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Exploring Chicago in 5 Days

Viewed by 66 travelers

Day 1: City Exploration

Chicago, USA

8:00AM

Breakfast at Beatrix

Start your day with a delicious breakfast at Beatrix before heading to the Loop district.
Take the train to the Loop district.
$20, 1 hour

10:00AM

Visit Millennium Park

Marvel at the Cloud Gate sculpture and enjoy the outdoor art installations in Millennium Park.
Walk from the Loop district to Millennium Park.
Free, 2 hours

12:00PM

Lunch at Lou Malnati's Pizzeria

Indulge in a classic Chicago deep-dish pizza for lunch at Lou Malnati's.
Take a short walk to Lou Malnati's Pizzeria.
$15, 1 hour

2:00PM

Explore the Art Institute of Chicago

Discover iconic artworks at the Art Institute of Chicago, including Grant Wood's 'American Gothic'.
Walk from Lou Malnati's to the Art Institute of Chicago.
$25, 2 hours

4:00PM

Visit Navy Pier

Stroll along Navy Pier, enjoy the ferris wheel, shops, and outdoor entertainments by Lake Michigan.
Take a taxi or the Navy Pier trolley to Navy Pier.
$10, 2 hours
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Day 2: Cultural and Natural Exploration

Chicago, USA

8:00AM

Breakfast at Yolk

Start your day with a hearty breakfast at Yolk before heading to Chinatown.
Take the train to Chinatown.
$15, 1 hour

10:00AM

Explore Wrigleyville

Stroll through Wrigleyville, the vibrant neighborhood around Wrigley Field, home of the Chicago Cubs.
Walk or take a short ride to Wrigleyville.
Free, 1.5 hours

12:00PM

Lunch at The J. Parker

Enjoy a scenic lunch with panoramic views of the city at The J. Parker rooftop bar.
Take a short ride to The J. Parker.
$30, 1 hour

2:00PM

Visit the Field Museum

Immerse yourself in natural history and cultural artifacts at the Field Museum.
Take a taxi or public transportation to the Field Museum.
$30, 2 hours

4:00PM

Explore Grant Park

Take a leisurely walk through Grant Park and admire the Buckingham Fountain and gardens.
Walk from the Field Museum to Grant Park.
Free, 1 hour
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Day 3: Science and Education

Chicago, USA

8:00AM

Breakfast at Valois Restaurant

Start your day with a classic diner breakfast at Valois Restaurant before heading to the Museum of Science and Industry.
Take public transportation to the Museum of Science and Industry.
$15, 1 hour

10:00AM

Explore the Museum of Science and Industry

Engage in interactive science exhibits and learn about innovations at the Museum of Science and Industry.
Spend the morning exploring the museum.
$30, 3 hours

1:00PM

Lunch at Medici on 57th

Enjoy a casual lunch at Medici on 57th, a popular spot among University of Chicago students.
Take a short walk or ride to Medici on 57th.
$20, 1 hour

2:30PM

Hyde Park Exploration

Discover the historic neighborhood of Hyde Park, home to the University of Chicago and beautiful architecture.
Walk or take public transportation to Hyde Park.
Free, 2 hours

4:30PM

Visit the University of Chicago

Stroll through the University of Chicago campus and explore its Gothic-style buildings and lush landscapes.
Walk within Hyde Park to the University of Chicago.
Free, 1 hour
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Day 4: Architecture and Modern Chicago

Chicago, USA

8:00AM

Breakfast at Little Goat Diner

Start your day with a unique breakfast at Little Goat Diner before heading to Oak Park.
Take the train or bus to Oak Park.
$20, 1 hour

10:00AM

Explore Oak Park

Discover the architecture of Frank Lloyd Wright and other historic buildings in Oak Park.
Walk or take a guided tour in Oak Park.
$15, 2 hours

12:00PM

Lunch at Girl & the Goat

Indulge in a farm-to-table lunch at the acclaimed Girl & the Goat restaurant in the West Loop.
Take the train or taxi to the West Loop.
$40, 1.5 hours

2:30PM

Explore the West Loop

Stroll through the trendy West Loop neighborhood and discover art galleries, boutiques, and breweries.
Walk from Girl & the Goat to the West Loop.
Free, 2 hours

4:30PM

Visit the Willis Tower

Enjoy panoramic views of Chicago from the Skydeck at the Willis Tower, one of the tallest buildings in the world.
Take a taxi or public transportation to the Willis Tower.
$25, 1.5 hours
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Day 5: Neighborhood and Nature

Chicago, USA

8:00AM

Breakfast at Pleasant House Bakery

Start your day with a savory breakfast at Pleasant House Bakery before heading to Pilsen.
Take public transportation to Pilsen.
$15, 1 hour

10:00AM

Explore Pilsen

Discover the vibrant murals, street art, and Hispanic culture of Pilsen neighborhood.
Walk or take a short ride to Pilsen.
Free, 2 hours

12:00PM

Lunch at Hopleaf

Enjoy a Belgian-inspired lunch at Hopleaf in Andersonville, known for its extensive beer selection.
Take a ride to Andersonville.
$25, 1.5 hours

2:00PM

Visit Lincoln Park Zoo

Explore the historic Lincoln Park Zoo, one of the oldest zoos in the country with a variety of animal exhibits.
Take a taxi or public transportation to Lincoln Park Zoo.
Free, 2 hours

4:00PM

Explore Michigan Avenue

Shop and stroll along the iconic Magnificent Mile on Michigan Avenue, filled with luxury shops and iconic landmarks.
Take a walk or short ride to Michigan Avenue.
Cost varies based on shopping, 2 hours
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