Hello Chi-town GAF, I am from Toronto GAF. I will be coming to your glorious city soon for recreation and wanted to get some recos on fun stuff to do. I've been there once before but it was more for work and I wasn't able to do much outside of that.
Thanks!
Nice! It'd be easier to make recommendations based on some added info:
- What neighborhood will you be staying in?
- What sort of nightlife are you into?
- Any particular food you want to try?
- How touristy do you want your visit to be? Are you into stuff like a Riverboat Architecture Tour, or would you be more inclined to just walk around interesting areas and make your own fun?
- Are you looking to do any shopping, and if so, what kinda stuff are you looking for?
For fun, here's a random great way you could spend a day in Chicago:
Morning
- Breakfast at Grandma J's in Humboldt Park
- Walk around Humboldt Park (the actual park, not the neighborhood) - lots of cool stuff to spot like butterfly gardens and public art - and take pictures.
Afternoon
- Go a bit north and buy some records at Logan Hardware. Then use your receipt to get access to the arcade in the back.
- Grab lunch at Owen & Engine.
- Go see a movie at the historic Logan Theatre. Specifically, grab a drink from their bar and see a movie with your booze in tow.
Evening:
- Hit up Belly Shack for dinner and get their take on the jibarito, a Chicago sandwich invention that's essentially a steak sandwich with fried plantains instead of bread. They sell beer there, but you should note that they're BYOB, so feel free to grab some beer at a nearby liquor store and settle in.
- Go drinking at Quencher's. It's a quality beer bar with a dive-ish, relaxed feel, and there's live shows there fairly frequently if you're into that.
- Get some post-drinking ice cream at Margie's Candies. You GOTTA do it.