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Chicago City, Nature, and Relaxation Itinerary
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Chicago City, Nature, and Relaxation Itinerary
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Day 1: City Sights
Chicago, USA
8:00AM
Breakfast at Yolk
Start your day with a delicious breakfast at Yolk, known for its tasty omelettes and pancakes.
Yolk is located in the River North neighborhood, a short walk from most downtown hotels.
$15, 1 hour
10:00AM
Visit Millennium Park
Head to Millennium Park to see the famous Cloud Gate sculpture, also known as 'The Bean'.
Millennium Park is a 15-minute walk from Yolk.
Free, 1.5 hours
12:00PM
Lunch at Lou Malnati's Pizzeria
Enjoy a deep-dish pizza at Lou Malnati's, a Chicago classic.
Lou Malnati's is a short walk from Millennium Park.
$20, 1 hour
2:00PM
Art Institute of Chicago
Explore the impressive art collection at the Art Institute of Chicago, including famous works by Van Gogh and Picasso.
The museum is a 10-minute walk from Lou Malnati's.
$25, 2 hours
5:00PM
Dinner at Girl & the Goat
Indulge in a unique dining experience at Girl & the Goat, known for its creative dishes and vibrant atmosphere.
Girl & the Goat is a short taxi ride from the Art Institute.
$50, 2 hours
Find Hotels in Chicago
Day 2: Nature Experience
Chicago, USA
9:00AM
Breakfast at Wildberry Pancakes
Start your day with a delicious breakfast at Wildberry Pancakes, offering a variety of pancake options.
Wildberry Pancakes is located in the Streeterville neighborhood.
$20, 1 hour
10:00AM
Visit Lincoln Park Zoo
Explore the Lincoln Park Zoo, a free zoo with a variety of animals and beautiful gardens.
Lincoln Park Zoo is a short walk or bus ride from Wildberry Pancakes.
Free, 2 hours
12:00PM
Lunch at The J. Parker
Enjoy lunch with a view at The J. Parker rooftop bar, overlooking Lincoln Park and Lake Michigan.
The J. Parker is within walking distance from the zoo.
$30, 1.5 hours
2:00PM
Explore Chicago Botanic Garden
Spend the afternoon at the Chicago Botanic Garden, a peaceful oasis with stunning plant collections.
The garden is located in Glencoe, a 40-minute drive from Lincoln Park.
$15, 3 hours
6:00PM
Dinner at Alinea
Experience fine dining at Alinea, a Michelin-starred restaurant offering a multi-sensory culinary experience.
Alinea is located in the Lincoln Park neighborhood.
$250, 3 hours
Find Hotels in Chicago
Day 3: Relaxation
Chicago, USA
9:00AM
Breakfast at Beatrix
Start your day with a healthy breakfast at Beatrix, known for its fresh juices and brunch options.
Beatrix has multiple locations in the city. Choose one near your accommodation.
$25, 1 hour
10:30AM
Spa Day at The Peninsula
Indulge in a relaxing spa day at The Peninsula, offering a range of luxurious treatments.
The Peninsula is located in the Magnificent Mile neighborhood.
$150, 4 hours
3:00PM
Shopping on Michigan Avenue
Spend the afternoon shopping on Michigan Avenue, home to upscale boutiques and department stores.
Michigan Avenue is a short walk from The Peninsula.
Varies, 2 hours
6:00PM
Dinner at Spiaggia
Enjoy Italian fine dining at Spiaggia, offering stunning views of Lake Michigan.
Spiaggia is located in the Gold Coast neighborhood.
$80, 2 hours
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Itinerary created by
Plantrip Team
April 27, 2024
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