Bus: 8, 20, 126(312) 602-2100 dinerestaurant.com41.881524 -87.646866 733 W Madison St (at Halsted St) West Loop, Chicago
Breakfast, brunch (Sun), lunch, dinnerAverage main course: $20
This retro hotel restaurant promises to bring you back to the 1940s, which is a lot less sexy when you see meat loaf on the menu. But all is not lost: A bit of modernity sneaks into the filet mignon and roasted chicken. Desserts like red-velvet cake, strawberry shortcake and lemon meringue pie won’t send you to the ’40s, either, but they will give you flashbacks to childhood.