Originally Posted by shadrach
"2)may i suggest harold's chicken shack on kimbark and woodlawn, something i know conne would especially enjoy.
+1 I lived on this while I was in college. I highly recommend a half white, hot sauce, extra bread, and a strawberry Nehi.
Originally Posted by Crane's
Conne needs to go to Rush Street for an evening. No visit to Chicago is complete without going there.
Hate to differ with you, Crane, but Rush & Division is tourist trap. Would avoid like the plague.
Originally Posted by JRB
Shopping on Clark Street, start downtown and go north. Lot's of unique shops, and some that sell the same stuff as on Michigan Ave, but 20% cheaper. And you'll want to do the during the daylight, most likely.
For hot dogs there's none better than the Wiener Circle. It's on the North End of Clark, once you past it there not much shopping left. They're the best true "Chicago Dog" in the city (IMHO). A block or so over is the Lincoln Park Zoo. The zoo is free, parking is not. It's a classic zoo, a proper ape house, big cats house, zebras, flamingos, etc.
Another vote for drinks at the Hancock. The view is fabulous and worth the overpriced drinks.
Ed Dibevics is a great dive downtown. It's classic diner food and the waiters/waitresses are in character. We had one that gave our 70 year old bus driver a yelling (all in good fun) and another time had Marylin Monroe.
There's a church across the street from the Hancock. It's gorgeous and a sanctuary from the downtown. It has an open courtyard and is worth spending 5 minutes just walking through.
If you're going when the weather is good, evenings down at Grant Park are real nice. Right around Buckingham Fountain they'll be music playing, sometimes there's a street performer or something. Usually it's just a nice place to chill out after a busy day. Don't stay too late though, right around dusk and a little after is best.
Church across from Hancock building = Good
Ed Dibevics = Bad Agree with OTC, it's another tourist trap.
If you are looking for BBQ, I would skip Ribs-n-Bibs and just make the trek down to Lem's. It's on the southside, but it's totally safe. If you have a car, drive out to Westmont and go to Uncle Bub's. You'd never think it, but it's legit BBQ out in lily whiteland.