As a single fella who’s taken quite a few dates to quite a few restaurants around town last few years can’t say I’ve ever been disappointed. FICA, I’m not a picky eater and enjoy most everything that’s put in front of me. Ymmv
Since I’m Northside, northloop always is good. Red rabbit, freehouse, drinks up top at the huey, bunkers for lunch, smack shack, all good stuff. Birdhouse in my hometown robbinsdale, heck even steveos throws out good food. Brick and bourbon, sunshine factory, earl Giles, Stanley’s, Victor’s 1959 has the best rice and beans!
I stay away from big chains, tgi Fridays used to be awesome, won’t go there anymore, Applebee’s and the sort don’t see me unless it’s for a hockey safety meeting.