The 10 Most Classic Restaurants in Chicago

The Windy City has a lot to offer besides deep-dish pizza, and any restaurant in business since 1932 has to be doing something right.

Chicago’s dining scene is unquestionably exciting and diverse, but sometimes you need a restaurant that’s dependable, reliable, and has stood the test of time. With that in mind, here’s our guide to the most classic spots in the Windy City.

Gene and Georgetti

Everything about this Italian steakhouse (the city’s oldest) in River North reads classic. Regulars clutching ice-cold martinis still frequent the long wooden bar in the front. Servers clad in all-white weave around the dimly-lit dining room, balancing oversized platters of broiled filet mignon, garbage salad (an original creation of meat, cheese, vegetables, and seafood), and house made cavatelli in vodka sauce. Most important, everyone leaves with full bellies and spirits high.

500 North Franklin Street, 312-527-3718,

Click here to check out the feature on Town and Country Magazine’s website!


Chicago Reservations


500 N. Franklin Street
Chicago, IL 60654
(Complimentary Valet)

Mon-Thur: 11am-11pm
Fri & Sat: 11am-12 midnight
Closed on Sunday except for private events and large conventions.


Rosemont Reservations


9421 W. Higgins Road
Rosemont, IL 60018
(Complimentary Valet)

Mon-Thur: 11am-10pm
Friday: 11am-11pm
Saturday: 4pm-11pm
Closed on Sunday except for private events and large conventions.

As Featured In…

  • ABC News
  • Fox News
  • WGN9 News
  • CBS News
  • Chicago Magazine
  • Travel Channel
  • The New York Times
  • Cooking Channels
  • Movie "The Road To Perdition"
  • Movie "Mind Of The Married Man"
  • TV Show "Betrayal"
  • & the list continues!