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August 17

Magical, Offbeat Chicago

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]
posted by sleepy psychonaut around Chicago, IL at 8:13 AM - 17 answers has best

August 12

Quick suggestions for easy activity w 90yo in Chicago

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.
posted by leticia around Chicago, IL at 9:38 AM - 11 answers has best

July 11

Chicago with Baby.

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]
posted by dstopps around Chicago, IL at 11:20 AM - 3 answers has best

June 23

18+ Gay Bars/Clubs in Chicago?

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]
posted by zug around Chicago, IL at 3:02 PM - 3 answers

May 31

Vacation in Chicago - safe neighbourhood & stuff to do?

My girlfriend is staying at an Airbnb in Chicago near the intersection of S. California Avenue and W. 18th Street next to Douglas Park (North Lawndale/Little village?). Her work colleagues expressed some concerns about crime there and she just wanted to hear your impressions of the area (and possible "ground rules") from the Mefi-community. Secondly (and likely more interesting) what would be some fun, low-cost experiences for a late 20s girl who loves to explore and see a city from the ground up - sights/people or even events this coming weekend.
posted by mathiu around Chicago, IL at 4:18 AM - 21 answers has best

March 29

Help plan a road trip NY to NC, June, with a nearly 4 year old.

We're loading up the car and heading to North Carolina for a wedding in late June, from Long Island. I'd love some ideas and tips for things to do, places to stay along the way. We're planning to break the trip up quite a bit and make an event of it. We've never roadtripped with the li'l dude before though and we don't really know how he'll handle things like hotels, long drives, camping(?), etc. Any thoughts and ideas are welcome. [more inside]
posted by Shutter around Chicago, IL at 6:23 AM - 10 answers

March 13

My kind of town

We're going to Chicago April 18-24. We're a dyke couple in our 40s plus a 14 year old kiddo. Our interests include: music (singer/songwriter or rock/punk continuum), theater, books/zines/comics, delicious foods of all types (two of us are vegetarians), history/walking tours (especially exploring race/labor history/activism), queer things, stuff we wouldn't find outside of Chicago [more inside]
posted by latkes around Chicago, IL at 8:31 AM - 17 answers

January 22

Chicago Trip + HAMILTON

Help me plan a quick Chicago getaway! [more inside]
posted by sprezzy around Chicago, IL at 7:19 PM - 5 answers

October 18, 2016

Chicago Mefites - Help me find a last-minute inexpensive room

Looking for help finding a last minute room near Chicago's River North district without breaking the bank [more inside]
posted by downtohisturtles around Chicago, IL at 7:46 AM - 12 answers

September 13, 2016

Get on train, relax.

Ideas for a low-key weekend trip on Metra from Chicago? [more inside]
posted by ohsnapdragon around Chicago, IL at 2:25 PM - 9 answers has best

July 18, 2016

July 4th Chicago fireworks from a hotel balcony?

We live in the Chicagoland area and next year, instead of dealing with the transit/parking/waiting/crowds aspects of watching the Navy Pier 4th of July fireworks display, I thought maybe we could just get a hotel room nearby with a balcony view and watch from there in comfort and style. It seems like many people pull this off every year. What will I need to know? [more inside]
posted by DirtyOldTown around Chicago, IL at 2:42 PM - 7 answers

June 13, 2016

What's good, Chicago?

We're hitting up Chicago this week, from Wednesday through Sunday, for a wedding on Saturday. Looking for tips on what not to miss. [more inside]
posted by disillusioned around Chicago, IL at 6:52 PM - 20 answers has best

May 18, 2016

Chicago, Chicago, I'll Show You Around...

My wife, our 15-year-old daughter and I are going to Chicago the last week of June (June 26 - July 1). We're looking for some ideas of things to do that AREN'T the usual highlights. [more inside]
posted by briank around Chicago, IL at 8:24 AM - 22 answers has best

April 3, 2016

Off the Beaten Path: Chicago with a 7 year old

My wife is travelling to Chicago with our 7 year old son tomorrow, and she'll be in town through Wednesday. She really only has 2 items on her must-do list right now: the Field Museum & the Museum of Science and Industry. Any other ideas for off-beat food / additional attractions that might be in the same general areas? We can find the traditional "touristy" stuff easily enough, but I'd love to hear suggestions with more of a local flair - - the kind of things you'd never know to try unless someone tipped you off...
posted by richmondparker around Chicago, IL at 11:29 AM - 11 answers

March 29, 2016

Locations in Chicago

Chicago! I need your help finding a location for a photo shoot! [more inside]
posted by triggerfinger around Chicago, IL at 5:01 PM - 8 answers has best

February 25, 2016

How busy is Midway (MDW) Airport at 5am on a Friday?

Long security line at 5am on a Friday, or zip right through?
posted by Jason and Laszlo around Chicago, IL at 4:16 PM - 4 answers has best

November 17, 2015

Where to stay in Chicago?

I'm looking for two hotels in Chicago, one convenient to Lincoln Park/Lakeview and the other one convenient to Wicker Park, for a weeklong stay for 3 people. A consideration is that we will have a car that we will be using frequently. [more inside]
posted by andrewesque around Chicago, IL at 8:06 PM - 4 answers

September 22, 2015

How do I enjoy winter biking in Chicago?

I tried biking through the Chicago winter in the past, and was just miserable. How can I make it enjoyable? [more inside]
posted by Squid Voltaire around Chicago, IL at 9:11 AM - 26 answers

August 5, 2015

Chicago at the end of September

I'll be visiting Chicago from 9-24 through 9-30. I'm looking for recommendations on where to stay, hopefully near rail, places to eat, and suggestions on things to do besides what's covered in CityPass. Thanks.
posted by Apoch around Chicago, IL at 6:42 PM - 17 answers has best

July 21, 2015

Introduce us to Chicago

We’ve never been to Chicago, but we’re moving there. A reconnaissance trip is in order! I’m looking for some pointers on what to do, where to go--and possibly also how to find an apartment. [more inside]
posted by snorkmaiden around Chicago, IL at 6:50 PM - 17 answers has best