Nothing like a solo date at a supper club. Feeling all the cozy classic vibes with a wedge chopped salad, lobster bisque, and their bread that is stuffed with Gorgonzola and red chili flakes. Sipped on a sidecar and a grasshopper for dessert.

Come here for excellent meatloaf, mashed potatoes, red wine, and live jazz in the lounge. It’s dark and moody - perfect for date night.

Tortoise Supper Club is my #1 recommendation for a date night in Chicago. They have the most incredible food, but what really makes Tortoise stand out is their swanky, jazz era vibes.