediate area and I'd like to take him somewhere today for a little visit and variety. He's not very mobile, but doesn't use a wheelchair. Someplace nice to sit with a coffee is fine, or a nice neighborhood to drive around, any other creative suggestions would be really helpful!!! Easy parking for us is key.
July 11, 2017
At water tower from 10am to 4pm with baby & stroller. How should I fill the time. I have done this with my older kids and we went to Navy Pier and had a great time. This time I have my 2 month old while my awesome wife is at the Loyola water tower campus for a conference. I am looking for something stroller accessible (regular stroller, not a city stroller), fairly uncrowded, and with AC. [more inside]
June 23, 2017
My wife and her under-21 sister are going to her first Chicago Pride. They want to scope out the nightlife tonight, but finding under-21 bars online is fizzling out. Any locals know of gay or gay-friendly venues that accept under 21s? [more inside]