layla-imagelayla-logo
layla-logo

New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Architectural Marvels and Deep Dish Delights in Chicago

Architectural Marvels and Deep Dish Delights in Chicago Itinerary

Last updated: 2024 Jun 14

Iconic Architecture and Deep Dish Indulgence

Morning
Start your day with a classic Chicago experience at Lou Malnati's Pizzeria, known for its famous deep dish pizza. Once you've had your fill, head to the Art Institute of Chicago to admire a world-class collection of art, including the iconic "American Gothic."
Afternoon
After a cultural feast, take a stroll down the Millennium Park to see the famous Cloud Gate (The Bean). Continue to the Chicago Architecture Center for a deep dive into the city's architectural wonders.
Evening
In the evening, satisfy your taste buds with a gourmet dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience. After dinner, take a leisurely walk along the Chicago Riverwalk to enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Chicago.
Visit Art Institute of Chicago in Chicago
star4.61

Art Institute of Chicago

Book Now
Visit Millennium Park in Chicago
star4.69

Millennium Park

Book Now
next arrow

Sky-High Views and Cultural Delights

Morning
Enjoy a delightful brunch at The Purple Pig, known for its Mediterranean-inspired dishes. Afterward, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Afternoon
For lunch, savor the flavors of Italy at Eataly Chicago, a vibrant marketplace with various dining options. Then, visit the Field Museum to explore natural history and cultural exhibits.
Evening
Conclude your Chicago adventure with a sunset cocktail at the Signature Lounge in the Hancock Building, offering stunning views of the city. For a final taste of Chicago, indulge in a dinner at Giordano's, famous for its stuffed deep dish pizza.
Bedtime
Find amazing hotels in Chicago.
Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
star4.17

360 Chicago Observation Deck (Formerly John Hancock Observatory)

Book Now
Visit Field Museum in Chicago
star4.56

Field Museum

Book Now

Top Chicago Travel Videos

Adjacent Cities

IndianapolisLouisvilleNashvilleMemphisDallasAustinHouston

What others have been looking for

Ultimate 11-Day Italy Adventure: Rome, Florence, Venice, and Assisi
Ultimate 6-Day Outer Banks Culinary and Adventure Journey
Seville in a Day: Cathedral, Alcázar & Flamenco
Cultural Delights and Culinary Journeys in Tashkent, Uzbekistan
Luxury 5-Day Escape to Sahl Hasheesh, Egypt
San Francisco Bay Area Highlights in 4 Days
5 Days in San Jose Costa Rica in December
5-day trip to Budapest and Vienna
Berlin Adventure - 5 Days
Arctic Ocean Adventure and Culinary Delights
Culinary Delights and Lakeside Views in Two Rivers, Wisconsin
Beach Bliss and Culinary Delights in Phuket
Houston's 7-Day City and Nature Adventure
3-Day Tricity Adventure: Gdańsk, Sopot, and Gdynia
Romantic Journey through Rothenburg ob der Tauber
kayakFind the right stay during your trip.
Got a question about your trip?