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Ultimate 3-Day Chicago Architecture and Culinary Experience Itinerary

Last updated: 2024 Jun 14

Iconic Architecture and Gourmet Delights

Morning

Start your day with a delightful brunch at Little Goat Diner, known for its creative menu. Afterward, take a stroll to the iconic The Magnificent Mile for some shopping and to admire the architecture.

Afternoon

For lunch, savor the famous deep-dish pizza at Giordano's. Afterward, enjoy a visit to the Art Institute of Chicago, home to a world-class collection of art.

Evening

In the evening, experience the city from above at the 360 Chicago Observation Deck (Formerly John Hancock Observatory). Followed by a gourmet dinner at Alinea, a three-Michelin-star restaurant offering a unique dining experience.

Bedtime

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4.65
The Magnificent Mile
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4.61
Art Institute of Chicago
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Architectural Marvels and Culinary Gems

Morning

Enjoy a leisurely breakfast at Big Star, known for its tacos. Then, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's renowned architecture.

Afternoon

For lunch, head to Girl & the Goat, a popular spot for its creative cuisine. Afterward, visit the Willis Tower Skydeck and The Ledge for a thrilling experience on the glass floor.

Evening

Indulge in a food tasting walking tour with a twist on the Chicago Gangsters and Food Tasting Walking Tour. Sample a variety of dishes with a side of Chicago's history.

Bedtime

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4.46
Chicago Architecture Center Cruise on Chicago's First Lady
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4.41
Willis Tower Skydeck and The Ledge
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Culinary Delights and Lakefront Serenity

Morning

Start your day with a classic Chicago breakfast at Lou Mitchell's, a historic diner. Then, take a relaxing walk in Millennium Park and admire the famous Cloud Gate sculpture.

Afternoon

Enjoy a gourmet lunch at Green Street Smoked Meats, known for its barbecue. Afterward, take a Chicago Lake Michigan Skyline Cruise to appreciate the city's skyline from the water.

Evening

Conclude your trip with a romantic dinner cruise on the Chicago 1.5-Hour Romantic Sunset Cruise. Savor a delicious meal while enjoying the sunset over Lake Michigan.

Bedtime

Find amazing hotels in Chicago, Illinois.