New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Chicago Comedy and Culinary Delights

Chicago Comedy and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Laughs and Gourmet Bites

Morning
Start your day with a delightful brunch at The Purple Pig, known for its inventive dishes. Afterward, take a leisurely walk along the Chicago Riverwalk to enjoy the scenic views.
Afternoon
For lunch, savor the famous deep-dish pizza at Lou Malnati's Pizzeria. Post that, immerse yourself in the world of comedy at the iconic The Second City, where many famous comedians started their careers.
Evening
In the evening, experience the unique and hilarious Drunk Shakespeare show, a one-of-a-kind theatrical performance. After the show, enjoy a late dinner at Au Cheval, known for its delicious burgers.
Bedtime
Find amazing hotels in Chicago.
Visit Chicago Riverwalk in Chicago
star4.72

Chicago Riverwalk

Book Now
Visit From Edinburgh: Speyside Whisky Trail 3-Day Group Tour in Chicago
star4.87

The Second City

Book Now

Culinary Extravaganza and Sky-High Views

Morning
Indulge in a gourmet breakfast at Alinea, a three-Michelin-star restaurant. After breakfast, take a relaxing stroll in Millennium Park and visit the famous Cloud Gate sculpture.
Afternoon
For lunch, experience the unique flavors of Mexico at Xoco, a restaurant by a renowned chef. Afterward, enjoy a bird's eye view of the city from the 360 Chicago Observation Deck, formerly known as the John Hancock Observatory.
Evening
Dine at Girl & the Goat, a popular spot for its creative dishes. After dinner, take a leisurely walk along The Magnificent Mile and enjoy the vibrant atmosphere of the city.
Bedtime
Find amazing hotels in Chicago.
Visit Millennium Park in Chicago
star4.69

Millennium Park

Book Now
Visit South Beach in Chicago
star4.61

Cloud Gate

Book Now
next arrow

Museum Exploration and Culinary Delights

Morning
Enjoy a classic Chicago breakfast at Lula Cafe, known for its cozy ambiance. After breakfast, visit the Art Institute of Chicago and explore its world-class art collection.
Afternoon
For lunch, head to Little Goat Diner and savor their delicious comfort food. Afterward, visit the Field Museum and learn about natural history and anthropology.
Evening
Have a memorable dining experience at Au Cheval, known for its upscale diner fare. After dinner, take a relaxing evening stroll in Grant Park.
Bedtime
Find amazing hotels in Chicago.
Visit Art Institute of Chicago in Chicago
star4.61

Art Institute of Chicago

Book Now
Visit Field Museum in Chicago
star4.56

Field Museum

Book Now
next arrow

Farewell to Chicago with Culinary Delights

Morning
Enjoy a leisurely brunch at The Publican, a European-inspired beer hall. After brunch, take a walk in the historic Chicago Loop and visit iconic landmarks like the Willis Tower.
Afternoon
For your final meal in Chicago, savor the famous Italian dishes at RPM Italian. After lunch, take a relaxing Chicago River cruise to enjoy the city's architecture from the water.
Evening
Conclude your Chicago experience with a memorable dinner at Alinea, a three-Michelin-star restaurant known for its innovative and artistic dishes. After dinner, take a walk along the Chicago Riverwalk to soak in the city's atmosphere.
Bedtime
Find amazing hotels in Chicago.
Visit Chicago Loop in Chicago
star4.83

Chicago Loop

Book Now
Visit Skydeck Chicago at Willis Tower (Sears Tower) in Chicago
star4.27

Willis Tower

Book Now
next arrow

Top Chicago Travel Videos

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