Chicago, United States - Travel Guide

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Plan a free trip to Chicago

Updated: 2026-10-11

Chicago is a city of stunning architecture, rich art, and a vibrant culinary scene. Visit to experience its famous skyline, world-class museums, and classic American atmosphere.

Top things to do in Chicago

Things to do in Chicago include Millennium Park, Cloud Gate (The Bean), Chicago Riverwalk. Here are 15 places worth knowing, with a short note on each.

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A sample 3-day itinerary for Chicago

Here is what 3 days in Chicago look like when the planner builds them - arriving at noon on the first day and flying home at noon on the last. Stops are grouped by proximity so no day doubles back, and the same route can be built for any length, from two days to a week.

Day 1Arrival at noon

Stops
4
Walking
1h 20m
  1. 1
    Shedd AquariumAquarium · Museum Campus
    2.6 km (🚶 48 min / 🚌 19 min)
  2. 2
    Chicago RiverwalkLoop
    1.1 km (🚶 16 min)
  3. 3
    Chicago Architecture Foundation Center River CruiseLoop
    1 km (🚶 16 min)
  4. 4
    360 ChicagoSkyscraper
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Day 2

Stops
5
Walking
55 min
  1. 1
    Willis Tower SkydeckSkyscraper · Loop
    1.1 km (🚶 18 min)
  2. 2
    Cloud Gate (The Bean)Statue · Loop
    350 m (🚶 6 min)
  3. 3
    Art Institute of ChicagoArt museum · Loop
    500 m (🚶 9 min)
  4. 4
    Millennium ParkPark · Loop
    1.3 km (🚶 22 min)
  5. 5
    Navy PierPier · Streeterville
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Day 3Return at noon

Stops
4
  1. 1
    Chicago Cultural CenterLibrary · Loop
    250 m (🚶 4 min)
  2. 2
    Chicago TheatreTheatre · Loop
    500 m
  3. 3
    The LoopNeighbourhood
    300 m
  4. 4
    Daley PlazaSkyscraper · Loop
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The route assumes the first day starts at noon, after you land, and the last ends at noon, before your flight. It is an example: with your dates the planner builds a route around your landing and your flight home, real opening hours, how you get around and your own preferences.

Frequently asked questions

What are the top things to do in Chicago?

Millennium Park, Cloud Gate (The Bean), Chicago Riverwalk, Chicago Architecture Foundation Center River Cruise, Willis Tower Skydeck, Art Institute of Chicago and 9 more. Millennium Park: A massive public park hosting iconic art installations like the 'Bean' (Cloud Gate) and Crown Fountain.

What can you do in 3 days in Chicago?

Day 1: Shedd Aquarium, Chicago Riverwalk, Chicago Architecture Foundation Center River Cruise, 360 Chicago. Day 2: Willis Tower Skydeck, Cloud Gate (The Bean), Art Institute of Chicago, Millennium Park. Day 3: Chicago Cultural Center, Chicago Theatre, The Loop, Daley Plaza.

Which areas should you explore in Chicago?

The itinerary for Chicago runs through Museum Campus, Loop and Streeterville.

Which museums are worth visiting in Chicago?

Museums worth visiting in Chicago: Art Institute of Chicago (Loop), Field Museum (Museum Campus) and Museum of Science and Industry (Hyde Park).

What parks and gardens are there in Chicago?

Parks and gardens in Chicago: Millennium Park (Loop) and Grant Park (Loop).

Destinations near Chicago

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