New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Ultimate Chicago Architecture and Culinary Experience](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018fa2a7-8025-7f79-a608-19b6e5024330/location582.jpg)
Ultimate Chicago Architecture and Culinary Experience Itinerary
Last updated: 2024 Jun 14Iconic Architecture and Deep Dish Delight
Morning
Start your day with a classic Chicago experience at Lou Malnati's Pizzeria, known for its deep-dish pizza. After breakfast, head to the Chicago Riverwalk for a leisurely stroll along the river.
Afternoon
In the afternoon, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning views of the city. For lunch, enjoy a meal at Giordano's, another renowned spot for deep-dish pizza.
Evening
End your day with the Chicago River Guided Sunset Cocktail & Architecture Tour, a perfect way to admire the city's architecture as the sun sets. After the cruise, savor a delightful dinner at The Purple Pig, known for its Mediterranean-inspired dishes.
Bedtime
Find amazing hotels in Chicago.
![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
![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 (Formerly John Hancock Observatory)
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 (Formerly John Hancock Observatory)
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 Marvels and Gourmet Exploration
Morning
Begin your day with a hearty breakfast at Au Cheval, famous for its indulgent burgers. Afterward, visit the Art Institute of Chicago with a fast-pass ticket to avoid the lines.
Afternoon
For lunch, experience the vibrant atmosphere of Big Star while enjoying their delicious tacos. In the afternoon, explore the Field Museum or opt for a VIP tour for a more in-depth experience.
Evening
Enjoy a sophisticated dining experience at Alinea, a three-Michelin-star restaurant, for dinner. Afterward, take a leisurely walk along The Magnificent Mile.
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 Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
4.56Field Museum
Book Now
![Visit Field Museum in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/16/53.jpg)
Field Museum
Book Now
![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65The Magnificent Mile
Book Now
![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
The Magnificent Mile
Book Now
Sky-High Thrills and Culinary Journeys
Morning
Indulge in a gourmet brunch at Lula Cafe, known for its farm-to-table cuisine. After breakfast, visit the Willis Tower Skydeck and The Ledge for a thrilling experience on the glass-bottomed ledge.
Afternoon
For lunch, savor the unique flavors of the city at Kuma's Corner, famous for its heavy metal-inspired burgers. Spend the afternoon at the Museum of Science and Industry, a fascinating and interactive museum.
Evening
Dine at Girl & The Goat, a popular spot for inventive dishes, for a memorable dinner. Conclude your day with a relaxed evening at a local jazz bar in 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 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
Culinary Heritage and Farewell to the Windy City
Morning
For your last morning in Chicago, enjoy a classic Chicago-style hot dog at Portillo's Hot Dogs. Afterward, take a guided tour to Wrigley Field to learn about the history of this iconic baseball stadium.
Afternoon
Have a late lunch at Gibsons Bar & Steakhouse, a Chicago institution known for its steaks and bustling atmosphere. Spend the rest of the afternoon exploring the neighborhood of Lincoln Park, home to the zoo and beautiful green spaces.
Evening
End your Chicago journey with a dinner at Pequod's Pizza, a local favorite for its caramelized crust deep-dish pizza. After dinner, take a leisurely walk along the Chicago Lakefront to enjoy the city lights and the lake breeze.
Bedtime
Find amazing hotels in Chicago.
![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
Top Chicago Travel Videos