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Chicago Adventure: Concert and Culture Extravaganza
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Chicago Adventure: Concert and Culture Extravaganza
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Day 1: Arriving in Chicago
Chicago, IL
10:00AM
Check into Hotel
Settle into your hotel to rest up for the exciting days ahead.
Choose a hotel in downtown Chicago for easy access to activities.
USD200, 1 hour
11:00AM
Visit Millennium Park
Stroll through Millennium Park where you can snap photos at the iconic Cloud Gate, popularly known as 'The Bean'.
Walk from your hotel as most downtown hotels are located within walking distance.
Free, 1 hour
12:30PM
Lunch at The Purple Pig
Indulge in Mediterranean-inspired fare with dishes such as fresh burrata and pork belly.
A 15-minute walk from Millennium Park.
USD25, 1.5 hours
2:00PM
The Art Institute of Chicago
Explore one of the oldest and largest art museums in the United States showcasing stunning masterpieces.
A 10-minute walk from The Purple Pig.
USD35, 2.5 hours
5:00PM
Dinner at Lou Malnati's
Try authentic Chicago deep-dish pizza at Lou Malnati's, a local favourite.
A 10-minute taxi ride or public transportation from the Art Institute.
USD30, 1.5 hours
7:00PM
Evening Walk at Navy Pier
Enjoy the evening with a stroll at Navy Pier, taking in views of Lake Michigan and the city skyline.
A 10-minute taxi ride from Lou Malnati's.
Free, 1.5 hours
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Day 2: Concert Day!
Chicago, IL
8:00AM
Breakfast at Wildberry Pancakes and Cafe
Enjoy a hearty breakfast with their famous pancakes that will fuel you for an exciting day ahead.
A 15-minute walk from your hotel.
USD20, 1 hour
9:30AM
Visit The Field Museum
Dive into natural history and see Sue the T. rex, and other fascinating exhibits.
Take the 'L' train to the Museum Campus stop.
USD40, 2.5 hours
12:00PM
Lunch at Portillo's
Savour a Chicago-style hot dog or Italian beef sandwich at this iconic eatery.
A short taxi ride from The Field Museum.
USD15, 1 hour
1:30PM
Explore the Shedd Aquarium
Visit the Shedd Aquarium to see a diverse range of marine life; it's a must-see in Chicago.
A short walk from Portillo's.
USD40, 2.5 hours
4:00PM
Relax and Refresh at Hotel
Head back to your hotel to rest and prepare for the concert tonight.
A 10-minute walk back to your hotel.
Free, 1.5 hours
6:00PM
Dinner at Giordano's
Take the opportunity to have more deep-dish pizza before heading to the concert!
A quick taxi ride to Giordano's.
USD30, 1.5 hours
8:00PM
Justin Timberlake Concert
Get ready to enjoy an electrifying live performance by Justin Timberlake!
Make your way to the United Center, which is easily accessible via taxi.
USD150, 3 hours
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Itinerary created by
Plantrip Team
August 23, 2024
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