Chicago's Legendary Restaurants

The Eateries That Define the City — Past and Present

From Al Capone's speakeasy to the birthplace of deep-dish pizza, from the restaurant that inspired "The Bear" to the supper club that launched Barbra Streisand. These are the restaurants that shaped Chicago.

44
Restaurants
15
Deep-Dive Stories
11
Still Open
128
Oldest (Years)

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Deep Dives: Chicago's Most Iconic

In-depth stories behind the restaurants that define Chicago — complete with history, key facts, FAQs, and interactive map links.

The Green Mill Cocktail Lounge

1907–present
Jazz Club & Speakeasy Uptown

Al Capone's favorite speakeasy, where a comedian got his throat slashed for leaving and the poetry slam was born. Still open with the original Art Deco interior.

Billy Goat Tavern

1934–present
Tavern & Grill Streeterville (Lower Michigan)

SNL's "Cheezborger!" sketch, the Billy Goat Curse on the Cubs, and 90 years of newspapermen arguing under Michigan Avenue.

Italian Village

1927–present
Italian The Loop

Chicago's oldest Italian restaurant, where twinkling stars on the ceiling and four generations of the Capitanini family have enchanted diners since 1927.

Gene & Georgetti

1941–present
Steakhouse River North

Chicago's oldest steakhouse, under the L tracks, where Sinatra had a table and the garbage salad became a city institution.

The Berghoff

1898–present
German-American The Loop

Liquor License #1 — the first bar to serve after Prohibition ended. Women weren't allowed at the bar until NOW protested in 1969.

Pizzeria Uno

1943–present
Pizza River North

The birthplace of Chicago deep-dish pizza. Whether Sewell or Malnati invented it, this is where it happened in 1943.

Mr. Beef

1979–present
Italian Beef River North

The Italian beef stand that inspired "The Bear" on Hulu. Lines exploded overnight, but the dipped beef hasn't changed since 1979.

Lou Mitchell's

1923–present
Diner & Breakfast West Loop

Route 66's first stop, where double-yolk eggs and free Milk Duds have greeted travelers for over a century.

Frontera Grill

1987–present
Mexican River North

Rick Bayless spent six years in Mexico, then opened the restaurant that changed how America thinks about Mexican food. James Beard Outstanding Restaurant.

Al's #1 Italian Beef

1938–present
Italian Beef Little Italy / Taylor Street

The original Italian beef stand. Al Ferreri invented Chicago's signature sandwich in 1938 to feed Depression-era wedding guests.

Schaller's Pump

1881–2017
Tavern Bridgeport

Chicago's oldest bar for 136 years, Liquor License #6, and the unofficial headquarters of five mayors' political machine.

Old Town Ale House

1958–present
Tavern Old Town

Roger Ebert's "best bar in the world," famous for nude paintings of politicians behind the bar and its proximity to Second City.

Mister Kelly's

1953–1975
Supper Club Gold Coast / Rush Street

The 250-seat Rush Street club that launched Barbra Streisand, Richard Pryor, Bob Newhart, and George Carlin.

Gladys Luncheonette

1945–1997
Soul Food Bronzeville

Bronzeville's soul food legend, where Gladys Holcomb fed the heart of Black Chicago for 52 years through the Great Migration and civil rights era.

Cape Cod Room

1933–2016
Seafood Gold Coast (The Drake Hotel)

83 years of Bookbinder soup and raw oysters inside The Drake Hotel. Where Gold Coast society dined until the renovation that never brought it back.

Charlie Trotter's

1987–2012
Fine Dining Lincoln Park

The self-taught perfectionist who put Chicago on the world's culinary map and trained Grant Achatz.

The Pump Room

1938–2017
Fine Dining Gold Coast

The legendary Booth One where Bogart married Bacall and Chicago's elite saw and were seen for eight decades.

Hot Doug's

2001–2014
Gourmet Sausages Avondale

The 'Sausage Superstore' where foie gras duck sausages caused 4-hour lines.

Como Inn

1924–2001
Italian-American Near West Side

The 77-year Italian landmark with 1,000 seats where politicians, entertainers, and 'all walks of life' came for red sauce.

Eli's The Place For Steak

1966–2005
Steakhouse Near North

Where Eli Schulman invented Chicago-Style cheesecake — after Frank Sinatra said he could eat the whole thing.

Recently Lost (2010-2024)

Lawry's The Prime Rib

1974-2020
Steakhouse Streeterville/Magnificent Mile

The McCormick Mansion's elegant dining room where silver carts rolled prime rib tableside for 46 years - until COVID and civil unrest closed its doors forever.

The Signature Room at the 95th

1993-2023
American Fine Dining Streeterville/Magnificent Mile

For 30 years, Chicago proposed, celebrated, and said goodbye 1,000 feet above the city - until the iconic 95th floor restaurant went dark without warning.

Spiaggia

1984-2021
Italian Fine Dining Magnificent Mile/Gold Coast

The restaurant where Obama celebrated his election victory and Chicago discovered pasta could be art - silenced after 37 years and 12 consecutive Michelin stars.

Blackbird

1997-2020
Contemporary American/Midwestern West Loop

The skinny, white-walled restaurant that launched the West Loop revolution and trained more future chef-owners than any kitchen in Chicago.

Morton's The Steakhouse - Original Location

1978-2020
Steakhouse Gold Coast

The birthplace of the modern American steakhouse chain, where the plastic-wrapped presentation of raw steaks became an industry standard - closed after 42 years.

Everest

1986-2020
French/Alsatian Fine Dining The Loop/Financial District

For 34 years, one of only 13 Mobil Five-Star restaurants in America served Alsatian cuisine 40 stories above LaSalle Street - until the lease ran out.

Won Kow

1928-2018
Chinese-American Chinatown

Chicago's oldest continuously operated Chinese restaurant for 90 years - where legend says Al Capone kept a regular table and Jewish families from the North Side came for Sunday dinner.

Tru

1999-2017
French-Inspired Fine Dining Streeterville

The caviar staircase, the fishbowl with a live fish holding tartare, two Michelin stars - Tru defined theatrical fine dining for nearly two decades.

The Parthenon

1968-2016
Greek Greektown

The birthplace of flaming saganaki and the 'OPA!' cheer - after 48 years, the cheese stopped burning in Greektown.

Ed Debevic's - Original River North Location

1984-2015
1950s-themed Diner River North

The restaurant where your server insulted you on purpose - 'Eat and Get Out!' - closed after 30 years to become luxury condos.

Hot Doug's

2001-2014
Gourmet Sausages/Hot Dogs Avondale

The 'Sausage Superstore' where foie gras duck sausages caused 4-hour lines and the owner greeted every customer as 'my friend.'

Charlie Trotter's

1987-2012
Contemporary American Fine Dining Lincoln Park

The self-taught perfectionist who put Chicago on the world's culinary map and trained Grant Achatz - then walked away at the peak of his powers.

Mity Nice Bar & Grill

1993-2020
American Comfort Magnificent Mile

For 27 years, this 1940s-style grill was the hidden gem behind Water Tower Place's food hall - then COVID emptied the mall.

Fiore's Delicatessen

1970-2021
Italian Deli West Town/Ukrainian Village

The deli that brought the pepper and egg sandwich to Chicago - and made generations of Chicagoans crave it year-round, not just during Lent.

Pegasus Restaurant and Taverna

1990-2017
Greek Greektown

The Greektown gem where Oprah learned to dance like a Greek grandmother, with a rooftop patio that captured the Chicago skyline.

Santorini

1989-2020
Greek/Seafood Greektown

The seafood specialist that anchored Greektown's busiest corner for 31 years - until the pandemic and rising real estate values swept it away.

The 2000s

The 1990s

Pre-1990 Legends