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๐Ÿ˜๏ธ๐ŸŒฟ Cobblestones, Comedy & Hidden Gems โ€” Old Town Uncovered! ๐ŸŽญ๐Ÿ›๏ธ

Walking Chicago's Historic Old Town

Have Friday off from work & looking for something unique on a holiday weekend? Join us for a leisurely morning stroll through one of Chicago's most charming and historic neighborhoods! Explore the picturesque streets of Old Town, where Victorian homes, immigrant history, legendary comedy clubs, and hidden artists' studios come together to tell the story of one of the city's oldest communities.

โœจ Step into Old Town and discover a neighborhood that survived the Great Chicago Fire, welcomed generations of immigrants, and became home to world-famous theaters, artists, architects, and entrepreneurs. Wander tree-lined streets filled with historic churches, beautiful row houses, unique plazas, and hidden architectural treasures while hearing fascinating stories from Chicago's past. ๐Ÿ’ซ

Come walk, learn, and enjoy a summer morning with us โ€” it's a wonderful way to experience Chicago and meet fellow history lovers! ๐ŸŒ‡

๐ŸŽค Led by your passionate, ever-curious guide (that's me!) โ€” perfect for architecture lovers, history buffs, comedy fans, photographers, and anyone who enjoys being a tourist in their own city! ๐Ÿ˜Š

๐Ÿ“ LOGISTICS
๐Ÿ—“๏ธ Friday, July 3, 2026
โฐ 11:00 AM โ€“ 1:30 PM (~2.2 miles walking)
๐Ÿ“ Start: Sedgwick Brown Line Station, 1536 N. Sedgwick St.
๐Ÿ End: Carl Street Studios, 155 W. Burton Pl.
๐Ÿ’ฐ $20 per person โ€” due at start of tour
๐Ÿ’ต Cash preferred (exact change appreciated) | PayPal, Zelle & Venmo also accepted
๐ŸŒฆ๏ธ Casual pace | Outdoors | Rain or shine

### Tour Highlights:

โ›ช Historic churches & inspiring immigrant stories
๐Ÿ›๏ธ Beautiful Victorian homes, row houses & charming streets
๐ŸŽญ Legendary comedy clubs & artistic enclaves
๐ŸŽจ Hidden studios of Chicago's most celebrated artists
๐Ÿบ Historic taverns, restaurants & neighborhood landmarks
๐ŸŒณ Tree-lined streets that predate Chicago's grid system
๐Ÿ”ฅ Survivors and stories from the Great Chicago Fire

โš ๏ธ IMPORTANT PARKING NOTE
The walk ends approximately 4 blocks from the starting point โ€” plan your parking accordingly! ๐Ÿš—

๐Ÿ—บ๏ธ Route Highlights (stops subject to change):
๐Ÿด Twin Anchors Restaurant
โ›ช St. Michael's Catholic Church (Great Chicago Fire survivor)
๐Ÿฏ Midwest Buddhist Temple
๐Ÿธ Margie's Still
๐ŸŽจ Kogen-Miller & Glasner Studios
๐Ÿ˜๏ธ Crilly Court Historic District
๐Ÿณ๏ธ Henry Gerber House
๐Ÿก Olsen-Hansen Row Houses
๐ŸŒณ Eugenie Triangle Park & Chicago Fire "Blob"
โ›ช Moody Church
๐Ÿ›๏ธ Chicago History Museum
๐Ÿฐ Former Germania Club
๐ŸŽญ The Second City
๐ŸŽฌ Piper's Alley
๐ŸŽจ Theophil Studios
๐Ÿ›๏ธ Sol Kogen & Edgar Miller Studios
๐ŸŽจ Carl Street Studios

ROUTE MAP: https://tinyurl.com/5mwcxrc5

๐ŸŒŸ WHY OLD TOWN?
Old Town is one of Chicago's most beloved historic neighborhoods, famous for its cobblestone charm, Victorian architecture, vibrant arts scene, and rich immigrant heritage. Originally settled by German immigrants during the 1850s, much of the neighborhood survived the Great Chicago Fire of 1871, leaving behind some of the city's oldest streets and buildings.

Today, Old Town is a fascinating blend of history and culture. It's home to St. Michael's Church, one of the few structures to survive the Fire, the world-famous Second City comedy theater, remarkable artists' colonies created by Edgar Miller and Sol Kogen, and beautiful residential streets unlike anywhere else in Chicago. The winding streets of the Old Town Triangle even predate Chicago's street grid, making this neighborhood one of the city's most unique places to explore.

๐Ÿ“ธ Not a dedicated photo walk, but you'll definitely want your camera!

๐Ÿ’Ÿ WHAT TO BRING
๐Ÿ‘Ÿ Comfortable walking shoes
๐Ÿ’ง Water bottle
๐ŸŒค๏ธ Weather-appropriate attire
๐Ÿ’ฐ $20 tour fee (exact change appreciated; cash preferred but Zelle, Venmo & PayPal accepted)

๐Ÿฝ๏ธ OPTIONAL LUNCH AFTER
After the walk, join us for lunch at one of Old Town's neighborhood favorites! ๐Ÿด
๐Ÿ’ต Bring cash โ€” some restaurants don't do separate checks!
๐Ÿป Woodie's Flat
๐Ÿ Topo Gigio Ristorante
๐ŸŒฎ Adobo Grill
๐Ÿบ Corcoran's Grill & Pub

๐Ÿš‡ GETTING THERE
๐Ÿš‡ CTA Brown Line: Sedgwick Station
๐Ÿš— Driving: Street parking available throughout the neighborhood (watch posted signs). Parking garages are also available nearby through SpotHero or ParkWhiz
.
๐Ÿ’ก Tip: Arrive a few minutes early to find parking!

๐Ÿ“ฑ Lost or running late? Call/text (312) 835-4259

โš ๏ธ NO-SHOW POLICY
๐Ÿ˜ฌ 3 no-shows without updating your RSVP = 3-month event ban
โฐ Update your RSVP before the event starts; after that, message the host directly
๐Ÿšซ Continual no-shows = removal from the group

๐Ÿงญ Come discover where Chicago's oldest streets, legendary laughter, remarkable architecture, and fascinating history all come together โ€” and experience Old Town in a whole new way! ๐Ÿ˜๏ธ๐ŸŽญ

Related topics

Events in Chicago, IL
Walking Tours
Exploring
History
Walking
Historic Architecture Walking Tours

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