New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
Off-the-Beaten-Path Culinary and Interactive Chicago Exploration Itinerary
Last updated: 2024 Jun 14Culinary Delights and Hidden Gems
Morning
Start your day with a delightful breakfast at Lula Cafe, known for its cozy atmosphere and delicious dishes.
Afternoon
Explore the non-touristy side of Chicago with a visit to the vibrant neighborhood of Pilsen. Enjoy a unique and interactive experience at the National Museum of Mexican Art. For lunch, savor the flavors of authentic Mexican cuisine at Xoco.
Evening
As the sun sets, immerse yourself in the city's history and mysteries with the Chicago Gangsters and Ghosts Tour. After the tour, enjoy a dinner at Big Star, a popular spot for tacos and whiskey.
Bedtime
Find amazing hotels in Chicago.
4.68Chicago Gangsters and Ghosts Tour
Book Now
4.68Chicago Gangsters and Ghosts Tour
Book Now
Art, Architecture, and Local Eats
Morning
Enjoy a leisurely brunch at Little Goat Diner, a favorite among locals for its creative menu.
Afternoon
Spend the afternoon exploring the artistic and architectural wonders of the city. Visit the Art Institute of Chicago with a fast-pass ticket to avoid the crowds. Afterward, take a stroll along the Chicago Riverwalk.
4.61Art Institute of Chicago
Book Now
4.61Art Institute of Chicago
Book Now
4.72Chicago Riverwalk
Book Now
4.72Chicago Riverwalk
Book Now
Local History and Neighborhood Gems
Morning
Start your day with a classic Chicago breakfast at Au Cheval, known for its decadent dishes.
Afternoon
Explore the history of the city with a visit to the Chicago History Museum. Afterward, take a walk through the charming streets of Old Town and enjoy a late lunch at The Purple Pig.
Evening
In the evening, take a food and cocktail tour of the city's hidden gems with Chicago's First Lady Architecture Cruise with Drinks. End the night with a drink at a local speakeasy.
Bedtime
Find amazing hotels in Chicago.
4.85Chicago's First Lady Architecture Cruise with Drinks
Book Now
4.85Chicago's First Lady Architecture Cruise with Drinks
Book Now
Culinary Adventure and Local Brews
Morning
Enjoy a hearty breakfast at Longman & Eagle, a Michelin-starred gastropub known for its brunch.
Afternoon
Spend the afternoon exploring the unique shops and boutiques in the neighborhood of Andersonville. For lunch, try the famous M Burger and visit local breweries for a tasting.
Evening
Indulge in a dinner at Girl & the Goat, a top-rated restaurant offering a creative menu. Afterward, explore the nightlife in the trendy neighborhood of Logan Square.
Bedtime
Find amazing hotels in Chicago.
Farewell to Chicago with Local Flavors
Morning
For your last morning in Chicago, enjoy a classic deep-dish pizza at Lou Malnati's Pizzeria.
Afternoon
Take a leisurely walk along the Lakefront Trail and enjoy the stunning views of Lake Michigan. Stop for a snack at a local beachside stand.
Evening
End your culinary journey with a farewell dinner at The Publican, known for its communal dining experience and extensive beer selection. After dinner, take a stroll along the riverwalk to savor the city's beauty one last time.
Bedtime
Find amazing hotels in Chicago.
Top Chicago Travel Videos
Adjacent Cities
Find the right stay during your trip.