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All Chicago plans

Chicago for First-Timers — The Greatest Hits

Iconic landmarks, the food you fly in for, skyline shots and the must-do experiences.

Friday

  1. 7:30 PM

    Girl & The Goat

    Modern American · $$$ · West Loop

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in West Loop — short walk from your other stops
    • ·A shoulder-season favorite

Saturday

  1. 10:00 AM
    Chicago Riverwalk
    Outdoors · Loop

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Loop — short walk from your other stops
    • ·A shoulder-season favorite
  2. 1:00 PM

    Pequod's Pizza

    Deep-dish · $$ · Lincoln Park

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Lincoln Park — short walk from your other stops
    • ·A shoulder-season favorite
  3. 3:30 PM
    Art Institute of Chicago
    Culture · Grant Park

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Grant Park — short walk from your other stops
    • ·A shoulder-season favorite
  4. 9:00 PM

    Au Cheval

    Diner / Burgers · $$ · West Loop

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in West Loop — short walk from your other stops
    • ·A shoulder-season favorite

Sunday

  1. 2:00 PM
    Pilsen Mural Walk
    Culture · Pilsen

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

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    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Pilsen — short walk from your other stops
    • ·A shoulder-season favorite

Want a different vibe?

Try one of the other ready-made Chicago plans.

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