New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
3-Day Culinary and Architectural Delights in Chicago Itinerary
Last updated: 2024 Jun 14Iconic Landmarks and Gourmet Eats
Morning
Start your day with a delightful brunch at The Purple Pig, known for its Mediterranean-inspired small plates. Afterward, take a leisurely walk to Millennium Park to see the famous "Bean" and the Jay Pritzker Pavilion.
Afternoon
For lunch, savor the deep-dish pizza at Lou Malnati's Pizzeria, a Chicago classic. Post that, visit the Art Institute of Chicago to admire its world-class art collection.
Evening
In the evening, enjoy a sophisticated dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience. Afterward, take a stroll along the Chicago Riverwalk to see the city lights reflected in the water.
Bedtime
Find amazing hotels in Chicago.
4.69Millennium Park
Book Now
4.69Millennium Park
Book Now
4.61Art Institute of Chicago
Book Now
4.61Art Institute of Chicago
Book Now
Architectural Marvels and Culinary Delights
Morning
Indulge in a hearty breakfast at Au Cheval, famous for its decadent burgers and fried bologna. Then, 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 Girl & the Goat, a top-rated restaurant serving creative dishes with bold flavors. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Evening
Enjoy a relaxed dinner at The Publican, known for its beer selection and pork-centric menu. After dinner, take a leisurely walk along the The Magnificent Mile and maybe indulge in some late-night shopping.
Bedtime
Find amazing hotels in Chicago.
4.46Chicago Architecture Center Cruise on Chicago's First Lady
Book Now
4.46Chicago Architecture Center Cruise on Chicago's First Lady
Book Now
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
Book Now
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
Book Now
Culinary Exploration and City Sights
Morning
Start your day with a classic Chicago-style hot dog at Portillo's Hot Dogs. Then, take a Chicago River 1.5-Hour Guided Architecture Cruise to see the city's skyline from the water.
Afternoon
For a late lunch, enjoy the famous Italian beef sandwich at Al's Beef. Afterward, visit the Willis Tower Skydeck and The Ledge to experience the thrill of standing on a glass platform high above the city.
Evening
Conclude your culinary journey with a dinner at Gibsons Bar & Steakhouse, a Chicago institution known for its steaks and seafood. After dinner, take a romantic Chicago 1.5-Hour Sunset Cruise on Lake Michigan to see the city lights from the water.
Bedtime
Find amazing hotels in Chicago.
4.77Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
4.77Chicago River 1.5-Hour Guided Architecture Cruise
Book Now
4.41Willis Tower Skydeck and The Ledge
Book Now
4.41Willis Tower Skydeck and The Ledge
Book Now
Top Chicago Travel Videos
Adjacent Cities
Find the right stay during your trip.