New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Ultimate Chicago Experience in 3 Days](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018ef1d8-b741-7a9b-82ac-19402aa3db9c/location206.jpg)
Ultimate Chicago Experience in 3 Days Itinerary
Last updated: 2024 Jun 14Iconic Chicago Landmarks and Skyline Views
Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a stroll to Millennium Park to see the famous Cloud Gate sculpture.
Afternoon
For lunch, savor the deep-dish pizza at Lou Malnati's Pizzeria. Then, visit the Art Institute of Chicago to admire its world-class art collection.
Evening
Enjoy a spectacular sunset from the 360 Chicago Observation Deck, followed by a gourmet dinner at Alinea, a three-Michelin-star restaurant known for its innovative cuisine.
Bedtime
Find amazing hotels in Chicago.
![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
4.69Millennium Park
Book Now
![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
Book Now
![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
Book Now
![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
Book Now
![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
4.17360 Chicago Observation Deck
Book Now
![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
360 Chicago Observation Deck
Book Now
River Cruises and Architectural Wonders
Morning
Indulge in a delicious breakfast at Au Cheval, famous for its upscale diner fare. Afterward, embark on the Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's iconic buildings.
Afternoon
For lunch, head to Giordano's for their famous stuffed deep-dish pizza. Then, visit the Willis Tower Skydeck and The Ledge to experience the thrill of standing on a glass platform high above the city.
Evening
Relax with a cocktail on the Chicago River Guided Sunset Cocktail & Architecture Tour and witness the city's skyline transform as the sun sets. Conclude the day with a dinner at Girl & The Goat, a top-rated restaurant offering a bold menu.
Bedtime
Find amazing hotels in Chicago.
![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
4.77Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
![Visit Chicago Willis Tower Skydeck and The Ledge Ticket in Chicago](https://cdn.getyourguide.com/img/tour/4ef29da092a9da31.jpeg/21.jpg)
4.41Willis Tower Skydeck and The Ledge
Book Now
![Visit Chicago Willis Tower Skydeck and The Ledge Ticket in Chicago](https://cdn.getyourguide.com/img/tour/4ef29da092a9da31.jpeg/21.jpg)
Willis Tower Skydeck and The Ledge
Book Now
![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
4.24Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
![Visit Chicago River Guided Sunset Cocktail & Architecture Tour in Chicago](https://cdn.getyourguide.com/img/tour/4b8877882d559ae9.jpeg/21.jpg)
Chicago River Guided Sunset Cocktail & Architecture Tour
Book Now
Museum and Cultural Exploration
Morning
Enjoy a leisurely breakfast at Lula Cafe, known for its farm-to-table fare. Then, spend the morning at the Field Museum of Natural History exploring its fascinating exhibits.
Afternoon
For lunch, try the famous Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, visit the Museum of Science and Industry, a must-see for science enthusiasts.
Evening
Conclude your trip with a memorable dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Afterward, take a walk along the Chicago Riverwalk to soak in the city's vibrant nightlife.
Bedtime
Find amazing hotels in Chicago.
![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
4.56Field Museum of Natural History
Book Now
![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
Field Museum of Natural History
Book Now
![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
4.31Museum of Science and Industry
Book Now
![Visit Museum of Science and Industry in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/60/79.jpg)
Museum of Science and Industry
Book Now
![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
Book Now
![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
Book Now
Top Chicago Travel Videos