
Half of the ground on this walk was lake water 150 years ago. Sand, rubble and one stubborn squatter turned it into land, and the land became the most expensive address in the Midwest. Shoppers came for the Magnificent Mile, the grand avenue north of the river, and the rich built their mansions a few blocks away, on the quiet streets of the Gold Coast. This walk takes you from the end of Navy Pier up Michigan Avenue, past the water tower that survived the Great Fire and the hotel bar that opened the day Prohibition ended, through a tunnel to a beach downtown, and past a Playboy mansion and a cardinal's house with 19 chimneys to the best skyline view in the city.
- Nearest water taxi
- Navy Pier · Shoreline Water Taxi · 9 min walk to the start
- Nearest 'L' station
- Grand Red · 29 min walk to the start
The first 3 stops
Try these stops for free in the app. The full stories and directions are waiting for you there.
1Navy Pier
2Centennial Wheel 🎟
3Jardine Water Purification Plant
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🔒40 more stops to discover
In the app, Magnificent Mile & Gold Coast will be $2.99 for the full 5.0 mi route: every stop's photos and stories, and GPS guidance that tells you when you've arrived.
Coming soon to the PaveTrail app. The Chicago walks are on their way; New York's 26 walks are in the app now.
Also on this walk: Cap Streeter, Chicago Water Tower, 875 North Michigan Avenue and more
Sights
- 860-880 Lake Shore Drive
- 875 North Michigan Avenue
- Archbishop’s Residence
- Astor Street
- Cap Streeter
- Charnley-Persky House
- Chicago Avenue Pumping Station
- Chicago Water Tower
- Division Street
- DuSable Lake Shore Drive
- Fisher Studio Houses
- Fourth Presbyterian Church
- Gray
- InterContinental Chicago
- International Museum of Surgical Science
- Lake Point Tower
- Madlener House
- Museum of Contemporary Art
- North Avenue Beach
- Oak Street Beach
- Patterson-McCormick Mansion
- The Allerton
- The Comedy Bar
- The Drake
- The Original Playboy Mansion
- The Peninsula
- The Pump Room
- Viagra Triangle
- Wooden Alley
Food and drink
- Butch McGuire’s
- Devil Dawgs
- Gibsons Bar & Steakhouse
- Gino’s East
- Hendrickx
- Starbucks Reserve Roastery
- The Original Pancake House
- Three Arts Club
Shops
- American Girl Place
- Oak Street
- The Magnificent Mile