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Going to Chicago...

Gibson's for the best steak in town.

Field Museum as has been mentioned.

Take a stroll in the parks between Lakeshore Drive and the lake, start at Buckingham Fountain from Married with Children. and head south.

I prefer uber to taxi's up there now.

Boat tour the river.
 
Great advice above. I’ll ad a few suggestions.

Go to Navy Pier- cool place
Art Instiute of Chicago- one of the best art museums- 100x better than the High museum here in Atlanta

Get pizza and few hotdogs. Can’t miss. Portillos is great- try a Beef Sandwich there, a hotdog and their chocolate cake shake ( no lie..they make the shake with a real piece of chocolate cake)
 
Wow! Great info here. Thanks a bunch guys. Yeah, I heard about GA carry reciprocity or lack thereof. I’m hoping to have enough time for myself to check out some of these suggestions. Thanks again.
 
Buy a bottle of Malort and bring it back. You can only get it in the Chicago area. It is horrible but a Chicago, tradition. Look up Malort face.
 
If staying downtown, watch out you can go 2 blocks ok, the next 2 blocks gang territory...

Ask your hotel what is safe and what is not...

just a simple suggestion to consider, like ATLANTA, only worse...
 
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