New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate 3-Day Food and Sightseeing Tour in Chicago

Ultimate 3-Day Food and Sightseeing Tour in Chicago Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Culinary Delights

Morning
Start your day with a delightful brunch at Lula Cafe, known for its farm-to-table dishes. Afterward, take a leisurely walk to Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean."
Afternoon
For lunch, savor the deep-dish pizza at Lou Malnati's Pizzeria, a Chicago classic. Afterward, visit the Art Institute of Chicago to admire its world-class art collection.
Evening
In the evening, enjoy a gourmet dinner at Alinea, a three-Michelin-star restaurant. Afterward, take a relaxing stroll along the Chicago Riverwalk to end the day.
Bedtime
Find amazing hotels in Chicago.
Visit Millennium Park in Chicago
star4.69

Millennium Park

Book Now
Visit Art Institute of Chicago in Chicago
star4.61

Art Institute of Chicago

Book Now
next arrow

Architectural Marvels and Local Flavors

Morning
Kick off your day with a delicious breakfast at Au Cheval, famous for its decadent burgers. Then, take the Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's iconic buildings.
Afternoon
For lunch, head to Girl & The Goat for a unique dining experience. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Evening
Enjoy a dinner at The Purple Pig, known for its Mediterranean-inspired small plates. Conclude your day with a sunset cocktail on the Chicago River Guided Sunset Cocktail & Architecture Tour.
Bedtime
Find amazing hotels in Chicago.
Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago
star4.77

Chicago River 1.5-Hour Guided Architecture Cruise

Book Now
Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
star4.17

360 Chicago Observation Deck (Formerly John Hancock Observatory)

Book Now
next arrow

Cultural Immersion and Culinary Exploration

Morning
Start your day with a hearty breakfast at Little Goat Diner, a cozy spot with a creative menu. Then, take a guided tour of the Field Museum to delve into natural history and anthropology.
Afternoon
For lunch, indulge in a Chicago-style hot dog at Portillo's Hot Dogs. Afterward, visit the Adler Planetarium to explore the wonders of the universe.
Evening
Conclude your culinary journey with a dinner at Gibsons Bar & Steakhouse, a classic steakhouse. Afterward, take a leisurely walk along the Navy Pier to enjoy the festive atmosphere and stunning views of the city.
Bedtime
Find amazing hotels in Chicago.
Visit Field Museum in Chicago
star4.56

Field Museum

Book Now
Visit Adler Planetarium in Chicago
star4.61

Adler Planetarium

Book Now
next arrow

Top Chicago Travel Videos

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