New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
![Architectural Marvels and Culinary Delights in Chicago](https://cdn.dev.beautifuldestinations.app/c92f1cde-b513-442e-8d1c-d2ab1a9134ad/originalThumbnail.jpg)
Architectural Marvels and Culinary Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and Deep Dish Delights
Morning
Start your day with a classic Chicago experience at Lou Malnati's Pizzeria, known for its famous deep-dish pizza. After breakfast, head to the Willis Tower Skydeck and The Ledge to enjoy panoramic views of the city.
Afternoon
For lunch, savor the flavors of Chicago at The Purple Pig, a renowned restaurant offering a variety of dishes. Afterward, take a leisurely walk to The Magnificent Mile for some shopping and to admire the city's architecture.
Evening
In the evening, enjoy a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's famous buildings. Conclude the day with a delightful dinner at Giordano's, another top spot for deep-dish pizza.
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 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
![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
Museum Exploration and Jazz Vibes
Morning
Indulge in a delicious brunch at Lula Cafe, a local favorite known for its fresh and seasonal menu. Afterward, visit the Art Institute of Chicago to admire its impressive collection.
Afternoon
For lunch, experience the vibrant atmosphere of Big Star, a popular spot for tacos. Afterward, take a walk in Millennium Park and see the famous Cloud Gate sculpture.
Evening
Enjoy an evening of live jazz at the historic Chicago Theatre or a local jazz club. For dinner, try the innovative cuisine at Girl & the Goat, a must-visit for food enthusiasts.
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 Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
4.71Chicago Theatre
Book Now
![Visit Chicago Theatre in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/84.jpg)
Chicago Theatre
Book Now
Architectural Wonders and Riverfront Dining
Morning
Start your day with a hearty breakfast at Au Cheval, known for its delicious burgers. Then, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to delve deeper into the city's architecture.
Afternoon
For lunch, enjoy a scenic riverfront dining experience at The Publican, a European-inspired beer hall. Afterward, take a walk along the Chicago Riverwalk.
![Visit Chicago Architecture Center Cruise on Chicago's First Lady in Chicago](https://cdn.getyourguide.com/img/tour/6466a49b23b5a.jpeg/21.jpg)
4.46Chicago Architecture Center Cruise on Chicago's First Lady
Book Now
![Visit Chicago Architecture Center Cruise on Chicago's First Lady in Chicago](https://cdn.getyourguide.com/img/tour/6466a49b23b5a.jpeg/21.jpg)
Chicago Architecture Center Cruise on Chicago's First Lady
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
Cultural Immersion and Gourmet Delights
Morning
Enjoy a leisurely breakfast at Little Goat Diner, a cozy spot with a diverse menu. Then, spend the morning exploring the Field Museum or the Shedd Aquarium.
Afternoon
For lunch, head to Xoco, a top destination for Mexican cuisine created by renowned chef Rick Bayless. Afterward, visit the 360 Chicago Observation Deck for stunning views of the city.
![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 Shedd Aquarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
4.75Shedd Aquarium
Book Now
![Visit Shedd Aquarium in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/2e/46/94.jpg)
Shedd Aquarium
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
Final Day of Exploration and Farewell to Chicago
Morning
On your last day, enjoy a relaxed breakfast at Lula Cafe or Lou Malnati's Pizzeria for one last taste of deep-dish pizza. Spend the morning at the 360 Chicago Observation Deck Sip and View, sipping on a drink while taking in the views.
Afternoon
For lunch, try the famous hot dogs at Portillo's Hot Dogs, a Chicago institution. Afterward, take a walk in Grant Park and visit the Buckingham Fountain.
Evening
Conclude your trip with a memorable dinner at Alinea or The Signature Room at the 95th, where you can enjoy a final panoramic view of the city. Reflect on your Chicago adventures and savor the last moments before your departure.
Bedtime
Find amazing hotels in Chicago.
![Visit Chicago 360 Chicago Observation Deck Sip and View Ticket in Chicago](https://cdn.getyourguide.com/img/tour/64931c418a3f9.png/21.jpg)
4.39360 Chicago Observation Deck Sip and View
Book Now
![Visit Chicago 360 Chicago Observation Deck Sip and View Ticket in Chicago](https://cdn.getyourguide.com/img/tour/64931c418a3f9.png/21.jpg)
360 Chicago Observation Deck Sip and View
Book Now
![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
4.70Grant Park
Book Now
![Visit Grant Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/54/eb.jpg)
Grant Park
Book Now
![Visit South Beach in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/5e.jpg)
4.61Buckingham Fountain
Book Now
![Visit South Beach in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/5e.jpg)
Buckingham Fountain
Book Now
Top Chicago Travel Videos