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Culinary and Cultural Delights of Chicago in 4 Days

Culinary and Cultural Delights of Chicago in 4 Days Itinerary

Last updated: 2024 Jun 14

Iconic Landmarks and Sky-High Views

Morning
Begin your Chicago adventure with a delightful breakfast at Lou Malnati's Pizzeria, known for its famous deep-dish pizza. Afterward, take a stroll along the Chicago Riverwalk to enjoy the morning breeze and the stunning architecture of the city.
Afternoon
For lunch, head to The Purple Pig, where you can savor a variety of Mediterranean-inspired dishes. Post-lunch, experience the city from above at the 360 Chicago Observation Deck (Formerly John Hancock Observatory) with your skip-the-line ticket, and then test your courage on TILT at 360 Chicago.
Evening
Enjoy a sophisticated dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Afterward, take a leisurely walk down The Magnificent Mile and explore the vibrant nightlife of the city.
Bedtime
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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Art, Science, and Speakeasies

Morning
Start your day with a breakfast at Lula Cafe, a cozy spot known for its farm-to-table fare. Afterward, immerse yourself in the world of art at the Art Institute of Chicago with your fast-pass ticket, avoiding the lines and gaining more time to appreciate the masterpieces.
Afternoon
For lunch, head to Xoco and indulge in authentic Mexican cuisine. Post-lunch, visit the Museum of Science and Industry to explore its fascinating exhibits and interactive displays.
Evening
Experience the hidden side of Chicago with a Prohibition Speakeasies Bus Tour or Walking Tour. After the tour, enjoy a delightful dinner at Big Star, known for its tacos and whiskey selection.
Bedtime
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Art Institute of Chicago

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History, Nature, and Evening Cruises

Morning
Fuel up for the day with a breakfast at Little Goat Diner, a popular spot with a diverse menu. Afterward, visit the Field Museum and learn about natural history and world cultures with your ticket or opt for a VIP tour for a more in-depth experience.
Afternoon
Enjoy a leisurely lunch at Cafe Ba-Ba-Reeba!, offering a taste of Spain in the heart of Chicago. Post-lunch, take a relaxing stroll through Lincoln Park & Zoo and enjoy the beautiful greenery and animal exhibits.
Evening
Dine at RPM Italian, an elegant restaurant known for its modern Italian cuisine. Conclude your day with a serene Chicago River 1.5-Hour Guided Architecture Cruise, admiring the city's iconic skyline from the water.
Bedtime
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Neighborhood Flavors and Ghostly Tales

Morning
Start your day with a breakfast at Longman & Eagle, a Michelin-starred gastropub offering a range of morning delights. Afterward, take a guided Hop-on Hop-off Sightseeing Tour by Open-top Bus to explore the diverse neighborhoods and attractions of Chicago.
Afternoon
Enjoy a casual lunch at Smoque BBQ, known for its mouthwatering barbecue dishes. Post-lunch, delve into the city's history with the Chicago Gangsters and Ghosts Guided Walking Tour, and then satisfy your sweet tooth with a visit to the Museum of Ice Cream.
Evening
Conclude your Chicago culinary journey with dinner at Girl & the Goat, an award-winning restaurant serving creative, seasonal dishes. Afterward, if you're up for more excitement, join the Chicago Mob and Crime Bus Tour to uncover the city's notorious past.
Bedtime
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