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![Iconic Chicago in 2 Days with Mom](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f59a9-2dce-7455-808b-ead1229537b4/location99.jpg)
Iconic Chicago in 2 Days with Mom Itinerary
Last updated: 2024 Jun 14Discovering Chicago's Landmarks
Morning
Start your day with a classic breakfast at Lou Mitchell’s, a beloved diner in Chicago known for its delicious pancakes and old-school charm. After breakfast, head to Millennium Park to see the famous Cloud Gate sculpture, also known as "The Bean," and take a leisurely walk through the park.
Afternoon
For lunch, enjoy a deep-dish pizza at Lou Malnati's Pizzeria, a Chicago staple. Afterward, visit the Art Institute of Chicago to admire its world-class art collection, including iconic works like Grant Wood's "American Gothic."
Evening
In the evening, take a relaxing Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's stunning architecture. After the cruise, savor a delightful dinner at The Purple Pig, known for its Mediterranean-inspired small plates.
Bedtime
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
4.69Millennium Park
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![Visit Millennium Park in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5c/00.jpg)
Millennium Park
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
4.61Art Institute of Chicago
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![Visit Art Institute of Chicago in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/33/15/da.jpg)
Art Institute of Chicago
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
4.77Chicago River 1.5-Hour Guided Architecture Cruise
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![Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago](https://cdn.getyourguide.com/img/tour/b4b30c0c6eccc80e.jpeg/21.jpg)
Chicago River 1.5-Hour Guided Architecture Cruise
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Chicago Skyline and Culinary Delights
Morning
Enjoy a hearty breakfast at Pequod's Pizza, famous for its caramelized crust deep-dish pizza. Then, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) to get a bird's eye view of the city.
Afternoon
For lunch, indulge in a gourmet experience at Alinea, a three-Michelin-star restaurant. Afterward, take a walk along The Magnificent Mile and enjoy the bustling atmosphere of this premier shopping and dining district.
Evening
Conclude your trip with a memorable dinner at The Signature Room at the 95th, where you can enjoy panoramic views of the city. After dinner, take a final stroll along the Chicago Riverwalk to admire the city's beautiful skyline.
Bedtime
Find amazing hotels in Chicago.
![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
4.17360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/0b/a7/0e/e7.jpg)
360 Chicago Observation Deck (Formerly John Hancock Observatory)
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
4.65The Magnificent Mile
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![Visit The Magnificent Mile in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/bb/eb.jpg)
The Magnificent Mile
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
4.72Chicago Riverwalk
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![Visit Chicago Riverwalk in Chicago](https://media.tacdn.com/media/attractions-content--1x-1/12/3f/5c/d3.jpg)
Chicago Riverwalk
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