New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

3 Days in Chicago focusing on comedy, Second City, and local food

3 Days in Chicago focusing on comedy, Second City, and local food Itinerary

Last updated: 2024 Jun 14

Exploring Chicago's Comedy Scene

Morning
Start your day with a delicious breakfast at Wildberry Pancakes and Cafe. Then, head to Second City Comedy Club for a morning comedy show experience.
Afternoon
For lunch, enjoy deep-dish pizza at Lou Malnati's Pizzeria. Afterward, explore the House of Blues for some live entertainment and unique atmosphere.
Evening
Indulge in a gourmet dinner at Girl & the Goat known for its innovative dishes and vibrant ambiance.
Bedtime
Find amazing hotels in Chicago.

Culinary Delights and City Exploration

Morning
Kick off your day with a delightful brunch at The Purple Pig. Then, embark on a food walking tour with bike/kayak rental included to explore the local culinary scene with Chicago Full Day Food Walking Tour + FREE Bike/Kayak Rental
Afternoon
For a unique experience, participate in a private art experience at Shooting + Spinning Private Art Experience. Afterward, visit the iconic Wrigley Field for a taste of Chicago's sports culture.
Evening
Enjoy a dinner at Au Cheval known for its delicious burgers and cozy atmosphere.
Bedtime
Find amazing hotels in Chicago.

Architectural Marvels and Local Eats

Morning
Start your day with a hearty breakfast at Xoco. Then, take a guided tour of the Chicago Art Institute of Chicago to appreciate the city's art and culture.
Afternoon
Explore the city's architecture on a river cruise with drinks included at Chicago Architecture Boat Tour with Drinks. Afterward, savor local delicacies at Frontera Grill known for its authentic Mexican cuisine.
Evening
Conclude your trip with a dinner at Gibsons Bar & Steakhouse for a classic steakhouse experience.
Bedtime
Find amazing hotels in Chicago.

Top Chicago Travel Videos

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