New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Iconic Chicago Landmarks in 2 Days

Iconic Chicago Landmarks in 2 Days Itinerary

Last updated: 2024 Jun 14

Discovering Chicago's Architectural Marvels

Morning
Start your day with a classic breakfast at Lou Mitchell’s, a beloved spot in Chicago. Afterward, head to the iconic Willis Tower Skydeck and The Ledge for panoramic views of the city.
Afternoon
For lunch, enjoy a deep-dish pizza at Lou Malnati's Pizzeria. Then, take a Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's famous buildings.
Evening
In the evening, savor a delightful dinner at The Signature Room at the 95th while enjoying the city lights from above.
Bedtime
Find amazing hotels in Chicago.

Immersive Cultural Experience in Chicago

Morning
Indulge in a delicious breakfast at Au Cheval, known for its fantastic egg dishes. Afterward, visit the Millennium Park to see the famous Cloud Gate sculpture.
Afternoon
For lunch, try the innovative cuisine at Alinea. Then, explore the Art Institute of Chicago at your own pace.
Evening
Conclude your trip with a memorable dinner at Girl & the Goat, a top-rated restaurant in the city.
Bedtime
Find amazing hotels in Chicago.

Top Chicago Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?