New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Chicago: Iconic Sights, Culinary Delights, and Cultural Experiences](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f0371-7bc3-70bb-8a5b-d6d3769af16e/location772.jpg)
Chicago: Iconic Sights, Culinary Delights, and Cultural Experiences Itinerary
Last updated: 2024 Jun 14Cityscape Wonders and Gourmet Tastes
Morning
Start your day with a delightful brunch at "Au Cheval," known for its famous burgers. Afterward, head to the "Art Institute of Chicago" with a fast-pass ticket to admire world-class art collections.
Afternoon
For lunch, savor the flavors of Italy at "Eataly Chicago." Post that, take a walk to "Millennium Park" to see the iconic Cloud Gate sculpture, also known as "The Bean."
Evening
Enjoy a sophisticated dinner at "The Signature Room at the 95th," offering stunning views of the city. Conclude your day with a visit to the "360 Chicago Observation Deck" for a sip and view experience.
Bedtime
Find amazing hotels in Chicago.
![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 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 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
Architectural Marvels and Local Eats
Morning
Indulge in a classic Chicago experience with a breakfast at "Lou Malnati's Pizzeria" for their famous deep-dish pizza. Then, take a skip-the-line tour of the "Willis Tower Skydeck and The Ledge" for panoramic views.
Afternoon
For lunch, enjoy a variety of flavors at the "Little Goat Diner." Afterward, take a guided architecture boat tour with drinks to explore the city's skyline and learn about its buildings.
Evening
Dive into the local food scene with a dinner at "Girl & the Goat," known for its innovative dishes. End the day with a "Chicago River Guided Sunset Cocktail & Architecture Tour" for a unique perspective of the city.
Bedtime
Find amazing hotels in Chicago.
![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
Cultural Immersion and Culinary Delicacies
Morning
Start your day with a visit to the "Field Museum of Natural History" or opt for a VIP tour for a more in-depth experience. For brunch, enjoy the vibrant atmosphere at "Big Star" with their delicious tacos.
Afternoon
Explore the historic "Wrigley Field" on a guided tour and immerse yourself in the baseball culture. For a late lunch, head to "Pequod's Pizza" for their famous caramelized crust pizza.
Evening
Conclude your trip with a culinary masterpiece at "Alinea," a three-Michelin-star restaurant. After dinner, take a leisurely walk along the "Chicago Riverwalk" to soak in the city's ambiance.
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 Wrigley Field in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
4.86Wrigley Field
Book Now
![Visit Wrigley Field in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/31/bd/97.jpg)
Wrigley Field
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