The best of the best, there’s no doubt you’ll find many of the city’s high-rollers here. Grant Achatz’s restaurant specializing in molecular gastronomy is one of the world’s finest and tables are hard to come by, especially with the recent switch over to a ticketing system. With people willing to wait months for an opportunity to dine, the reservations list can read like a who’s who of Chicago moguls.

One of the city’s finest French spots, Les Nomades continues to pull in the wealthy. You’ll find plenty of the old money crowd here in their best attires (jackets required) and service that harkens back to the days of true formal dining. Take a look around the dining room and you’ll definitely feel a part of the one percent.

The tasting menus are luxurious but it’s the caviar collection that really shines at Tru. A true display of wealth if there ever was one, the caviar is presented on abalone shells nestled in stunning coral. Suffice to say, the frequent flyers here are those who can afford to drop hundreds of dollars on fish roe.

Holder of two Michelin Stars, this Lincoln Park restaurant inside the Belden-Stratford Hotel brings in the whales with its seafood tasting menus. It’s go big or go home here so don’t get sticker shock when looking at the menu. The rest of the dining room won’t.

If its location inside the Trump Hotel didn’t give it away, Sixteen is where the city’s rich as well as traveling executives dine. The view of downtown is unmatched but expect to spend a pretty dime for the experience. Although if you have $70 to drop on brunch, chances are you’re not too concerned with costs.

No list would be complete without a steakhouse and Mastro’s is as extravagant as they come. The wet-aged steaks will satisfy any wealthy carnivore and it’s not unreasonable to see diners spend $4,000 on a meal.

Hidden beneath The Aviary and Next, The Office is an exclusive old-time speakeasy that’s off-limits to the public. The small space is intimate with leather couches and the menu features classic cocktails and food items such as caviar and an ice cream sundae large enough to feed a group. If you can get in, you’ll likely find yourself in some fancy company.

The Pump Room has seen many celebrities and local titans pass through during its storied history and the new, revamped edition is no different. When night falls, the hanging orb lamps inside shine bright and reveal a clientele base that includes the rich and the famous and the typical Gold Coast veterans.