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://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f0ef8-4aaf-7f74-a43b-aa9fe15a8625/location517.jpg)
Architectural Marvels and Culinary Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Skyline and Deep Dish Delights
Morning
Start your day with a delicious deep-dish pizza at Lou Malnati's Pizzeria, a Chicago classic. After breakfast, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) to enjoy panoramic views of the city.
Afternoon
For lunch, savor the flavors of another renowned deep-dish spot, Giordano's. Afterward, take a leisurely walk along the Magnificent Mile, known for its upscale shops and historic architecture.
Evening
In the evening, have a relaxing dinner at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a stroll along the Chicago Riverwalk to admire the city lights.
Bedtime
Find amazing hotels in Chicago.
![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 The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65Magnificent Mile
Book Now
![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
Magnificent Mile
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
Architectural Wonders and Navy Pier Fun
Morning
Enjoy a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. After breakfast, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic buildings.
Afternoon
For lunch, head to Portillo's Hot Dogs for a taste of Chicago's famous hot dogs. Afterward, spend the afternoon at Navy Pier, exploring the attractions and taking a ride on the Centennial Wheel.
Evening
Have a fun and casual dinner at Bubba Gump Shrimp Co., inspired by the movie Forrest Gump. After dinner, enjoy the fireworks at Navy Pier if they are scheduled for that evening.
Bedtime
Find amazing hotels in Chicago.
![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 Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
4.48Navy Pier
Book Now
![Visit Navy Pier in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/85.jpg)
Navy Pier
Book Now
![Visit Chicago Navy Pier Centennial Wheel Regular & Express Ticket in Chicago](https://cdn.getyourguide.com/img/tour/05cb0a307913c9a4.jpeg/21.jpg)
4.43Centennial Wheel
Book Now
![Visit Chicago Navy Pier Centennial Wheel Regular & Express Ticket in Chicago](https://cdn.getyourguide.com/img/tour/05cb0a307913c9a4.jpeg/21.jpg)
Centennial Wheel
Book Now
Museum Day and Lakefront Dining
Morning
Start your day with a visit to the Art Institute of Chicago, home to a world-class collection of art. After exploring the museum, have a light brunch at Xoco, known for its Mexican cuisine.
Afternoon
Spend the afternoon at the Field Museum and the nearby Shedd Aquarium. For a late lunch, enjoy the views at The Ledge at Skydeck Chicago, a unique dining experience.
Evening
In the evening, have a leisurely dinner at The Signature Room at the 95th, with stunning views of the city. After dinner, take a walk along the Lakefront Trail to enjoy the lake views.
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 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
Family Fun at Lincoln Park Zoo and Beach Day
Morning
Spend the morning at the Lincoln Park Zoo, a free and family-friendly attraction. After the zoo, have a picnic lunch at Piccolo Sogno, a nearby Italian restaurant.
Afternoon
Enjoy a relaxing afternoon at North Avenue Beach, where you can soak up the sun and play in the sand. For a sweet treat, have dessert at Mindy's HotChocolate.
Evening
For dinner, try the famous fried chicken at Honey Butter Fried Chicken. Afterward, take a walk in Lincoln Park and enjoy the evening ambiance.
Bedtime
Find amazing hotels in Chicago.
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
4.29Lincoln Park Zoo
Book Now
![Visit Lincoln Park & Zoo in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/62/3b.jpg)
Lincoln Park Zoo
Book Now
Architectural River Cruise and Culinary Exploration
Morning
Start your day with a classic Chicago breakfast at Au Cheval, known for its indulgent dishes. After breakfast, take the Chicago River 1.5-Hour Guided Architecture Cruise to see the city from a different perspective.
Afternoon
Explore the vibrant food scene in the city with a food tour from Chicago Food Planet, where you can sample a variety of local dishes. After the tour, take a walk in the Loop and visit the Chicago Cultural Center.
![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 Cultural Center in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/33.jpg)
4.71Chicago Cultural Center
Book Now
![Visit Chicago Cultural Center in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/33.jpg)
Chicago Cultural Center
Book Now
Gangsters and Ghosts Tour and Neighborhood Dining
Morning
Enjoy a leisurely breakfast at Lula Cafe in the vibrant Logan Square neighborhood. After breakfast, take the Chicago Gangsters and Ghosts Guided Walking Tour to learn about the city's dark history.
Afternoon
For lunch, try the creative and seasonal dishes at Longman & Eagle. Afterward, explore the boutiques and galleries in the Wicker Park neighborhood.
![Visit Chicago Gangsters and Ghosts Guided Walking Tour in Chicago](https://cdn.getyourguide.com/img/tour/b6ede3f022029447.jpeg/21.jpg)
4.68Chicago Gangsters and Ghosts Guided Walking Tour
Book Now
![Visit Chicago Gangsters and Ghosts Guided Walking Tour in Chicago](https://cdn.getyourguide.com/img/tour/b6ede3f022029447.jpeg/21.jpg)
Chicago Gangsters and Ghosts Guided Walking Tour
Book Now
Final Day of Exploration and Farewell to the Windy City
Morning
On your last day, have a farewell breakfast at Little Goat Diner, a popular spot for creative comfort food. After breakfast, take a leisurely walk in Millennium Park and visit the Cloud Gate sculpture.
Afternoon
Spend your final afternoon shopping and exploring the Loop area. For a late lunch, enjoy the Mediterranean dishes at Sinia.
Evening
End your trip with a memorable dinner at Girl & the Goat, known for its bold flavors and innovative dishes. After dinner, take a nighttime stroll along the Chicago Riverwalk to savor the last moments of your Chicago adventure.
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 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