New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Roam Around
A Culinary and Architectural Journey in Chicago Itinerary
Last updated: 2024 Jun 14Skyline Wonders and Gourmet Delights
Morning
Start your day with a delightful brunch at The Purple Pig, known for its innovative dishes. Afterward, head to the iconic 360 Chicago Observation Deck (Formerly John Hancock Observatory) to enjoy panoramic views of the city.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Afterward, take a Chicago River 1.5-Hour Guided Architecture Cruise to admire the city's stunning architecture from the water.
Evening
In the evening, experience a one-of-a-kind dining adventure at Alinea, a three-Michelin-star restaurant. After dinner, take a leisurely walk along the Chicago Riverwalk to enjoy the city lights.
Bedtime
Find amazing hotels in Chicago.
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
Book Now
4.17
360 Chicago Observation Deck (Formerly John Hancock Observatory)
Book Now
4.77Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
4.77
Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
4.72Chicago Riverwalk
Book Now
4.72
Chicago Riverwalk
Book Now
Cultural Immersion and Culinary Delights
Morning
Enjoy a relaxed breakfast at Lula Cafe, a cozy spot known for its farm-to-table cuisine. After breakfast, visit the Art Institute of Chicago to explore its world-class art collection.
Afternoon
For lunch, indulge in a gourmet experience at Girl & the Goat, a top-rated restaurant. Afterward, take a Chicago Architecture River Cruise Skip-the-Ticket Line to learn more about the city's architectural marvels.
Evening
In the evening, have a memorable dining experience at Au Cheval, famous for its burgers. After dinner, catch a show at the historic Chicago Theatre.
Bedtime
Find amazing hotels in Chicago.
4.61Art Institute of Chicago
Book Now
4.61
Art Institute of Chicago
Book Now
4.83Chicago Architecture River Cruise Skip-the-Ticket Line
Book Now
4.83
Chicago Architecture River Cruise Skip-the-Ticket Line
Book Now
4.71Chicago Theatre
Book Now
4.71
Chicago Theatre
Book Now
Nature, History, and Culinary Delights
Morning
Start your day with a classic Chicago breakfast at Wildberry Pancakes and Cafe. Afterward, visit the Field Museum to immerse yourself in natural history.
Afternoon
For lunch, enjoy a Chicago-style hot dog at Portillo's Hot Dogs. After lunch, explore the Navy Pier and take a ride on the Centennial Wheel.
Evening
End your trip with a dinner at Gibsons Bar & Steakhouse, a renowned steakhouse. After dinner, take a leisurely walk in Millennium Park and admire the famous Cloud Gate.
Bedtime
Find amazing hotels in Chicago.
4.56Field Museum
Book Now
4.56
Field Museum
Book Now
4.48Navy Pier
Book Now
4.48
Navy Pier
Book Now
4.43Centennial Wheel
Book Now
4.43
Centennial Wheel
Book Now
4.69Millennium Park
Book Now
4.69
Millennium Park
Book Now
4.69Cloud Gate
Book Now
4.69
Cloud Gate
Book Now
Top Chicago Travel Videos
Adjacent Cities
What others have been looking for
Find the right stay during your trip.
Got a question about your trip?