Chicago Restaurants With Fascinating Histories and Stories
Embark on a culinary journey through Chicago's dining scene, where each establishment serves not just food, but also a slice of rich history. This article delves into iconic restaurants, unveiling stories that intertwine with the city's very fabric, narrated with insights from culinary and historical experts. Discover eateries where every meal is seasoned with tales from Route 66 beginnings, Prohibition-era milestones, and hidden mob connections.
- Lou Mitchell's: Route 66's True Starting Point
- Harry Caray's: Mob History Beneath Your Feet
- The Berghoff: Pioneering Post-Prohibition Chicago Dining
Lou Mitchell's: Route 66's True Starting Point
Lou Mitchell's is an iconic but lesser-known diner in Chicago because it is not on the tourist track. They are known for their Midwestern hospitality, which greets you with a sweet treat while you wait to be seated. The breakfasts are phenomenal, with generous portions. I highly recommend their omelets. Lou Mitchell's is one of the best places to fuel up before exploring the Second City at an affordable price. Many visitors stop to see the Route 66 sign on Michigan Avenue, across the street from the Art Institute of Chicago. However, Lou's, located on Jackson Boulevard, was the starting point for the original route.

Harry Caray's: Mob History Beneath Your Feet
One Chicago restaurant I like to frequent is Harry Caray's Italian Steakhouse in River North, which has an interesting history. It's located in a historic building that once housed Frank Nitti, Al Capone's notorious enforcer. One especially interesting fact: during renovations in 1998, a hidden underground room was discovered beneath the restaurant. It's believed to have been used during Prohibition and may have connected to Chicago's secret tunnel network. Today, that space has been transformed into a speakeasy-style room, preserving a slice of the city's mob-era past right beneath your dinner table.

The Berghoff: Pioneering Post-Prohibition Chicago Dining
One Chicago restaurant with a fascinating history is The Berghoff. It has been around since 1898, originally opening as a small corner bar and restaurant serving German food in the heart of the city. What I find particularly interesting is that The Berghoff was one of the first Chicago businesses to receive a liquor license after Prohibition ended in 1933. This was a huge deal, as the city was buzzing with energy and excitement after the dry years, and The Berghoff capitalized on that by reintroducing its signature beer and hearty meals. Over the years, the restaurant has become a staple in Chicago's culinary scene, preserving its roots while adapting to modern tastes. It's a great example of how a restaurant can not only survive but thrive through decades of change. I've enjoyed visiting it because it feels like stepping into a little piece of Chicago history every time I go.
