New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
Architectural Marvels and Culinary Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Architecture and Deep Dish Delights
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, admiring the city's architecture.
Afternoon
For lunch, indulge in another Chicago favorite at Portillo's Hot Dogs, a renowned spot for hot dogs and Italian beef sandwiches. Afterward, take the Chicago Architecture River Cruise Skip-the-Ticket Line to get a unique perspective on the city's skyline.
Evening
In the evening, enjoy dinner at The Signature Room at the 95th, offering stunning views of the city. Afterward, take a walk to The Magnificent Mile for some evening shopping and to see the city lights.
Bedtime
Find amazing hotels in Chicago.
Popular
Chicago Riverwalk
click to access prices
Popular
Chicago Architecture River Cruise Skip-the-Ticket Line
click to access prices
Popular
The Magnificent Mile
click to access prices
Museum Day and Gourmet Dining
Morning
Enjoy a hearty breakfast at Au Cheval, known for its delicious burgers. Then, spend the morning at the Art Institute of Chicago, exploring its world-class art collection.
Afternoon
For lunch, savor the flavors of the city at Girl & The Goat, a top-rated restaurant. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of Chicago.
Evening
Indulge in a fine dining experience at Alinea, a three-Michelin-starred restaurant. After dinner, take a leisurely walk in Millennium Park to see the famous Cloud Gate sculpture.
Bedtime
Find amazing hotels in Chicago.
Popular
Art Institute of Chicago
click to access prices
Popular
360 Chicago Observation Deck (Formerly John Hancock Observatory)
click to access prices
Popular
Millennium Park
click to access prices
Architectural Wonders and Cultural Immersion
Morning
Start your day with a delightful breakfast at Lula Cafe, a cozy neighborhood spot. Then, take the Chicago River 1.5-Hour Guided Architecture Cruise to learn more about the city's iconic buildings.
Afternoon
For lunch, experience the vibrant atmosphere of Xoco, known for its Mexican cuisine. Afterward, visit the Field Museum to explore natural history and cultural exhibits.
Evening
End your Chicago adventure with a dinner at Gibsons Bar & Steakhouse, a classic steakhouse. After dinner, take a walk along the Chicago River to enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Chicago.
Popular
Chicago River 1.5-Hour Guided Architecture Cruise
click to access prices
Popular
Field Museum
click to access prices
Popular
Chicago River
click to access prices
Top Chicago Travel Videos
Adjacent Cities
Find the right stay during your trip.