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100 Years on Stage

A Storied Address

Like Chicago itself, 171 W. Randolph Street has lived many lives. First established in the 1890s by Emil and Karl Eitel, the site evolved alongside the city, shaped by ambition, reinvention, and a deep connection to the cultural life unfolding just outside its doors.

In the 1920s, the original hotel was demolished and reborn as an Art Deco landmark, reopening in 1926 as part of the renowned Eitel Block and anchoring Chicago’s Theatre District at the height of its glamour. Over the decades, The Allegro welcomed stars of the stage and screen, played host to pivotal political moments, and continually adapted as Chicago itself changed.

What remains constant is the spirit of the place: a destination defined by creativity, character, and a sense that something memorable is always about to happen.

100 Years. Four Eras.

The Bismarck Beginnings (1920s–30s)

The Bismarck Beginnings (1920s–30s)

Speakeasy vibes, Vaudeville stars, and Art Deco debut.

Step into the Roaring ‘20s when The Allegro was reborn from The Bismarck. This quarter celebrates its jazz-age roots, Prohibition-era prestige, and stage-and-screen allure.

Golden Screens & Silver Stars (1940s–60s)

Golden Screens & Silver Stars (1940s–60s)

Big bands fade, movie magic rises, and political power pulses.

Celebrate the hotel’s transformation into a hub for film, theater, and Chicago’s political scene, with a nod to mid-century modern flair.

Chic Chicago Cool (1970s–90s)

Chic Chicago Cool (1970s–90s)

Counterculture, cabaret, and comeback stories.

The Allegro embraced reinvention—first as a political haunt, later as an artistic destination. This era celebrates bold moves, from Green Orchid glamour to Hotel Allegro rebirth.

The Now & Next (2000s–2026)

The Now & Next (2000s–2026)

Celebrating the legacy—while looking boldly ahead. This final quarter spotlights today’s Allegro spirit: bold, inclusive, creative, and deeply Chicago.

The 100-Year Stay

Celebrate a century on stage with a stay designed to bring the Allegro story to life. Each stay includes a $100 Centennial Dining Credit to enjoy at Legato Lounge, where rotating Dining Eras transform Allegro’s history into bold flavors and inspired cocktails. Whether you’re raising a glass to the past or discovering something new, this is a celebration meant to be savored.

Curated Moments, On Stage All Year

Throughout our centennial year, The Allegro brings its story to life through four distinct acts, each unfolding over the course of the year. Every act celebrates a defining era in the hotel’s history, with curated moments and experiences inspired by the dining, design, and culture of its time—honoring a century at the heart of Chicago’s Theatre District.

From era-inspired dining to one-night-only experiences and shared celebrations, we invite guests, locals, and creatives to take part in the story as it unfolds.

Experience The Allegro story as it’s meant to be told—one season, one moment, one memory at a time.

Experience #Allegro100

Legato Lounge Dining Eras

Legato Lounge Dining Eras

At Legato Lounge, our centennial unfolds through rotating, era-inspired menus and specials, each one a chapter drawn from a defining moment in Allegro history.
Special Moments

Special Moments

Beyond the menu, Allegro 100 unfolds through a series of theatrical and unmistakably Allegro experiences from lobby movie nights and vintage postcards to old-school photo phone booth moments.
Join the Cast

Join the Cast

From giveaways to guest stories and behind-the-scenes glimpses, stay connected through the hotel’s social channels by following @allegrochicago or join the conversation with #Allegro100 as we turn a century of history into a shared celebration.

Book Your Stay

For a century, The Allegro has been where Chicago's stories unfold — on stage, in the lobby, over cocktails at the bar. Now it's your turn to add to the narrative.

Whether you're here for opening night, closing time, or something entirely unexpected in between, the stage is set. The curtain is up. And the best performances are still ahead.

Did You Know? A Few Things We’re Famous For.

The First Legal Pour After Prohibition

The First Legal Pour After Prohibition

On December 5, 1933, hundreds of revelers lined up around the block as the very first post-Prohibition keg was tapped at the hotel’s Walnut Room, making this storied address the first place in Chicago to legally serve alcohol again. Guests even donned paper beer-mug hats printed with the words Happy Days.
Vaudeville Royalty Slept Here

Vaudeville Royalty Slept Here

During the Prohibition era, the adjacent Palace Theatre was a must-stop on the vaudeville circuit. Performers like Mae West, Jimmy Durante, and a young Bob Hope stayed here while taking the stage next door.
Power Lunches, Chicago-Style

Power Lunches, Chicago-Style

Thanks to its proximity to City Hall, The Bismarck became the unofficial meeting place of the Cook County Democratic Party during the mid-20th century. Chicago Mayor Richard J. Daley, who also led the National Democratic Party for much of his tenure, had a standing table in the Walnut Room, complete with a private phone installed just for him.