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From Cadillacs to Chess Records: South Loop Uncovered!

Sunday, August 30, 2026

3:30 PM UTC – 6:30 PM UTC

Chicago Firehouse Restaurant

Chicago Firehouse Restaurant, 1401 South Michigan Avenue, Chicago, IL

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Hosted by ChicagoLand Art Gallery, Museum, Music & Dining!

About this event

🚘🎹 From Cadillacs to Chess Records: South Loop Uncovered! 🏙️🏛️✨

Step into Chicago’s automotive and musical past on a South Loop walking adventure!

Take a Sunday morning stroll through Motor Row and Record Row, two of Chicago’s most fascinating historic districts, where automobile showrooms, legendary recording studios, grand churches, and architectural treasures tell the story of a rapidly changing city.

Explore the places where Cadillac, Buick, Ford, Marmon, Pierce-Arrow and other automotive legends once sold their cars — then follow the musical history of Chess, Vee-Jay, Brunswick, One-derful and other record companies that helped put Chicago blues, soul, jazz and R&B on the map.

🎤 Led by your passionate, ever-curious guide (that’s me!) — perfect for architecture lovers, music fans, history buffs, photographers, and anyone who enjoys being a tourist in their own city! 😊

👥 Multi-group event — expect a great crowd!


📍 QUICK DETAILS 🗓️ Sunday, August 30, 202610:30 AM–12:45 PM • ~2 miles 📍 START: Chicago Firehouse Restaurant 1401 S. Michigan Ave. 🏁 END: Quinn Chapel AME Church 2401 S. Wabash Ave. 💰 $20 per person — due at start Cash preferred/exact change appreciated; Zelle, Venmo & PayPal accepted. 🌦️ Outdoors • Casual pace • Rain or shine


🚘🎶 WHAT WE’LL DISCOVER 🚘 Motor Row — Explore one of America’s most important early automobile districts and see where dozens of car manufacturers once operated showrooms. 🎶 Record Row — Discover the South Loop addresses connected to Chess, Vee-Jay, Brunswick, One-derful and other influential record companies. 🏛️ Architecture & Hidden Gems — Admire early 20th-century commercial buildings, former showrooms, historic churches and beautifully preserved landmarks. ⛪ Churches & Community History — Hear the stories behind some of the South Loop’s most significant religious and civic buildings. 🏭 Lost & Reborn Chicago — See how former factories, businesses, hotels and commercial buildings have been transformed for a new generation. 🎵 Chicago Music History — Follow the story of the blues, jazz, soul and R&B artists and record companies that made Chicago an international music powerhouse.


🗺️ ROUTE HIGHLIGHTS Stops subject to change. 🚒 Firehouse Engine Co. → Chicago Firehouse Restaurant 🎤 Jerry Butler’s Songwriters Workshop 🎵 Constellation Records 🏥 St. Luke’s Hospital & Trevi Square 🎶 Vee-Jay Records & Brunswick Records 📀 Garmisa Distributing Co.Old St. Mary’s Catholic Church 🎼 One-derful Records 🏭 B.F. Goodrich Co. BuildingSecond Presbyterian Church 🚗 Locomobile Company 🎸 Chess Records / Willie Dixon’s Blues Heaven 🏨 Former Lexington Hotel 🍽️ Mama Batt’s Restaurant 🏢 The Lex / Former Lexington Hotel 🐦 The Bird Company 🚘 Hudson Motor Showroom 🚙 Marmon Car Co. Showroom 🚗 Quality Car Co. / Premier Cars 🏛️ Illinois Automobile Club 🚘 Former Joyce Ford / New City Fiat 🚘 Pierce-Arrow ShowroomQuinn Chapel AME Church


🌟 WHY MOTOR ROW & RECORD ROW? 🚘 Motor Row became one of the nation's most important early automobile districts, with more than 100 automobile makes represented between roughly 1905 and 1936.

🎶 Record Row later became a major center of Chicago’s music industry, particularly from the 1950s through the 1970s, when labels such as Chess and Vee-Jay helped define the sound of blues, R&B, soul and rock 'n' roll.

From Muddy Waters and Howlin’ Wolf to Chuck Berry, Etta James and countless other artists, the South Loop played an enormous role in American music history.

📸 Not a dedicated photo walk, but bring your camera!


🎒 GOOD TO KNOW 👟 Comfortable walking shoes 💧 Water bottle 🌤️ Weather-appropriate clothing 📸 Camera or phone encouraged

🚗 Parking: The tour ends about 1 mile from where we start, so plan accordingly! Consider parking somewhere near the middle of the route or arranging transportation back to your car.

🚇 CTA: Red, Green and Orange Line access is available nearby, along with several bus routes.


🍽️ OPTIONAL LUNCH AFTER Want to keep the South Loop adventure going? Join us afterward at one of these nearby favorites: 🍺 Fatpour Tap Works 🍝 Il Culaccino 🍖 Windy City Ribs & Whiskey 💵 Bring cash if possible — some restaurants don't offer separate checks.


📱 LOST OR RUNNING LATE? Call or text Giovina at 312-835-4259 👋 Please check in with Giovina when you arrive!


⚠️ RSVP REMINDER ✔️ Update your RSVP if your plans change. ✔️ RSVP changes should be made before the event begins. ❌ Three no-shows without updating your RSVP = 3-month event restriction.


🚘🎶 Come explore the South Loop where Chicago’s cars, record companies, churches and architecture collided to create some of the city’s most fascinating history! 🏙️🎸✨🏰🍺 Beer Barons, Millionaires & Hidden Gems — Wicker Park Uncovered! 🏛️✨

🌧️ Rained out last time? We're bringing it back for those who missed due to weather. Back by popular demand — now with additional stops and stories added!

Step into Wicker Park’s Historic District on a Saturday morning stroll through one of Chicago’s most architecturally spectacular neighborhoods.

Explore Gilded Age mansions, legendary Beer Barons’ homes, historic churches, elegant boulevards, grand public buildings, and hidden gems while hearing the stories of the immigrants, brewers, entrepreneurs, and visionaries who helped shape this fascinating community.

Discover Queen Anne, Romanesque Revival, Italianate, and other architectural treasures — along with the German, Norwegian, Jewish, Polish, and other communities that helped make Wicker Park what it is today.

🎤 Led by your passionate, ever-curious guide (that’s me!) — perfect for architecture lovers, history buffs, photographers, and anyone who enjoys being a tourist in their own city! 😊

👥 Multi-group event — expect a great crowd!


📍 QUICK DETAILS 🗓️ Saturday, August 29, 202611:00 AM–1:30 PM (~1.6 miles) 📍 Start: Wilderhouse 1339 N. Damen Ave. 🏁 End: Flatiron Arts Building 1579 N. Milwaukee Ave. 💰 $20 per person Due at start. Cash preferred/exact change appreciated; Zelle, Venmo & PayPal accepted. 🌦️ Outdoors | Casual pace | Rain or shine


🏰 WHAT WE’LL SEE 🍺 Beer Barons & Mansions Discover the lavish homes of wealthy brewers, businessmen, and industrialists. 🏛️ Architecture & Hidden Gems See Queen Anne, Romanesque Revival, Italianate, and other beautiful late-19th-century buildings. 🏘️ Immigrant History Learn how German, Norwegian, Jewish, Polish, and other communities shaped Wicker Park. 🌳 Wicker Park & Boulevards Explore the neighborhood’s namesake park and surrounding historic streets. ⛪ Churches & Community Buildings Discover historic religious, educational, and civic buildings. 🎨 Old Meets New See how former banks, bathhouses, hotels, and commercial buildings have been reinvented for modern Chicago.


🗺️ ROUTE HIGHLIGHTS (Stops subject to change.) 🏠 Wilderhouse 🏡 Harris Cohn House 🏘️ Dr. Nels T. Quales House 🚢 Ship Captain Double House 🌳 Wicker Park 🏫 Pritzker School 🏠 William H. Thompson House 🏘️ Rapp House ⛪ Wicker Park Lutheran Church 🏡 Adolph Borgmeier House 🏠 Hermann Gaul House 🏘️ Hermann Weinhardt House 🏠 Hans D. Runge House 🏡 C. Hermann Plautz (Cannon) House 🏛️ Marius Kirkeby House 🏠 Frederick Gehrke House 🏡 Nels C. Nelson House 🏠 Ole A. Thorp Houses 🏡 Theodore Juergens House 🏢 Eleanor Club 🛁 Former Luxor (North Avenue) Baths 🏨 The Robey Hotel 🏦 Historic Noel State Bank 🏛️ Flatiron Arts Building

📍 Route Maps: Part 1: https://tinyurl.com/ypfm2szk Part 2: https://tinyurl.com/2cjwmmjb


🌟 WHY WICKER PARK? Beginning in the 1870s, German and Norwegian immigrants helped transform Wicker Park from farmland into an elegant residential neighborhood. Wealthy brewers, merchants, and industrialists built impressive homes around the park, while later Jewish and Polish families added new layers to its history.

Today, beautifully preserved Victorian architecture stands alongside restaurants, galleries, boutiques, and creative spaces — making Wicker Park a fascinating example of how Chicago neighborhoods evolve while retaining their character.

📸 Not a dedicated photo walk, but you'll definitely want your camera!


🎒 GOOD TO KNOW 👟 Comfortable walking shoes 💧 Water bottle 🌤️ Weather-appropriate clothing 📸 Camera or phone encouraged

⚠️ Parking: The walk ends about 4 blocks from where we start, so plan accordingly!

🚗 Weekend parking can be challenging. Check posted signs and consider SpotHero or ParkWhiz.

🚇 CTA: Blue Line and multiple bus routes are nearby.


🍽️ OPTIONAL LUNCH AFTER Want to keep the fun going? Join us for lunch afterward at one of these nearby favorites: 🥙 Sultan’s Market 🥗 CAVA 🌮 Big Star 💵 Bring cash if possible — some restaurants don't offer separate checks.


📱 LOST OR RUNNING LATE? Call or text Giovina at 312-835-4259 👋 Please check in with Giovina when you arrive!


⚠️ RSVP REMINDER ✔️ Update your RSVP if your plans change. ✔️ RSVP changes should be made before the event begins. ❌ Three no-shows without updating your RSVP = 3-month event restriction.


🏰🍺 Come discover Wicker Park beyond the nightlife — where Beer Barons built mansions, immigrant communities shaped the neighborhood, and Chicago’s architectural history is still waiting around every corner! 🏛️🌿🏙️🛤️ Milwaukee Ave Uncovered: Lost Streets, Stories & Hidden Gems! ✨🚶‍♀️

Come explore Milwaukee Avenue with us!

Step onto one of Chicago’s oldest and most fascinating streets on a Sunday stroll through River West, Noble Square, and Wicker Park.

Explore an ancient Indigenous trail turned major transportation and commercial corridor, with grand Polish churches, historic parks, vanished department stores, reborn banks, artist spaces, and architectural treasures along the way.

Discover how Milwaukee Avenue evolved from Native trail to plank road, streetcar route, immigrant main street, and vibrant modern corridor — while hearing the stories of the people, businesses, and communities that shaped it.

🎤 Led by your passionate, ever-curious guide (that’s me!) — perfect for architecture lovers, history buffs, photographers, and anyone who enjoys being a tourist in their own city! 😊

👥 Multi-group event — expect a great crowd!


📍 QUICK DETAILS 🗓️ Sunday, August 23, 202611:30 AM–1:45 PM (~2.5 miles) 📍 Start: Germain House 729 N. Sangamon St. 🏁 End: The Robey Hotel 2018 W. North Ave. 💰 $20 per person Due at start. Cash preferred/exact change appreciated; Zelle, Venmo & PayPal accepted. 🌦️ Outdoors | Casual pace | Rain or shine🌸🏛️ Logan Square Uncovered: Mansions, Boulevards & Hidden Gems! 🌳✨

Back by popular demand — now with additional stops and stories added!

Step into Chicago’s historic Logan Square Boulevard District on a Saturday morning stroll through one of the city’s most beautiful and architecturally fascinating neighborhoods.

Explore grand boulevards, Gilded Age mansions, Prairie School homes, historic churches, landmark monuments, and hidden gems while hearing the stories of the immigrants, architects, entrepreneurs, and visionaries who helped shape this remarkable Northwest Side community.

Discover how Logan Square evolved from farmland and early settlement into an elegant residential neighborhood — and how its architecture, boulevards, and immigrant communities continue to tell Chicago’s story today.

🎤 Led by your passionate, ever-curious guide (that’s me!) — perfect for architecture lovers, history buffs, photographers, and anyone who enjoys being a tourist in their own city! 😊

👥 Multi-group event — expect a great crowd!


📍 QUICK DETAILS 🗓️ Saturday, August 22, 202610:45 AM–1:00 PM (~2 miles) 📍 Start: St. John Berchmans Catholic Church 2519 W. Logan Blvd. 🏁 End: Norwegian Lutheran Memorial Church 2614 N. Kedzie Ave. 💰 $20 per person Due at start. Cash preferred/exact change appreciated; Zelle, Venmo & PayPal accepted. 🌦️ Outdoors | Casual pace | Rain or shine


🏛️ WHAT WE’LL SEE 🌳 Grand Boulevards & Landscaped Medians Experience one of Chicago’s most ambitious early boulevard developments. 🏰 Mansions & Architecture See Prairie, Queen Anne, Romanesque Revival, and other architectural treasures from the 1880s–1930s. 🦅 Illinois Centennial Monument Discover the impressive 1918 monument celebrating Illinois’ 100th birthday and the vision behind its design. 🏘️ Hidden Neighborhood Gems Explore beautiful homes, apartments, churches, theaters, banks, and other buildings you may have passed without knowing their stories. 📜 Immigrant & Neighborhood History Learn how Norwegian, Danish, Polish, Jewish, English, and other communities helped shape Logan Square.


🗺️ ROUTE HIGHLIGHTS (Stops subject to change.) ⛪ St. John Berchmans Catholic Church 🏠 John Rath House 🏠 Ryan House ⛪ Episcopal Church of the Advent (now condos) 🏢 Gerson Apartment Building 🏠 Uber House / Uber Flats 🏠 S. Finchell House 🧊 Rustman Ice House 🏠 T. Steinbach House 🏛️ 2434 N. Kedzie Blvd. 🏦 Former Logan Square Trust & Savings Bank 🏡 Logan Square Comfort Station 🎭 Logan Square Auditorium 🦅 Illinois Centennial Monument ⛪ Norwegian Lutheran Memorial Church ⛪ Grace United Methodist Church (optional) 🎪 Aloft Circus Arts (optional)


🌟 WHY LOGAN SQUARE? Named for Civil War general John A. Logan, this neighborhood is famous for the spectacular intersection of Logan Boulevard, Kedzie Boulevard, and Milwaukee Avenue. At its center stands the Illinois Centennial Monument, marking the northwest terminus of Chicago’s historic boulevard system.

Beginning with annexation to Chicago in 1889, Logan Square grew rapidly as immigrant communities settled along Milwaukee Avenue and surrounding streets. Wealthy residents followed, building impressive homes along the boulevards and creating the architectural district we enjoy today.

From grand mansions and lush medians to immigrant storefronts and historic gathering places, Logan Square offers a fascinating look at how Chicago grew and changed over more than a century. 🏛️🌳

📸 Not a dedicated photo walk, but you'll definitely want your camera!


🎒 GOOD TO KNOW 👟 Comfortable walking shoes 💧 Water bottle 🌤️ Weather-appropriate clothing 📸 Camera/phone encouraged

⚠️ Parking: The tour ends about 1 mile from the starting point, so plan accordingly! Consider parking somewhere near the middle of the route. 🚗 🚇 CTA: Logan Square Blue Line station is near the end of the tour, with multiple bus routes nearby.


🍽️ OPTIONAL LUNCH AFTER Want to keep exploring? Join us afterward for lunch along Milwaukee Avenue! 🍴 🍺 The Harding TavernCafé Con Leche 🍫 Chiqueolatte Chicago 💵 Bring cash if possible — some restaurants don't offer separate checks.


📱 LOST OR RUNNING LATE? Call or text Giovina at 312-835-4259 👋 Please check in with Giovina when you arrive!


⚠️ RSVP REMINDER ✔️ Update your RSVP if your plans change. ✔️ RSVP changes should be made before the event begins. ❌ Three no-shows without updating your RSVP = 3-month event restriction.


🌸🏛️ Come discover Logan Square beyond the boulevards — where grand mansions, immigrant stories, beautiful architecture, and Chicago history come together around every corner! 🌳✨🏘️🔥 Fire Survivors, Funny Stories & Hidden Gems — Old Town Uncovered! 🎭

Back by popular demand — now with additional stops and stories added!

Step into Old Town’s Historic District on a Sunday morning stroll through one of Chicago’s most charming, fascinating, and architecturally distinctive neighborhoods.

Explore Victorian homes, historic churches, immigrant history, legendary comedy clubs, artists’ studios, historic taverns, and hidden architectural gems while hearing the stories of the people and places that helped shape this unique Chicago community.

Discover winding streets that predate Chicago’s street grid, buildings that survived the Great Chicago Fire, and artistic enclaves connected to some of Chicago’s most creative residents.

🎤 Led by your passionate, ever-curious guide (that’s me!) — perfect for architecture lovers, history buffs, comedy fans, photographers, and anyone who enjoys being a tourist in their own city! 😊

👥 Multi-group event — expect a great crowd!


📍 QUICK DETAILS 🗓️ Sunday, August 16, 202610:45 AM–1:00 PM (~2.2 miles) 📍 Start: Sedgwick Brown Line Station 1536 N. Sedgwick St. 🏁 End: Carl Street Studios 155 W. Burton Pl. 💰 $20 per person Due at start. Cash preferred/exact change appreciated; Zelle, Venmo & PayPal accepted. 🌦️ Outdoors | Casual pace | Rain or shine


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