Toronto
Walking tour · Chicago

A walking tour of Chicago

A locals' walking route through Chicago — the neighbourhoods worth slow steps, where to stop for coffee, and the views that pay off the detour.

Editor's pickFrequently added to plans

Nearby alternatives

Not exact walking tour matches — kept because they fit the vibe nearby.

  • Similar vibe

    Chicago Riverwalk

    Outdoors

    Loop

    Walk or kayak past the city's famous architecture on river level.

  • Similar vibe

    Millennium Park

    Outdoors

    Loop

    Anish Kapoor's Bean (Cloud Gate), free concerts at Pritzker Pavilion.

  • Similar vibe

    Art Institute of Chicago

    Culture

    Grant Park

    American Gothic, Nighthawks and one of the world's great impressionist collections.

  • Similar vibe

    Pilsen Mural Walk

    Culture

    Pilsen

    Mexican-American street art along 16th and 18th Streets.

Nearby food alternatives

Not exact matches for walking tour, but worth a stop nearby.

  • Similar vibe

    Au Cheval

    $$

    Diner / Burgers · West Loop

    Two-hour wait for the country's most-talked-about cheeseburger.

  • Similar vibe

    Lou Mitchell's

    $

    Diner · West Loop

    Route 66 diner since 1923 — fluffy omelets and free Milk Duds.

  • Similar vibe

    Alinea

    $$$$

    Modernist tasting · Lincoln Park

    Grant Achatz's three-star theater on a plate.

  • Similar vibe

    Girl & The Goat

    $$$

    Modern American · West Loop

    Stephanie Izard's wood-fired plates, share everything.

  • Similar vibe

    Pequod's Pizza

    $$

    Deep-dish · Lincoln Park

    Caramelized cheese crust — the locals' deep-dish pick.

Frequently asked

  • Standouts right now: Millennium Park, Chicago Riverwalk, Art Institute of Chicago. The shortlist is curated by people who live in Chicago and refreshed regularly so it reflects what's actually open and worth your time.

More Chicago weekend ideas

Walking tour in other cities