
easy
2 hours
Suitable for most fitness levels; requires standing and walking up to 2 miles on flat paved surfaces.
Walk the Chicago Riverwalk with a local guide and read the city’s skyline like a history book. In two hours you’ll learn how engineering, industry, and bold architecture remade a river and a city.
You step off Wacker Drive and the city rearranges itself: glass and limestone, steel ribs and carved stone, all leaning toward the river as if to hear a single story. The Chicago River cuts a cool, reflective line through the urban roar, daring you to slow down. Over two hours a local guide walks you along the Riverwalk—past raised bascule bridges, under cantilevered balconies, and beside stair-stepped terraces where office workers and tourists share the same light.

Meet outside the Renaissance Hotel at State & Wacker 10 minutes before departure to avoid missing the group; bridges and foot traffic can delay arrival.
The route is flat but paved—comfortable walking shoes prevent fatigue during photo stops and bridge crossings.
Wind off the river can feel colder than street-level temps; a refillable bottle keeps you hydrated through two hours of walking.
Use CTA trains or buses to reach the Riverwalk—parking downtown is limited and often expensive.
The Chicago River’s course was famously reversed in the early 20th century to protect Lake Michigan’s drinking water; the city’s skyscraper boom that followed made the riverbanks an architectural showcase.
Recent Riverwalk redesigns prioritized public access and stormwater management—stay on paths, pack out trash, and support local river cleanup initiatives.
Support and traction for paved surfaces and frequent stops.
Hydration for warm months and long walking tours.
summer specific
Protects against river breezes and sudden showers in spring and fall.
spring specific
Capture architectural details and cityscapes; guides often point out best framing spots.